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Chapter 26 Full Test Bank Lipids Klein

Organic Chemistry, 4e (Klein)

Chapter 26 Lipids

1) Which of the given statements is (are) true about lipids?

A) Lipids are soluble in nonpolar organic solvents.

B) Lipids include waxes, steroids, and triacylglycerides.

C) Lipids have little in common except their solubility.

D) Many lipids have biological roles.

E) all of these

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

2) Which of the choices is a class of complex lipids?

A) steroids

B) terpenes

C) waxes

D) prostaglandins

E) furans

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

3) Which one of the choices is a class of simple lipids?

A) steroids

B) triglycerides

C) phoshpholipids

D) waxes

E) furans

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

4) Which of the choices is not a class of complex lipids?

A) waxes

B) prostaglandins

C) triglycerides

D) phospholipids

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

5) Which of the choices is not a class of simple lipids?

A) phospholipids

B) prostaglandins

C) terpenes

D) steroids

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

6) Which one of the choices is a complex lipid?

A) cortisone

B) vitamin A

C) prostaglandins

D) progestin

E) tripalmitin

Diff: 2

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

7) Which of the choices is a simple lipid?

An illustration depicts the structures of sodium lauryl sulfate and androsterone. Sodium lauryl sulfate has a central sulfur atom double bonded to two oxygen atoms, single bonded to a sodium, N a atom, and single bonded to O (C H 2) 10 C H 3 group. Androsterone has a SMILES string of C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O.

A) lecithin

B) tripalmitin

C) sodium lauryl sulfate

D) androsterone

E) carbohydrates

Diff: 2

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

8) ________ lipids do not undergo hydrolysis in the presence of aqueous acid or base.

A) Simple

B) Complex

C) Heterogeneous

D) Acidified

E) Any

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

9) ________ lipids undergo hydrolysis in the presence of aqueous acid or base.

A) Simple

B) Complex

C) Heterogeneous

D) Acidified

E) Any

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

10) Complex lipids contain the ________ functional group and are ________ in organic solvents.

A) ester; not soluble

B) ketone; not soluble

C) alcohol; soluble

D) ester; soluble

E) ether; soluble

Diff: 1

Learning Objective: 26.1 Define the terms lipids, simple lipids, and complex lipids

11) Which of the choices is a correct description of waxes?

A) long chain esters

B) long chain ethers

C) long chain anhydrides

D) long chain fatty acids

E) long chain alcohols

Diff: 1

Learning Objective: 26.2 Describe the structure and physical properties of a wax

12) Which of the choices is a structure of a wax?

An illustration shows the structures of two compounds. Compound 1: C H 3 (C H 2) 14 (C double bond O) O C H 2 (C H 2) 28 C H 3. Compound 2: C H 3 (C H 2) 20 (C double bond O) O C H 2 C H 2 C H 3.

Compound 3: The structure of the compound is C H 3 (C H 2) 14 C H 2 O H.

An illustration shows the structures of two compounds. Compound 4: A three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 12 C H 3, C 2 is C H O (C double bond O) (C H 2) 12 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 12 C H 3. Compound 5: C H 3 (C H 2) 14 (C double bond O) N H C H 2 (C H 2) 28 C H 3.

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.2 Describe the structure and physical properties of a wax

13) What are the predicted products when spermaceti is treated with aqueous NaOH?

An illustration shows a partial reaction with no products mentioned. The reactant, C H 3 (C H 2) 14 (C double bond O) O C H 2 (C H 2) 14 C H 3 reacts with N a O H and H 2 O.

I: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) O N a and the second product is C H 3 (C H 2) 14 C H 2 O H.

II: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) O H and the second product is C H 3 (C H 2) 14 C H 2 O H.

III: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) N a and the second product is C H 3 (C H 2) 14 C H 2 O H.

IV: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) O H and the second product is C H 3 (C H 2) 14 C H 2 O N a.

A) I

B) II

C) III

D) IV

E) none of these

Diff: 2

Learning Objective: 26.2 Describe the structure and physical properties of a wax

14) What are the predicted products when triacontyl hexadecanoate, a major component of beeswax, is treated with aqueous NaOH?

An illustration shows a partial reaction with no products mentioned. The reactant, C H 3 (C H 2) 14 (C double bond O) O C H 2 (C H 2) 28 C H 3 reacts with N a O H and H 2 O.

I: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) O H and the second product is C H 3 (C H 2) 28 C H 2 O N a.

II: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) O H and the second product is C H 3 (C H 2) 28 C H 2 O H.

III: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) N a and the second product is C H 3 (C H 2) 28 C H 2 O H.

IV: An illustration shows the structures of two products. The first product is C H 3 (C H 2) 14 (C double bond O) O N a and the second product is C H 3 (C H 2) 28 C H 2 O H.

A) I

B) II

C) III

D) IV

E) none of these

Diff: 2

Learning Objective: 26.2 Describe the structure and physical properties of a wax

15) The exoskeleton of all insects is covered by ________.

A) a protective coating of wax

B) a lubricating layer of oils

C) a barrier of hairs

D) a complex system of scales

E) a cholesterol-rich layer of membrane

Diff: 1

Learning Objective: 26.2 Describe the structure and physical properties of a wax

16) Birds have a layer of wax on their ________, making them water repellant.

A) legs

B) feathers

C) ears

D) skin

E) eyes

Diff: 1

Learning Objective: 26.2 Describe the structure and physical properties of a wax

17) Sheep have ________ on their wool.

A) oil

B) lanolin

C) spermaceti

D) carnauba wax

E) beeswax

Diff: 1

Learning Objective: 26.2 Describe the structure and physical properties of a wax

18) ________ is produced by the Brazilian palm tree and is commonly used in polish formulations for boats and cars.

A) Oil

B) Lanolin

C) Spermaceti

D) Carnauba wax

E) Beeswax

Diff: 1

Learning Objective: 26.2 Describe the structure and physical properties of a wax

19) The compound shown is best classified as a(n) ________.

An illustration depicts the structure of a compound. The structure has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) C H 2 (C H 2) 16 C H 3, C 2 is C H O (C double bond O) C H 2 (C H 2) 16 C H 3, and C 3 is C H 2 O (C double bond O) C H 2 (C H 2) 16 C H 3.

A) simple lipid

B) fat

C) cephalin

D) wax

E) oil

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

20) The compound shown is best classified as a(n) ________.

An illustration depicts the structure of a compound. The structure has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 6 C H double bond C H (C H 2) 6 C H 3, C 2 is C H O (C double bond O) (C H 2) 6 C H double bond C H (C H 2) 6 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 6 C H double bond C H (C H 2) 6 C H 3.

A) simple lipid

B) fat

C) cephalin

D) wax

E) oil

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

21) The compound shown is best classified as a(n) ________.

The structure of the compound is C H 3 (C H 2) 14 C H double bond C H (C H 2) 6 (C double bond O) O H.

A) simple lipid

B) unsaturated triglyceride

C) unsaturated fatty acid

D) fat

E) wax

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

22) The compound shown is best classified as an ________.

The structure of the compound is C H 3 (C H 2) 14 (C double bond O) O H.

A) simple lipid

B) saturated triglyceride

C) saturated fatty acid

D) fat

E) wax

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

23) Which of the given fatty acids is not likely to occur in a natural source?

A) octadecanoic acid

B) hexadecanoic acid

C) (Z)-9-hexadecenoic acid

D) pentadecanoic acid

E) (Z)-11-tetradecenoic acid

Diff: 2

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

24) Which of the given fatty acids are most likely to occur in natural sources?

I: The bond-line structure of the compound has a SMILES string of CCCC/C=C/CC/C=C/CCCCCCCC(=O)O.

II: The bond-line structure of the compound has a SMILES string of CCCCCCCCCCCCCCCCC(=O)O.

III: The bond-line structure of the compound has a sixteen-carbon chain, in which C 1 is double bonded to an oxygen atom and single bonded to a hydroxyl group, C 5 is double bonded to C 6, C 9 is double bonded to C 10, and C 13 is double bonded to C 14.

IV: The bond-line structure of the compound has a twenty-carbon chain, in which C 1 is double bonded to an oxygen atom and single bonded to a hydroxyl group, C 14 is double bonded to C 15, and C 17 is double bonded to C 18.

V: The bond-line structure of the compound has a SMILES string of CCCCCCCCCCCCCCCC(=O)O.

A) I and III

B) I, III and IV

C) II and V

D) IV and V

E) I, III, IV and V

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

25) Arrange the given compounds in decreasing order of melting point.

An illustration shows the structures of two compounds. Compound 1: C H 3 (C H 2) 14 (C double bond O) O H. Compound 2: C H 3 (C H 2) 10 (C double bond O) O H.

Compound 3: C H 3 (C H 2) 18 (C double bond O) O H. Compound 4: C H 3 (C H 2) 16 (C double bond O) O H.

A) II > I > IV > III

B) III > IV > I > II

C) IV > I > II > III

D) III > II > IV > I

E) I > II > IV > III

Diff: 2

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

26) Which one of the given fatty acids has the highest melting point?

A) stearic acid

B) palmitic acid

C) lauric acid

D) arachidic acid

E) oleic acid

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

27) Which one of the given fatty acids has the lowest melting point?

A) stearic acid

B) palmitic acid

C) lauric acid

D) arachidic acid

E) myristic acid

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

28) Which one of the given fatty acids has the highest melting point?

A) oleic acid

B) linoleic acid

C) palmitoleic acid

D) arachidonic acid

E) arachidic acid

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

29) Which one of the given fatty acids has the lowest melting point?

A) oleic acid

B) linoleic acid

C) palmitoleic acid

D) arachidonic acid

E) arachidic acid

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

30) Which one of the choices has the highest melting point?

An illustration depicts the structure of triolein. The structure has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 7 C H double bond C H (C H 2) 7 C H 3, C 2 is C H O (C double bond O) (C H 2) 7 C H double bond C H (C H 2) 7 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 7 C H double bond C H (C H 2) 7 C H 3.

An illustration depicts the structure of tripalmitolein. The structure has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 7 C H double bond C H (C H 2) 5 C H 3, C 2 is C H O (C double bond O) (C H 2) 7 C H double bond C H (C H 2) 5 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 7 C H double bond C H (C H 2) 5 C H 3.

An illustration depicts the structure of trimyrsitin. The structure has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 12 C H 3, C 2 is C H O (C double bond O) (C H 2) 12 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 12 C H 3.

A) triolein

B) trilinolein

C) tripalmitolein

D) trimyrisitin

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

31) Which one of the choices has the lowest melting point?

A) trilaurin

B) tristearin

C) trilinolein

D) tripalmitolein

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

32) Which one of the choices is classified as a fat?

A) triolein

B) trilinolein

C) tripalmitolein

D) triarchadin

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

33) Which one of the choices is classified as an oil?

A) trilaurin

B) trilinolein

C) tripalmitin

D) triarchadin

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

34) Which of the given fatty acids is not likely to be present in natural fats and oils?

A) octadecanoic acid

B) heptadecanoic acid

C) hexadecanoic acid

D) octadeca-9,12-dienoic acid

E) none of these

Diff: 1

Learning Objective: 26.3 Discuss the composition of triglycerides and the various factors that affect their melting points

35) Which of the given reagent(s) would convert palmitoleic acid to palmitic acid?

A) NaBH4/CH3OH

B) 1. LiAlH4, 2. H2O

C) NaOH/H2O heat

D) H2/Ni

E) A and B

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

36) Which of the given fatty acids is produced when oleic acid is hydrogenated?

An illustration shows a partial reaction with no products mentioned. The reactant, C H 3 (C H 2) 7 C H double bond C H (C H 2) 7 (C double bond O) O H undergoes hydrogenation.

A) palmitic acid

B) lauric acid

C) myrsitic acid

D) arachidic acid

E) stearic acid

Diff: 2

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

37) What is the predicted product of the reaction shown?

A) I

B) II

C) III

D) IV

E) V

Diff: 2

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

38) What is(are) the predicted product(s) of the reaction shown?

A) I

B) II

C) III

D) IV

E) A or B

Diff: 2

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

39) How many different structures (including stereoisomers) are possible for a triglyceride that contains two palmitic acid residues and one stearic acid residue?

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

40) How many different structures (including stereoisomers) are possible for a triglyceride that contains one palmitic acid residue, one arachidic acid residue and one stearic acid residue?

A) 3

B) 6

C) 9

D) 12

E) 15

Diff: 2

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

41) In the presence of molecular oxygen, saturated triglycerides undergo autooxidation to yield hydroperoxides.

A) true

B) false

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

42) Unsaturated triglycerides undergo autooxidation at the ________ position of the fatty acid residue.

A) vinylic

B) allylic

C) gamma

D) delta

E) next to carbonyl

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

43) The rancid smell from unsaturated oils is due to ________.

A) the reduction of the ester group

B) the oxidation of the ester group

C) the oxidation of the alkene

D) the reduction of the alkene

E) autooxidation

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

44) The interior of a micelle is ________, whereas the exterior is ________.

A) hydrophilic; hydrophobic

B) hydrophilic; hydrophilic

C) hydrophobic; hydrophobic

D) hydrophobic; hydrophilic

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

45) The reaction of triglycerides with a base is a(n) ________ reaction.

A) esterification

B) transesterification

C) saponification

D) autooxidation

E) oxidation

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

46) What is(are) the predicted product(s) of the reaction shown?

An illustration shows a partial reaction with no products mentioned. The reactant that has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 14 C H 3, C 2 is C H O (C double bond O) (C H 2) 16 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 14 C H 3.

A) I

B) II

C) III

D) IV

E) A, B, and C

Diff: 2

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

47) What is(are) the predicted product(s) of the reaction shown?

A) I

B) II

C) III

D) A and B

E) A and C

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

48) An optically active triglyceride produced two palmitic acid residues and one oleic acid residue, when heated in the presence of an acid. What is the structure(s) of the triglyceride(s) produced?

A) I

B) II

C) III

D) IV

E) B and C

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

49) An optically inactive triglyceride produced two palmitic acid residues and one oleic acid residue, when heated in the presence of an acid. What is the structure(s) of the triglyceride(s) produced?

A) I

B) II

C) III

D) IV

E) B and C

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

50) When heated in the presence of an acid, a triglyceride produced a linoleic acid residue, a palmitoleic acid residue, and an oleic acid residue. What is possible structures for this triglyceride?

A) I

B) II

C) III

D) A and B

E) B and C

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

51) An optically active triglyceride that produced two myristic acid residues and an oleic acid residue when heated in the presence of an acid. What is the structure of this triglyceride?

A) I

B) II

C) III

D) IV

E) V

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

52) What is(are) the predicted product(s) of the reaction shown?

An illustration shows the structures of three compounds.
Compound 1: C H 3 (C H 2) 16 (C double bond O) O C H 2 C H 3.
Compound 2: H O C H 2 (C H single bond O H) C H 2 O H.
Compound 3: two molecules of C H 3 (C H 2) 14 (C double bond O) O C H 2 C H 3.

A) I

B) II

C) III

D) I and II

E) I, II, and III

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

53) What is(are) the predicted product(s) of the reaction shown?

An illustration shows a partial reaction with no products mentioned. The reactant that has a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 14 C H 3, C 2 is C H O (C double bond O) (C H 2) 14 C H 3, and C 3 is C H 2 O (C double bond O) (C H 2) 14 C H 3, reacts with excess (C H 3) 2 C H O H and H 2 S O 4.

An illustration shows the structures of three compounds.
Compound 1: three molecules of C H 3 (C H 2) 14 (C H single bond O H) O C H (C H 3) 2.
Compound 2: H O C H 2 (C H single bond O H) C H 2 O H.
Compound 3: three molecules of C H 3 (C H 2) 14 (C double bond O) O C H (C H 3) 2.

A) I

B) II

C) III

D) I and II

E) II and III

Diff: 3

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

54) What fuel is produced when vegetable oil undergoes transesterification?

A) gasoline

B) diesel

C) biodiesel

D) kerosene

E) natural gas

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

55) What substance can be made from heating animal fat with wood ashes, which contain alkaline substances?

A) detergent

B) soap

C) cooking oil

D) kerosene

E) biodiesel

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

56) Which of the substance shown has a hydrophobic group and a hydrophilic group, but does not generate a precipitate through the ion exchange reaction?

A) detergent

B) soap

C) cooking oil

D) kerosene

E) biodiesel

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

57) What are the ions that are typically in soap scum?

A) sodium and potassium

B) lithium and potassium

C) hydroxide and nitrate

D) calcium and magnesium

E) silver and tin

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

58) Which of the compounds shown is used as a detergent?

An illustration depicts the structures of three compounds.
Compound 1: C H 3 (C H 2) 14 (C double bond O) O N a.
Compound 2: a central sulfur atom double bonded to two oxygen atoms, single bonded to a sodium atom, N a, and single bonded to O (C H 2) 15 C H 3 group.
Compound 3: (C H 3 (C H 2) 14 (C double bond O) O) subscript 2 C a.

Compound 4: C H 3 (C H 2) 14 (C double bond O) O H.
Compound 5: H O C H 2 C H O H C H 2 O H.

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

59) Which of the given compounds is used as a soap?

Compound 4: C H 3 (C H 2) 14 (C double bond O) O H.
Compound 5: H O C H 2 C H O H C H 2 O H.

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.4 Discuss the hydrogenation, oxidation, saponification, and transesterification of triglycerides

60) Phosphoglycerides differ from triglycerides in that one of the three fatty acid residues is replaced by a(n) ________ group.

A) thioester

B) phosphoester

C) thiol

D) alcohol

E) ester

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

61) Phosphoglycerides that contain ethanolamine are called ________.

A) lecithins

B) phosphatidyl serines

C) plasmalogens

D) cephalins

E) biodiesel

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

62) Phosphoglycerides that contain choline are called ________.

A) lecithins

B) phosphatidyl serines

C) plasmalogens

D) cephalins

E) biodiesel

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

63) Which of the choices is a phosphatidic acid?

A) phosphoric acid

B) phosphoric acid monoester

C) phosphoric acid diester

D) phosphoric acid trimester

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

64) Which of the given compounds is a phosphatidic acid?

Compound 3: a three-carbon vertical chain, in which C 1 is C H 2 O (C double bond O) (C H 2) 14 C H 3, C 2 is C H O H, and C 3 is C H 2 O (P double bond O) (O H) 2.
Compound 4: a three-carbon vertical chain, in which C 1 is C H 2 O H, C 2 is C H O H, and C 3 is C H 2 O (P double bond O) (O H) 2.

A) I

B) II

C) III

D) IV

E) none of these

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

65) Which of the given lipids would produce two fatty acid residues along with ethanolamine on hydrolysis?

A) cephalins

B) phosphatidyl serines

C) triolein

D) lecithins

E) phospholipid

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

66) Which of the given lipids would produce two fatty acid residues along with choline on hydrolysis?

A) cephalins

B) phosphatidyl serines

C) triolein

D) lecithins

E) phospholipid

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

67) What are the components of lechithins and cephalins?

A) three polar head groups

B) two polar head groups and one nonpolar hydrophobic tail

C) one polar head group and two nonpolar hydrophobic tails

D) three nonpolar hydrophobic tails

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

68) Which of the choices is the structure of a cephalin that would produce one equivalent of oleic acid and one equivalent of stearic acid residues on hydrolysis?

A) I

B) II

C) III

D) I and III

E) II and IV

Diff: 3

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

69) Which choice(s) show(s) the structure of a cephalin that would produce two oleic acid residues on hydrolysis?

A) I

B) II

C) III

D) IV

E) A and B

Diff: 3

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

70) Which choice(s) show(s) the structure of a lecithin that would produce two stearic acid residues on hydrolysis?

A) I

B) II

C) III

D) IV

E) A and B

Diff: 2

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

71) A lipid bilayer is formed by the self assembly of ________.

A) triglycerides

B) saturated fatty acids

C) phosphoglycerides

D) unsaturated fatty acids

E) alcohols

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

72) Explain why fatty acids cannot form a bilayer.

Diff: 2

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

73) Why is decanol more efficient at crossing the cell membrane than hexanol?

Diff: 1

Learning Objective: 26.5 Compare the structures of phospholipids and triglycerides and of cephalins and lecithins, and describe the formation of a lipid bilayer

74) Which of the choices is a correct description of the compound shown?

The structure of the compound has four fused ring systems, in which three are cyclohexane rings and the fourth one is a cyclopentane ring. C 3 is dash bonded to a hydroxyl group, C 5, C 9, and C 14 are each dash bonded to a hydrogen atom, C 8, C 10, and C 13 are each wedge bonded to a methyl group, and C 17 is double bonded to an oxygen atom.

A) triglyceride

B) steroid

C) phospholipid

D) prostaglandin

E) terpene

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

75) In naturally occurring steroids mostly the B-C ring fusion is ________ and the C-D ring fusion is ________.

A) cis; trans

B) cis; cis

C) trans; cis

D) trans; trans

E) both cis and trans; both cis and trans

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

76) In androsterone the A-B ring fusion is ________ and the B-C ring fusion is ________.

The structure of androsterone has a SMILES string of C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O, in which the cyclohexane rings are labeled, A, B, and C.

A) cis; trans

B) cis; cis

C) trans; cis

D) trans; trans

E) both cis and trans; both cis and trans

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

77) In estrone the B-C ring fusion is ________ and the C-D ring fusion is ________.

The structure of estrone has a SMILES string of C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CCC2=O)O, in which the benzene ring is labeled, A, the cyclohexane rings are labeled, B and C, and the cyclopentane ring is labeled, D.

A) cis; trans

B) cis; cis

C) trans; cis

D) trans; trans

E) both cis and trans; both cis and trans

Diff: 2

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

78) Which of the choices correctly shows the numbering of the steroid nucleus?

A) I

B) II

C) III

D) IV

E) none of these

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

79) What is the predicted product when cholesterol is treated with acetyl chloride in presence of pyridine?

An illustration shows a partial reaction with no products mentioned. The reactant that has a SMILES string of C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C reacts with acetyl chloride in the presence of pyridine.

A) I

B) II

C) III

D) A or B

E) B or C

Diff: 2

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

80) What is the predicted major product when cholesterol is treated with peroxy acetic acid?

A) I

B) II

C) III

D) A and B

E) B and C

Diff: 2

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

81) What is the predicted major product when cholesterol is treated with hydrogen in the presence of a palladium catalyst?

A) I

B) II

C) III

D) A and B

E) A and C

Diff: 2

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

82) Which of the choices is a male sex hormone?

A) estrone

B) androsterone

C) cortisone

D) lanosterol

E) progesterone

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

83) Which of the choices is a female sex hormone?

A) estrone

B) androsterone

C) cortisone

D) lanosterol

E) nandrolone

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

84) Male sex hormones are called ________ and female sex hormones are called ________.

A) progestins; estrogens and androgens

B) testosterone; androgens

C) corticosteroids; estradiols

D) progestins; estrogens

E) androgens; estrogens and progestins

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

85) Which of the given hormones is (are) female sex hormones?

A) estrone

B) androsterone

C) cortisone

D) estradiol

E) both A and D

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

86) Which of the given hormones is (are) especially important in the development of male characteristics?

A) testosterone

B) androsterone

C) cortisone

D) estradiol

E) both A and B

Diff: 2

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

87) Which one of the choices is used to treat the inflammatory condition caused by arthritis?

A) norethindrone

B) androsterone

C) cortisone

D) lanosterol

E) stanozolol

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

88) Which of the given steroid hormones is secreted by the adrenal cortex?

A) cortisone

B) androsterone

C) esrone

D) lanosterol

E) estradiol

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

89) Which of the choices is an anabolic steroid?

A) cortisone

B) androsterone

C) esrone

D) nandrolone

E) progesterone

Diff: 1

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

90) What is the predicted product when testosterone is treated with PCC?

A) I

B) II

C) III

D) IV

E) V

Diff: 3

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

91) What is the predicted product when estradiol is treated with excess NaH followed by excess bromopropane?

An illustration shows a partial reaction with no products mentioned. The reactant that has a SMILES string of C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@@H]2O)O reacts with excess N a H in the first step and bromopropane in the second step.

A) I

B) II

C) III

D) IV

E) C and D

Diff: 3

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

92) Which of the choices is a chair conformation for the compound shown?

The structure of the compound has four fused ring systems, in which the first three are cyclohexane rings and the fourth ring is a cyclopentane. C 3 is wedge bonded to a hydroxyl group, C 5, C 9, and C 14 are each dash bonded to a hydrogen atom, C 8 is wedge bonded to a hydrogen atom, C 10 and C 13 are each wedge bonded to a methyl group, and C 17 is double bonded to an oxygen atom.

A) I

B) II

C) III

D) IV

E) V

Diff: 2

Learning Objective: 26.6 Discuss the structures and functions of naturally occurring steroids

93) Prostaglandins are made up of ________ carbon atoms.

A) 14

B) 16

C) 18

D) 20

E) 22

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

94) Which of the choices is not a characteristic of prostaglandins?

A) five-membered cyclic ring

B) carbonyl group

C) two side chains

D) hydroxyl group

E) six-membered monocyclic ring

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

95) Which of the choices can be characteristics of prostaglandins?

A) five-membered cyclic ring

B) carbonyl group

C) two side chains

D) hydroxyl group

E) all of these

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

96) Which of the choices is a common characteristic of prostaglandins PGA, PGB and PGC?

A) They all have a hydroxyl group in the five-membered ring

B) They all have a carbonyl group in the five-membered ring

C) They all have a C double bonded to C in the five-membered ring

D) A and B

E) B and C

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

97) Which of the choices is a common characteristic of prostaglandins PGD and PGE?

A) They are both diols.

B) They both are α-hydroxyketones.

C) They both are β-hydroxyketones.

D) They are both aldehydes.

E) They are both aromatic.

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

98) Which one of the choices is a correct representation of PGBs?

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

99) Which one of the choices is a correct representation of PGCs?

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

100) Which one of the choices is a correct representation of PGAs?

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

101) Which one of the choices is a correct representation of PGFs?

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

102) Which one of the choices is a correct representation of PGDs?

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

103) Which one of the choices is a correct representation of PGEs?

A) I

B) II

C) III

D) IV

E) V

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

104) Which one of the choices is an accurate classification of the compound shown?

$The structure of the compound has a SMILES string of CCCCC[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O.$

A) steroid

B) prostaglandin

C) triglyceride

D) terpene

E) lecithin

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

105) Which one of the choices is not classified as an eicosanoid?

A) leukotrienes

B) prostaglandins

C) thromboxanes

D) prostacyclins

E) cortisone

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

106) Aspirin blocks the biosynthesis of which of the given eicosanoids?

A) leukotrienes

B) prostaglandins

C) thromboxanes

D) prostacyclins

E) C and D

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

107) The structure for PGF2β is shown. What structural feature is represented by 2β In the name of this compound?

$The structure of the compound has a SMILES string of CCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@H]([C@@H]1C/C=C\CCCC(=O)O)O)O)O.$

A) 2 represents the number of double bonds

B) β represents the trans relationship between the two OH groups

C) β represents the trans relationship between the side chains

D) A and C

E) A and B

Diff: 2

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

108) Which of the choices is(are) synthesized from arachidonic acid?

A) leukotrienes

B) prostaglandins

C) thromboxanes

D) prostacyclins

E) all of these

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

109) Which of the choices is a precursor for the synthesis of prostaglandins?

A) arachidonic acid

B) linoleic acid

C) cholesterol

D) linolenic acid

E) biodiesel

Diff: 1

Learning Objective: 26.7 Discuss the structure, synthesis, and functions of prostaglandins

110) Compounds containing repeated isoprene units are called ________.

A) cephalins

B) terpenes

C) eicosanoids

D) steroids

E) diterpene

Diff: 1

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

111) Which one of the compounds shown is classified as a sesquiterpene?

$An illustration depicts the structures of four compounds. Compound 1 has a SMILES string of CC1=CCC(C=C1)C(C)CCC=C(C)C. Compound 2 has a SMILES string of CC(=CCC/C(=C/C=O)/C)C. Compound 3 has a SMILES string of CC1=CCC(C=C1)C(C)C. Compound 4 has a SMILES string of C\C=C1/CCC(C)CC1.$

A) I

B) II

C) III

D) IV

E) all of these

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

112) How many carbons are in a tetraterpene?

A) 10

B) 15

C) 20

D) 30

E) 40

Diff: 1

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

113) Citral is best classified as a ________.

The bond-line structure of citral has a SMILES string of CC(=CCC/C(=C/C=O)/C)C.

A) monoterpene

B) diterpene

C) sesquiterpene

D) triterpene

E) tetraterpene

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

114) The structure of capsanthin, found in capsicum, is shown. Which of the choices is an accurate classification of capsanthin?

A) monoterpene

B) diterpene

C) sesquiterpene

D) triterpene

E) tetraterpene

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

115) How many isoprene units does the given compound have?

The structure of the compound has a SMILES string of CC1(CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)C=C.

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

116) Farnesol, isolated from lily of the valley flowers, has the structure shown. How many isoprene units does farnesol have?

$The bond-line structure of the compound has a SMILES string of CC(=CCC/C(=C\CC/C(=C\CO)/C)/C)C.$

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

117) The structure of zingiberene, found in ginger, is shown below. How many isoprene units are present in zingiberene?

The structure of the compound has a SMILES string of CC1=CCC(C=C1)C(C)CCC=C(C)C.

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

118) How many isoprene units are present in partheniol?

The structure of the compound has a cycloheptane ring fused with the cyclopentane ring. C 1 is bonded to a hydroxyl group and to a methyl group, C 4 is double bonded to C 2 of a three-carbon chain, C 7 is double bonded to C 8, and C 7 is bonded to a methyl group.

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

119) How many isoprene units are present in manool?

The structure of the compound has two fused cyclohexane rings. C 4 is bonded to two methyl groups, C 8 is double bonded to a methylene group, C 9 is bonded to C 1 of a five-carbon chain, and C 10 is bonded to a methyl group. In the five-carbon chain, C 3 is bonded to a methyl group and to a hydroxyl group, C 4 is double bonded to C 5.

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

120) How many isoprene units are present in cedrol, which is found in cedar?

The structure of the compound has a two fused cyclopentane rings. C 1 is bonded to a methyl group, C 5 is bonded to two methyl groups, C 6 and C 8 are each bonded to a methylene group that is further bonded to a common methylene group. The methylene group at C 6 is further bonded to a methyl group and to a hydroxyl group.

A) 1

B) 2

C) 3

D) 4

E) 5

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

121) How many isoprene units are present in squalene?

$The bond-line structure of the compound has a SMILES string of CC(=CCC/C(=C/CC/C(=C/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)/C)/C)C.$

A) 3

B) 4

C) 5

D) 6

E) 9

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

122) Which of the choices represent building blocks of terpenes?

A) I and III

B) II and III

C) I and IV

D) II and V

E) II and IV

Diff: 2

Learning Objective: 26.8 Describe the structural unit for all terpenes, and name two naturally occurring terpenes

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Chapter 26 Lipids

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