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Which of the following fatty acids is not present in natural fats and oils?


A) hexadecanoic acid
B) heptadecanoic acid
C) octadecanoic acid
D) none of the choices

E) None of the above
F) All of the above

Correct Answer

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What happens to the melting point in fatty acids as the unsaturation increases?


A) It increases
B) It decreases.
C) There is no direct correlation between unsaturation and melting point.
D) The melting point stays the same.

E) A) and D)
F) A) and C)

Correct Answer

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B

What is the result of the oxidation of arachidonic acid with O2 by cyclooxygenase?


A) It results in the synthesis of prostaglandins, thromboxanes, and prostacyclins.
B) It results in the synthesis of fat-soluble vitamins from sphingomyelins.
C) It results in the synthesis of phosphoacylglycerols.
D) It is an important step in the synthesis of lipids that form the lipid bilayer.

E) A) and D)
F) C) and D)

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Which structure represents the lowest energy conformation of a trans-decalin? Which structure represents the lowest energy conformation of a trans-decalin? A) A B) B C) C D) D


A) A
B) B
C) C
D) D

E) A) and B)
F) All of the above

Correct Answer

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What is the correct classification of the following compound? CH3(CH2) 15COOH


A) saturated triglyceride
B) simple lipid
C) wax
D) saturated fatty acid

E) All of the above
F) A) and D)

Correct Answer

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D

How many isoprene units are contained in the following molecule? How many isoprene units are contained in the following molecule? A) 5 B) 4 C) 3 D) 2


A) 5
B) 4
C) 3
D) 2

E) B) and C)
F) A) and D)

Correct Answer

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B

The stereoselective introduction of the C15 OH group on the side chain of prostaglandins has presented a challenge for synthetic chemists. Recently, Mulzer and co-workers demonstrated a new route in which the side chain is synthesized independently and then attached to the bicyclic counterpart. What is the appropriate sequence of reagents for the following synthesis? The stereoselective introduction of the C15 OH group on the <font face= symbol ></font> side chain of prostaglandins has presented a challenge for synthetic chemists. Recently, Mulzer and co-workers demonstrated a new route in which the <font face= symbol ></font> side chain is synthesized independently and then attached to the bicyclic counterpart. What is the appropriate sequence of reagents for the following synthesis? A) (1) PBr<sub>3</sub>; (2) Grubbs' catalyst, Reagent X; (3) KOC(CH<sub>3</sub>) <sub>3</sub> B) (1) PCC; (2) Ph<sub>3</sub>P=CH<sub>2</sub>; (3) Grubbs' catalyst, Reagent X C) (1) PBr<sub>3</sub>; (2) Ph<sub>3</sub>P=CH<sub>2</sub>; (3) Grubbs' catalyst, Reagent X D) (1) TsCl, pyridine; (2) Grubbs' catalyst, Reagent X; (3) KOC(CH<sub>3</sub>) <sub>3</sub>


A) (1) PBr3; (2) Grubbs' catalyst, Reagent X; (3) KOC(CH3) 3
B) (1) PCC; (2) Ph3P=CH2; (3) Grubbs' catalyst, Reagent X
C) (1) PBr3; (2) Ph3P=CH2; (3) Grubbs' catalyst, Reagent X
D) (1) TsCl, pyridine; (2) Grubbs' catalyst, Reagent X; (3) KOC(CH3) 3

E) C) and D)
F) None of the above

Correct Answer

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Which of the following fatty acids has the lowest melting point?


A) linoleic acid
B) oleic acid
C) arachidonic acid
D) palmitoleic acid

E) A) and B)
F) A) and C)

Correct Answer

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Which of the following compounds is not a lipid? Which of the following compounds is not a lipid? A) A B) B C) C D) D


A) A
B) B
C) C
D) D

E) All of the above
F) A) and B)

Correct Answer

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What chemical process causes an oil (such as soybean oil) to become rancid?


A) hydrogenation with hydrogen
B) hydration with water
C) oxidation with molecular oxygen
D) bromination with bromine

E) B) and C)
F) None of the above

Correct Answer

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Eicosanoids are derived from what compound?


A) arachidonic acid
B) cyclohexane
C) cholesterol
D) triacyl glycerols

E) None of the above
F) All of the above

Correct Answer

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Which of the following compounds is a steroid? Which of the following compounds is a steroid? A) A B) B C) C D) D


A) A
B) B
C) C
D) D

E) B) and D)
F) A) and D)

Correct Answer

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Which of the following are complex lipids?


A) steroids
B) terpenes
C) waxes
D) protaglandins

E) A) and C)
F) B) and D)

Correct Answer

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Sphingomyelins are a major component of the myelin sheath. Damage to the myelin sheath results in such diseases as multiple sclerosis. Which compound below corresponds to a sphingomyelin? Sphingomyelins are a major component of the myelin sheath. Damage to the myelin sheath results in such diseases as multiple sclerosis. Which compound below corresponds to a sphingomyelin? A) A B) B C) C D) D


A) A
B) B
C) C
D) D

E) A) and D)
F) C) and D)

Correct Answer

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Which of the following fatty acids has the highest melting point?


A) linoleic acid
B) oleic acid
C) arachidonic acid
D) palmitoleic acid

E) A) and B)
F) A) and C)

Correct Answer

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Which of the following is not one of the three main categories of hydrolyzable lipids?


A) waxes
B) steroids
C) triacylglycerols
D) phospholipids

E) C) and D)
F) B) and D)

Correct Answer

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Which of the following sequences shows a reasonable series of 1,2-rearrangements as might be found in the biosynthesis of a steroid? Which of the following sequences shows a reasonable series of 1,2-rearrangements as might be found in the biosynthesis of a steroid? A) A B) B C) C D) D


A) A
B) B
C) C
D) D

E) A) and B)
F) A) and C)

Correct Answer

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What is the name of the reaction of triglycerides with a base?


A) esterification
B) transesterification
C) ozonolysis
D) saponification

E) B) and C)
F) B) and D)

Correct Answer

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Which of the following classes of molecules is not a nonhydrolyzable lipid?


A) steroids
B) terpenes
C) phospholipids
D) eicosanoids

E) C) and D)
F) A) and C)

Correct Answer

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Provide a definition of the term lipid.


A) a compound with a carbonyl group
B) a compound with an aromatic ring
C) a hydrophobic biomolecule
D) a water-soluble compound

E) B) and C)
F) A) and B)

Correct Answer

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