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

Correct Answer

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The stereoselective introduction of the C15 OH group on the w side chain of prostaglandins has presented a challenge for synthetic chemists.Recently,Mulzer and co-workers demonstrated a new route in which the w 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 w side chain of prostaglandins has presented a challenge for synthetic chemists.Recently,Mulzer and co-workers demonstrated a new route in which the w 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) None of the above
F) A) and B)

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

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 D)
F) C) and D)

Correct Answer

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


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

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

Correct Answer

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B

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


A) Steroids
B) Terpenes
C) Phospholipids
D) Eicosanoids

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

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C

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


A) Palmitic acid
B) Arachidic acid
C) Stearic acid
D) Lauric acid

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

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All except one of the statements below are true about the molecule given.Which statement is not correct? All except one of the statements below are true about the molecule given.Which statement is not correct? A) This molecule is a phospholipid and is generally found in fruits,vegetables,fish,liver,and dairy products. B) This molecule is a phospholipid that composes the main fabric of the insoluble barrier that protects the cell. C) This molecule contains two fatty acids and has at least one stereogenic center. D) This molecule is a phospholipid and belongs to the general category of lecithins.


A) This molecule is a phospholipid and is generally found in fruits,vegetables,fish,liver,and dairy products.
B) This molecule is a phospholipid that composes the main fabric of the insoluble barrier that protects the cell.
C) This molecule contains two fatty acids and has at least one stereogenic center.
D) This molecule is a phospholipid and belongs to the general category of lecithins.

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

Correct Answer

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A

What is the first key enzyme required for the synthesis of prostaglandins from arachidonic acid?


A) Protein Kinase C
B) Synthase
C) Transferase
D) COX (cyclic oxygenase)

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

Correct Answer

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Norethindrone is a synthetic steroid that is better than progesterone in suppressing ovulation.What reagents (1-3) are required to convert norethindrone to the derivatives shown below? Norethindrone is a synthetic steroid that is better than progesterone in suppressing ovulation.What reagents (1-3) are required to convert norethindrone to the derivatives shown below? A) (1) H<sub>2</sub>,Pd-C; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,NaBH<sub>3</sub>CN; (3) a.O<sub>3</sub>,b.Zn,DMS B) (1) H<sub>2</sub>,Pd-C; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,mild acid; (3) a.O<sub>3</sub>,b.Zn,DMS C) (1) a.LiAlH<sub>4</sub>,b.H<sub>2</sub>O; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,NaBH<sub>3</sub>CN; (3) a.OsO<sub>4</sub>,b.NaHSO<sub>3</sub> D) (1) a.LiAlH<sub>4</sub>,b.H<sub>2</sub>O; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,mild acid; (3) a.OsO<sub>4</sub>,b.NaHSO<sub>3</sub>


A) (1) H2,Pd-C; (2) (CH3) 2CHCH2NH2,NaBH3CN; (3) a.O3,b.Zn,DMS
B) (1) H2,Pd-C; (2) (CH3) 2CHCH2NH2,mild acid; (3) a.O3,b.Zn,DMS
C) (1) a.LiAlH4,b.H2O; (2) (CH3) 2CHCH2NH2,NaBH3CN; (3) a.OsO4,b.NaHSO3
D) (1) a.LiAlH4,b.H2O; (2) (CH3) 2CHCH2NH2,mild acid; (3) a.OsO4,b.NaHSO3

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

Correct Answer

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What is (are) the basic subunits of terpenes?


A) Cyclohexane
B) Triacylglycerols
C) Isoprene
D) Carbonyls

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

Correct Answer

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

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

Correct Answer

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What is the main cellular function of a triacylglycerol?


A) Signal transduction
B) Form cell membranes
C) Nerve cell transferal
D) Energy storage

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

Correct Answer

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What is the structure of a cortisone derivative that has a C=C between C6 and C7,methyl group at C8 and chlorine at C12? The configuration of C8 is S and the configuration at C12 is R. What is the structure of a cortisone derivative that has a C=C between C6 and C7,methyl group at C8 and chlorine at C12? The configuration of C8 is S and the configuration at C12 is R. A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

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

Correct Answer

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Eicosanoids are derived from what compound?


A) Arachidonic acid
B) Cyclohexane
C) Cholesterol
D) Triacylglycerols

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

Correct Answer

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Which of the following correctly describes waxes?


A) Long chain alcohols
B) Long chain esters
C) Long chain ethers
D) Long chain fatty acids

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

Correct Answer

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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) A) and B)
F) None of the above

Correct Answer

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How many isoprene units can be found in the following compound? How many isoprene units can be found in the following compound? A) 1 B) 4 C) 8 D) 9


A) 1
B) 4
C) 8
D) 9

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

Correct Answer

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