Question 1

Which of the following is a phospholipid?

Accepted Answer

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

Question 2

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

Accepted Answer

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

Question 3

All except one of the statements below are true about the molecule given.Which statement is not correct?

Accepted Answer

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. A

Question 4

How many isoprene units can be found in the following compound?

Accepted Answer

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

Question 5

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

Accepted Answer

A) Linoleic acid 
B) Oleic acid 
C) Arachidonic acid 
D) Palmitoleic acid 
A) Linoleic acid 
B) Oleic acid 
C) Arachidonic acid 
D) Palmitoleic acid

Question 6

What is (are)the basic subunits of terpenes?

Accepted Answer

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

Question 7

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

Accepted Answer

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

Question 8

What is the main cellular function of a triacylglycerol?

Accepted Answer

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

Question 9

Which of the following correctly describes waxes?

Accepted Answer

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

Question 10

How many isoprene units are contained in the following molecule?

Accepted Answer

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

Question 11

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

Accepted Answer

A) Linoleic acid 
B) Oleic acid 
C) Arachidonic acid 
D) Palmitoleic acid 
A) Linoleic acid 
B) Oleic acid 
C) Arachidonic acid 
D) Palmitoleic acid

Question 12

Provide a definition of the term lipid.

Accepted Answer

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

Question 13

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

Accepted Answer

A) Hydrogenation with hydrogen 
B) Hydration with water 
C) Oxidation with molecular oxygen 
D) Bromination with bromine 
A) Hydrogenation with hydrogen 
B) Hydration with water 
C) Oxidation with molecular oxygen 
D) Bromination with bromine

Question 14

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

Accepted Answer

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

Question 15

Which structure represents the lowest energy conformation of a trans-decalin?

Accepted Answer

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

Question 16

Eicosanoids are derived from what compound?

Accepted Answer

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

Question 17

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?

Accepted Answer

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 
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

Question 18

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.

Accepted Answer

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

Question 19

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

Accepted Answer

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

Question 20

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?

Accepted Answer

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 
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

Exam 29: Lipids

Which of the following is a phospholipid?

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

All except one of the statements below are true about the molecule given.Which statement is not correct?

How many isoprene units can be found in the following compound?

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

What is (are)the basic subunits of terpenes?

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

What is the main cellular function of a triacylglycerol?

Which of the following correctly describes waxes?

How many isoprene units are contained in the following molecule?

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

Provide a definition of the term lipid.

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

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

Which structure represents the lowest energy conformation of a trans-decalin?

Eicosanoids are derived from what compound?

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?

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

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation,resonance,and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Spectroscopy A: Mass Spectrometry

Spectroscopy B: Infrared Spectroscopy

Spectroscopy C: Nuclear Magnetic Resonance Spectroscopy

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