Question 1

What product would you expect when progesterone is treated with one molar equivalent of hydrogen in the presence of a platinum catalyst?

Accepted Answer

A)  5$\infty$-Pregnane-3,20-dione 
B)  5$\beta$-Pregnane-3,20-dione 
C)  5$\infty$-Estrane-3,20-dione 
D)  5$\beta$-Estrane-3,20-dione 
E)  5$\infty$-Androstane-3,20-dione 
A)  5$\infty$-Pregnane-3,20-dione 
B)  5$\beta$-Pregnane-3,20-dione 
C)  5$\infty$-Estrane-3,20-dione 
D)  5$\beta$-Estrane-3,20-dione 
E)  5$\infty$-Androstane-3,20-dione

Question 2

Draw the most stable chair conformation of dihydrocarvone.

Accepted Answer

The answer of Draw the most stable chair conformation of...

Question 3

Which of the following statements regarding lipids is not true?

Accepted Answer

A)  Lipids are soluble in non-polar organic solvents. 
B)  All lipids have the same functional groups. 
C)  Lipids include waxes,steroids,and triacylglycerols. 
D)  Lipids have little in common except their solubility. 
E)  Many lipids have biological roles. 
A)  Lipids are soluble in non-polar organic solvents. 
B)  All lipids have the same functional groups. 
C)  Lipids include waxes,steroids,and triacylglycerols. 
D)  Lipids have little in common except their solubility. 
E)  Many lipids have biological roles.

Question 4

Suggest a mechanism by which ψ-ionone is transformed into β-ionone on treatment with acid.

Accepted Answer

The answer of Suggest a mechanism by which ψ-ionone is...

Question 5

To which class of terpenes does the terpene shown below,bisabolene,belong?

Accepted Answer

A)  Monoterpenes 
B)  Sesquiterpenes 
C)  Diterpenes 
D)  Triterpenes 
E)  Tetraterpenes 
A)  Monoterpenes 
B)  Sesquiterpenes 
C)  Diterpenes 
D)  Triterpenes 
E)  Tetraterpenes

Question 6

Draw the structures of the following substances,in which the alkyl portion is CH3(CH2)12-:
sodium carboxylate,
sodium alkanesulfonate and
sodium alkyl sulfate
Explain why these substances may be useful as "dirt removers".

Accepted Answer

@#IMG-DLM& Each of these substances has a polar "h

Question 7

How many isomers,including stereoisomers,exist for the triacylglycerol which,on saponification,gives 2 molar equivalents of palmitate and 1 molar equivalent of stearate?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  6 
A)  1 
B)  2 
C)  3 
D)  4 
E)  6

Question 8

Which is an untrue statement concerning the fatty acid moieties of naturally-occurring triacylglycerols?

Accepted Answer

A)  Generally,they possess an even number of carbon atoms. 
B)  Most have unbranched carbon chains. 
C)  The double bonds,when present,all are in the cis configuration. 
D)  Where two or three double bonds are present in the same fatty acid moiety,they comprise a conjugated system. 
E)  The fatty acid moieties in a particular triacylglycerol usually are different. 
A)  Generally,they possess an even number of carbon atoms. 
B)  Most have unbranched carbon chains. 
C)  The double bonds,when present,all are in the cis configuration. 
D)  Where two or three double bonds are present in the same fatty acid moiety,they comprise a conjugated system. 
E)  The fatty acid moieties in a particular triacylglycerol usually are different.

Question 9

Which of the following characteristics are found in the class of C20 carboxylic acids called prostaglandins?

Accepted Answer

A)  a five membered ring 
B)  One or more double bonds 
C)  Several oxygen containing groups 
D)  Two of the above 
E)  All of the above 
A)  a five membered ring 
B)  One or more double bonds 
C)  Several oxygen containing groups 
D)  Two of the above 
E)  All of the above

Question 10

Indicate by asterisks the chiral centers present in each of three terpenes shown below:   How many stereoisomers of each are theoretically possible?

Accepted Answer

The answer of Indicate by asterisks the chiral centers present...

Question 11

The synthesis of cortisone required placing a ketone function at the 11-position of a steroid.Where is position 11?

Accepted Answer

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

Question 12

Which fatty acid is not likely to occur commonly in natural sources?

Accepted Answer

A)  CH3(CH2)12COOH 
B)  CH3(CH2)14COOH 
C) 
  
D) 
  
E) 
  
A)  CH3(CH2)12COOH 
B)  CH3(CH2)14COOH 
C) 
  
D) 
  
E)

Question 13

Sphingolipids,proteins,and polysaccharides make up ___________,the protective coating around nerve fibers.

Accepted Answer

The answer of Sphingolipids,proteins,and polysaccharides make up ___________,the protective coating...

Question 14

Which reagent might be used to convert 5$\infty$-cholest-1-en-3-ol into 5$\infty$-cholestan-3-ol?

Accepted Answer

A)  CrO3/pyridine 
B)  KMnO4/H2O 
C)  CH3MgI 
D)  H2/Pt 
E)  Li/C2H5NH2 
A)  CrO3/pyridine 
B)  KMnO4/H2O 
C)  CH3MgI 
D)  H2/Pt 
E)  Li/C2H5NH2

Question 15

Show all isoprene units in the following structures:

Accepted Answer

The answer of Show all isoprene units in the following...

Question 16

In the vulcanization of rubber,

Accepted Answer

A)  natural rubber is heated with sulfur. 
B)  reaction occurs at allylic positions. 
C)  cross-linking results in a hardening of the rubber. 
D)  disulfide bridges are formed. 
E)  All of the above 
A)  natural rubber is heated with sulfur. 
B)  reaction occurs at allylic positions. 
C)  cross-linking results in a hardening of the rubber. 
D)  disulfide bridges are formed. 
E)  All of the above

Question 17

Prolonged heating of naturally occurring polyunsaturated fats may cause the stereochemistry of the double bonds to change from ___________.

Accepted Answer

The answer of Prolonged heating of naturally occurring polyunsaturated fats...

Question 18

Which of these reagents would not react with oleic acid?

Accepted Answer

A)  H2,Ni 
B)  PBr3 
C)  CH3MgI 
D)  NH3/H2O 
E)  NaBH4 
A)  H2,Ni 
B)  PBr3 
C)  CH3MgI 
D)  NH3/H2O 
E)  NaBH4

Question 19

One of the intermediates in a prostaglandin synthesis is shown below.   Which reaction might be employed to make this molecule from 1,1-dimethoxy-3-nitropropane and an appropriate $\alpha$,$\beta$-unsaturated aldehyde? Show the structural details of the reagents as well as any catalysts that might be needed.

Accepted Answer

Deprotonation (with base)of the active h

Question 20

Draw the most stable chair conformation of mentol and label each substituents as axial or equatorial.

Accepted Answer

The answer of Draw the most stable chair conformation of...

Exam 23: Lipids

What product would you expect when progesterone is treated with one molar equivalent of hydrogen in the presence of a platinum catalyst?

Draw the most stable chair conformation of dihydrocarvone.

Which of the following statements regarding lipids is not true?

Suggest a mechanism by which ψ-ionone is transformed into β-ionone on treatment with acid.

To which class of terpenes does the terpene shown below,bisabolene,belong?

Draw the structures of the following substances,in which the alkyl portion is CH3(CH2)12-: sodium carboxylate, sodium alkanesulfonate and sodium alkyl sulfate Explain why these substances may be useful as "dirt removers".

How many isomers,including stereoisomers,exist for the triacylglycerol which,on saponification,gives 2 molar equivalents of palmitate and 1 molar equivalent of stearate?

Which is an untrue statement concerning the fatty acid moieties of naturally-occurring triacylglycerols?

Which of the following characteristics are found in the class of C20 carboxylic acids called prostaglandins?

Indicate by asterisks the chiral centers present in each of three terpenes shown below: How many stereoisomers of each are theoretically possible?

The synthesis of cortisone required placing a ketone function at the 11-position of a steroid.Where is position 11?

Which fatty acid is not likely to occur commonly in natural sources?

Sphingolipids,proteins,and polysaccharides make up ___________,the protective coating around nerve fibers.

Which reagent might be used to convert 5 ∞\infty∞ -cholest-1-en-3-ol into 5 ∞\infty∞ -cholestan-3-ol?

Show all isoprene units in the following structures:

In the vulcanization of rubber,

Prolonged heating of naturally occurring polyunsaturated fats may cause the stereochemistry of the double bonds to change from ___________.

Which of these reagents would not react with oleic acid?

Draw the most stable chair conformation of mentol and label each substituents as axial or equatorial.

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Draw the structures of the following substances,in which the alkyl portion is CH₃(CH₂)₁₂-: sodium carboxylate, sodium alkanesulfonate and sodium alkyl sulfate Explain why these substances may be useful as "dirt removers".

Which of the following characteristics are found in the class of C₂₀ carboxylic acids called prostaglandins?

Which reagent might be used to convert 5 $\infty$ -cholest-1-en-3-ol into 5 $\infty$ -cholestan-3-ol?