Question 1

Complete the following reaction sequence,giving structures for compounds A and B:

Accepted Answer

The answer of Complete the following reaction sequence,giving structures for...

Question 2

What is the relationship between alcohols I and II?   They are:

Accepted Answer

A)  different conformations of the same compound. 
B)  constitutional isomers. 
C)  enantiomers. 
D)  diastereomers. 
E)  identical. 
A)  different conformations of the same compound. 
B)  constitutional isomers. 
C)  enantiomers. 
D)  diastereomers. 
E)  identical.

Question 3

The number of optically active pentyl alcohols (C5H11OH),i.e. ,the total number of individual enantiomers,is:

Accepted Answer

A)  0 
B)  2 
C)  3 
D)  4 
E)  6 
A)  0 
B)  2 
C)  3 
D)  4 
E)  6

Question 4

cis-3-Methylcyclopentanol is treated with CH3SO2Cl in the presence of a base.The product of the reaction then is allowed to react with KI in methanol.What is the final product?

Accepted Answer

A)  trans-1-Iodo-3-methylcyclopentane 
B)  cis-1-Iodo-3-methylcyclopentane 
C)  1-Methylcyclopentene 
D)  2-Methylcyclopentene 
E)  3-Methylcyclopentene 
A)  trans-1-Iodo-3-methylcyclopentane 
B)  cis-1-Iodo-3-methylcyclopentane 
C)  1-Methylcyclopentene 
D)  2-Methylcyclopentene 
E)  3-Methylcyclopentene

Question 5

The total number of ethers corresponding to the formula C5H12O,counting stereoisomers separately,is:

Accepted Answer

A)  4 
B)  5 
C)  6 
D)  7 
E)  8 
A)  4 
B)  5 
C)  6 
D)  7 
E)  8

Question 6

Which would be the major product of the reaction shown?

Accepted Answer

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

Question 7

Which would be the best method for converting 3,3-dimethyl-1-pentene into 3,3-dimethyl-2-pentanol?

Accepted Answer

A)  H3O+,heat 
B)  BH3:THF;then H2O2,OH- 
C)  concd.H2SO4;then H2O,heat 
D)  Hg(OAc)2/THF-H2O;then NaBH4,OH- 
E)  HBr;then NaOH/H2O 
A)  H3O+,heat 
B)  BH3:THF;then H2O2,OH- 
C)  concd.H2SO4;then H2O,heat 
D)  Hg(OAc)2/THF-H2O;then NaBH4,OH- 
E)  HBr;then NaOH/H2O

Question 8

Which of the following could be used to synthesize 1-bromobutane efficiently?

Accepted Answer

A)  CH3CH2CH=CH2 + HBr $\rightarrow$ 
B)  CH3CH2CH2CH2OH + PBr3 $\rightarrow$ 
C)  CH3CH2CH2(OH)CH3 + HBr $\rightarrow$ 
D)  CH3CH2CH2CH2OH + Br2 $\rightarrow$ 
E)  None of these 
A)  CH3CH2CH=CH2 + HBr $\rightarrow$ 
B)  CH3CH2CH2CH2OH + PBr3 $\rightarrow$ 
C)  CH3CH2CH2(OH)CH3 + HBr $\rightarrow$ 
D)  CH3CH2CH2CH2OH + Br2 $\rightarrow$ 
E)  None of these

Question 9

The product(s)of the following reaction

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these

Question 10

What is the electrophilic species involved in the initial step of the reaction below?

Accepted Answer

A)  "+OH" 
B)  "+HgOAc" 
C)  "H3O+" 
D)  "THF" 
E)  "the THF/H2O complex" 
A)  "+OH" 
B)  "+HgOAc" 
C)  "H3O+" 
D)  "THF" 
E)  "the THF/H2O complex"

Question 11

If (E)-2-pentene is treated with meta-chloroperbenzoic acid what is the final product?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  All of the above 
E)  None of the above 
A)  I 
B)  II 
C)  III 
D)  All of the above 
E)  None of the above

Question 12

What would be the major product of the following reaction sequence?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of II and III 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of II and III

Question 13

Which compound would have the highest boiling point?

Accepted Answer

A)  CH3CH2CH2CH3 
B)  CH3CH2OCH3 
C)  CH3CH2CH2OH 
D)  (CH3)2CHOH 
E)  HOCH2CH2OH 
A)  CH3CH2CH2CH3 
B)  CH3CH2OCH3 
C)  CH3CH2CH2OH 
D)  (CH3)2CHOH 
E)  HOCH2CH2OH

Question 14

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

Accepted Answer

The answer of Draw the products formed from the oxymercuration-demercuration...

Question 15

The product(s)of the following reaction

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these

Question 16

A correct name for the following Fischer projection formula is:

Accepted Answer

A)  (R)-3-Pentyn-2-ol 
B)  (S)-3-Pentyn-2-ol 
C)  (R)-2-Pentyn-4-ol 
D)  (S)-2-Pentyn-4-ol 
E)  (S)-2-Hydroxy-3-pentyne 
A)  (R)-3-Pentyn-2-ol 
B)  (S)-3-Pentyn-2-ol 
C)  (R)-2-Pentyn-4-ol 
D)  (S)-2-Pentyn-4-ol 
E)  (S)-2-Hydroxy-3-pentyne

Question 17

What is the most accurate name for the molecule represented by the following Fischer projection formula?

Accepted Answer

A)  sec-Butyl methyl ether 
B)  Isobutyl methyl ether 
C)  tert-Butyl methyl ether 
D)  (R)-2-Methoxybutane 
E)  (S)-2-Methoxybutane 
A)  sec-Butyl methyl ether 
B)  Isobutyl methyl ether 
C)  tert-Butyl methyl ether 
D)  (R)-2-Methoxybutane 
E)  (S)-2-Methoxybutane

Question 18

The number of primary alcohols corresponding to the formula C5H12O,counting stereoisomers separately,is:

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  5 
A)  1 
B)  2 
C)  3 
D)  4 
E)  5

Question 19

Give the correct IUPAC name corresponding to the following structure:

Accepted Answer

The answer of Give the correct IUPAC name corresponding to...

Question 20

What would be the major product of the following reaction sequence?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of I and II 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of I and II

Exam 11: Alcohols and Ethers

Complete the following reaction sequence,giving structures for compounds A and B:

What is the relationship between alcohols I and II? They are:

The number of optically active pentyl alcohols (C5H11OH),i.e. ,the total number of individual enantiomers,is:

cis-3-Methylcyclopentanol is treated with CH3SO2Cl in the presence of a base.The product of the reaction then is allowed to react with KI in methanol.What is the final product?

The total number of ethers corresponding to the formula C5H12O,counting stereoisomers separately,is:

Which would be the major product of the reaction shown?

Which would be the best method for converting 3,3-dimethyl-1-pentene into 3,3-dimethyl-2-pentanol?

Which of the following could be used to synthesize 1-bromobutane efficiently?

The product(s)of the following reaction

What is the electrophilic species involved in the initial step of the reaction below?

If (E)-2-pentene is treated with meta-chloroperbenzoic acid what is the final product?

What would be the major product of the following reaction sequence?

Which compound would have the highest boiling point?

Draw the products formed from the oxymercuration-demercuration of 3-methylcyclopentene.

The product(s)of the following reaction

A correct name for the following Fischer projection formula is:

What is the most accurate name for the molecule represented by the following Fischer projection formula?

The number of primary alcohols corresponding to the formula C5H12O,counting stereoisomers separately,is:

Give the correct IUPAC name corresponding to the following structure:

What would be the major product of the following reaction sequence?

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 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

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

The number of optically active pentyl alcohols (C₅H₁₁OH),i.e. ,the total number of individual enantiomers,is:

cis-3-Methylcyclopentanol is treated with CH₃SO₂Cl in the presence of a base.The product of the reaction then is allowed to react with KI in methanol.What is the final product?

The total number of ethers corresponding to the formula C₅H₁₂O,counting stereoisomers separately,is:

The number of primary alcohols corresponding to the formula C₅H₁₂O,counting stereoisomers separately,is: