Question 1

Draw Fischer projection formulas for all stereoisomers of 2,4-dimethyl-3-hexanol,giving stereochemical details for each structure.

Accepted Answer

The answer of Draw Fischer projection formulas for all stereoisomers...

Question 2

Which of the following molecules is achiral?

Accepted Answer

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

Question 3

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 4

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 5

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 6

Which molecule has a plane of symmetry?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  More than one of these 
E)  None of these 
A)  I 
B)  II 
C)  III 
D)  More than one of these 
E)  None of these

Question 7

Draw a dash-wedge structure for (1S,2R,3R)-1-tert-butyl-3-chloro-2-methylcyclohexane

Accepted Answer

(1S,3S)-me

Question 8

How many stereogenic centers are there in Lovastatin ( Mevacor® : a cholesterol-lowering drug)?

Accepted Answer

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

Question 9

A molecule that contains stereogenic carbons but is nonetheless achiral is referred to as a ______________.

Accepted Answer

The answer of A molecule that contains stereogenic carbons but...

Question 10

When discussing the stereochemical relationship of cis/trans isomers of cyclic compounds,we refer to them as __________________.

Accepted Answer

The answer of When discussing the stereochemical relationship of cis/trans...

Question 11

Which of the following reactions must occur with retention of configuration?

Accepted Answer

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

Question 12

Which statement is true of 1,3-dimethylcyclobutane?

Accepted Answer

A)  Only one form of the compound is possible. 
B)  Two diastereomeric forms are possible. 
C)  Two sets of enantiomers are possible. 
D)  Two enantiomeric forms and one meso compound are possible. 
E)  None of the previous statements is true. 
A)  Only one form of the compound is possible. 
B)  Two diastereomeric forms are possible. 
C)  Two sets of enantiomers are possible. 
D)  Two enantiomeric forms and one meso compound are possible. 
E)  None of the previous statements is true.

Question 13

The reaction of   with H2/Ni forms:

Accepted Answer

A)  2-methylheptane 
B)  (R)-2-methyl-5-heptanol 
C)  (S)-6-methyl-3-heptanol 
D)  (R and S)-6-methyl-3-heptanol 
E)  Achiral 6,6-dimethyl-3-hexanol 
A)  2-methylheptane 
B)  (R)-2-methyl-5-heptanol 
C)  (S)-6-methyl-3-heptanol 
D)  (R and S)-6-methyl-3-heptanol 
E)  Achiral 6,6-dimethyl-3-hexanol

Question 14

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 15

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 16

Draw a dash-wedge structure for (R,cis)-hept-3-en-5-yn-2-ol

Accepted Answer

The answer of Draw a dash-wedge structure for (R,cis)-hept-3-en-5-yn-2-ol...

Question 17

I and II are:

Accepted Answer

A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric. 
A)  constitutional isomers. 
B)  enantiomers. 
C)  identical. 
D)  diastereomers. 
E)  not isomeric.

Question 18

All molecules with a plane of symmetry are _________.

Accepted Answer

The answer of All molecules with a plane of symmetry...

Question 19

Draw a dash-wedge structure for (3S,4R)-4-chloro-3,5-dimethylhex-1-yne

Accepted Answer

(2S,4S)-4-

Question 20

The two compounds shown below are:   are:

Accepted Answer

A)  identical. 
B)  enantiomers. 
C)  diastereomers. 
D)  conformational isomers. 
E)  meso forms. 
A)  identical. 
B)  enantiomers. 
C)  diastereomers. 
D)  conformational isomers. 
E)  meso forms.

Exam 5: Stereochemistry: Chiral Molecules

Draw Fischer projection formulas for all stereoisomers of 2,4-dimethyl-3-hexanol,giving stereochemical details for each structure.

Which of the following molecules is achiral?

I and II are:

I and II are:

I and II are:

Which molecule has a plane of symmetry?

Draw a dash-wedge structure for (1S,2R,3R)-1-tert-butyl-3-chloro-2-methylcyclohexane

How many stereogenic centers are there in Lovastatin ( Mevacor® : a cholesterol-lowering drug)?

A molecule that contains stereogenic carbons but is nonetheless achiral is referred to as a ______________.

When discussing the stereochemical relationship of cis/trans isomers of cyclic compounds,we refer to them as __________________.

Which of the following reactions must occur with retention of configuration?

Which statement is true of 1,3-dimethylcyclobutane?

The reaction of with H2/Ni forms:

I and II are:

I and II are:

Draw a dash-wedge structure for (R,cis)-hept-3-en-5-yn-2-ol

I and II are:

All molecules with a plane of symmetry are _________.

Draw a dash-wedge structure for (3S,4R)-4-chloro-3,5-dimethylhex-1-yne

The two compounds shown below are: are:

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

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

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

The reaction of with H₂/Ni forms: