Question 1

Circle all structures shown below that are chiral.

Accepted Answer

The answer of Circle all structures shown below that are...

Question 2

Draw the Fischer projection of (S)-2-bromobutane.

Accepted Answer

The answer of Draw the Fischer projection of (S)-2-bromobutane....

Question 3

How many diastereomers are there of the molecule shown below?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  6 
A)  0 
B)  1 
C)  2 
D)  3 
E)  6

Question 4

Which of the following terms best describes the pair of compounds shown: $\underline{\text{  enantiomers, diastereomers }}$ , or $\underline{\text{ the same compound?  }}$

Accepted Answer

The answer of Which of the following terms best describes...

Question 5

Which of the following terms best describes the pair of compounds shown: $\underline{\text{ enantiomers, diastereomers, }}$ or $\underline{\text{ the same compound?  }}$

Accepted Answer

The answer of Which of the following terms best describes...

Question 6

Is the mirror image of the following molecule an enantiomer or is it superimposable with it?

Accepted Answer

Superimpos

Question 7

Can one predict whether a compound with a single asymmetric carbon is dextro- or levorotatory based on the R/S assignment at this asymmetric carbon? Explain briefly.

Accepted Answer

No. R/S assignment is purely a

Question 8

A mixture of two enantiomers with a composition of 65.0% R has an observed rotation of -25.3° in a   polarimeter tube. If the mixture has a concentration of 2.038 g/mL at 25°C, what is the predicted [α]25D of an optically pure sample of the S enantiomer?

Accepted Answer

A)  -25.3° 
B)  -53.5° 
C)  +12.4° 
D)  +41.3° 
E)  +53.5° 
A)  -25.3° 
B)  -53.5° 
C)  +12.4° 
D)  +41.3° 
E)  +53.5°

Question 9

What is the structural relationship between the two molecule shown below?

Accepted Answer

A)  constitutional isomers 
B)  enantiomers 
C)  diastereomers 
D)  conformational isomers 
E)  not isomers 
A)  constitutional isomers 
B)  enantiomers 
C)  diastereomers 
D)  conformational isomers 
E)  not isomers

Question 10

How many asymmetric carbons are present in the compound below?
3-ethyl-2,2,4-trimethylpentane

Accepted Answer

The answer of How many asymmetric carbons are present in...

Question 11

Which of the following statements is (are) true for the compound cis-1,2-dichlorocyclopropane?

Accepted Answer

A)  This compound is chiral. 
B)  The enantiomer of this compound is trans-1,2-dichlorocyclopropane. 
C)  This compound contains no asymmetric carbons. 
D)  all of the above 
E)  none of the above 
A)  This compound is chiral. 
B)  The enantiomer of this compound is trans-1,2-dichlorocyclopropane. 
C)  This compound contains no asymmetric carbons. 
D)  all of the above 
E)  none of the above

Question 12

How many asymmetric carbon atoms are present in the molecule shown?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  4 
A)  0 
B)  1 
C)  2 
D)  3 
E)  4

Question 13

Provide a Fischer projection of (2R,3R,4S)-2,3,4-trichloroheptane.

Accepted Answer

The answer of Provide a Fischer projection of (2R,3R,4S)-2,3,4-trichloroheptane....

Question 14

Is the molecule shown below chiral or achiral?
CH3CH2CH(CH3)CH2CH3

Accepted Answer

Question 15

Draw the structure of (S)-3-chloro-3-methylhexane. Take particular care to indicate stereochemistry properly.

Accepted Answer

The answer of Draw the structure of (S)-3-chloro-3-methylhexane. Take particular...

Question 16

Does the molecule shown below contain asymmetric carbon atoms? Is this molecule chiral?

Accepted Answer

Yes, the molecule contains 4 a

Question 17

How many asymmetric carbon atoms are present in the molecule shown?

Accepted Answer

A)  0 
B)  1 
C)  2 
D)  3 
E)  4 
A)  0 
B)  1 
C)  2 
D)  3 
E)  4

Question 18

Briefly describe how two enantiomers might be separated.

Accepted Answer

The two compounds can be converted to di

Question 19

Can a molecule be chiral if it contains no asymmetric carbons? Explain briefly.

Accepted Answer

Yes. The presence of asymmetric carbons

Question 20

Why is the following structure not a meso compound?

Accepted Answer

The functional group at the to

Exam 5: Stereochemistry

Circle all structures shown below that are chiral.

Draw the Fischer projection of (S)-2-bromobutane.

How many diastereomers are there of the molecule shown below?

Which of the following terms best describes the pair of compounds shown: enantiomers, diastereomers ‾\underline{\text{ enantiomers, diastereomers }} enantiomers, diastereomers ​ , or the same compound? ‾\underline{\text{ the same compound? }} the same compound? ​

Which of the following terms best describes the pair of compounds shown: enantiomers, diastereomers, ‾\underline{\text{ enantiomers, diastereomers, }} enantiomers, diastereomers, ​ or the same compound? ‾\underline{\text{ the same compound? }} the same compound? ​

Is the mirror image of the following molecule an enantiomer or is it superimposable with it?

Can one predict whether a compound with a single asymmetric carbon is dextro- or levorotatory based on the R/S assignment at this asymmetric carbon? Explain briefly.

A mixture of two enantiomers with a composition of 65.0% R has an observed rotation of -25.3° in a polarimeter tube. If the mixture has a concentration of 2.038 g/mL at 25°C, what is the predicted [α]25D of an optically pure sample of the S enantiomer?

What is the structural relationship between the two molecule shown below?

How many asymmetric carbons are present in the compound below? 3-ethyl-2,2,4-trimethylpentane

Which of the following statements is (are) true for the compound cis-1,2-dichlorocyclopropane?

How many asymmetric carbon atoms are present in the molecule shown?

Provide a Fischer projection of (2R,3R,4S)-2,3,4-trichloroheptane.

Is the molecule shown below chiral or achiral? CH3CH2CH(CH3)CH2CH3

Draw the structure of (S)-3-chloro-3-methylhexane. Take particular care to indicate stereochemistry properly.

Does the molecule shown below contain asymmetric carbon atoms? Is this molecule chiral?

How many asymmetric carbon atoms are present in the molecule shown?

Briefly describe how two enantiomers might be separated.

Can a molecule be chiral if it contains no asymmetric carbons? Explain briefly.

Why is the following structure not a meso compound?

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Alkyl Halides: Nucleophilic Substitution and Elimination

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

A mixture of two enantiomers with a composition of 65.0% R has an observed rotation of -25.3° in a polarimeter tube. If the mixture has a concentration of 2.038 g/mL at 25°C, what is the predicted [α]²⁵D of an optically pure sample of the S enantiomer?

Is the molecule shown below chiral or achiral? CH₃CH₂CH(CH₃)CH₂CH₃