Organic Chemistry ACS Final I
Comprehensive Questions
(Frequently Tested) with
Verified Answers Graded A+
Molecules with the same formula, different connectivity - Answer: Constitutional Isomers
Isomeric molecules that have the same molecular formula and sequence of bonded atoms, but
that differ only in the 3-D orientations of their atoms in space - Answer: Stereoisomer
One of two stereoisomers that are mirror images of each other and are NOT superposeable -
Answer: Enantiomer
Stereoisomers that are not enantiomers. Occurs when 2 or more stereoisomers of a compound
have different configurations at one or more of the equivalent stereocenters and are NOT mirror
images of one another. - Answer: Diastereomer
An atom that has at least 3 different attachments - Answer: Stereocenter
H2N - Answer: Amine
CO-NH2 - Answer: Amide
, Takes highest priority when naming. - Answer: Carboxylic Acid and derivatives
a racemic mixture - Answer: Racemate
When looking at a chair conformation, which is more stable, when there are more substituents
in the axial positions or the equatorial? - Answer: Equatorial
T/F For equal concentrations and equal path lengths, solutions of (+) and (-) enantiomers rotate
plane-polarized light equally, but in opposite directions - Answer: True
T/F Compounds with R stereocenters rotate plane-polarized light clockwise - Answer: False
T/F Racemic mixtures can rotate plane-polarized light either clockwise or counter clockwise -
Answer: False
T/F Meso compounds can rotate plane-polarized light either clockwise or counter clockwise -
Answer: False
What is the stereochemical relationship between the salts formed by (+)-tartaric acid with
racemic 1-phenylethanamine? - Answer: diastereomers
Cyclohexene reacts with bromine to yield 1,2-dibromocyclohexane. Molecules of this product
would be - Answer: a racemic form and, in their most stable conformation they would both have
bromine atoms equatorial.
a form of stereoisomerism describing the relative orientation of functional groups within a
molecule - Answer: cis-trans isomerism
to be optically active a molecule must be - Answer: chiral
Comprehensive Questions
(Frequently Tested) with
Verified Answers Graded A+
Molecules with the same formula, different connectivity - Answer: Constitutional Isomers
Isomeric molecules that have the same molecular formula and sequence of bonded atoms, but
that differ only in the 3-D orientations of their atoms in space - Answer: Stereoisomer
One of two stereoisomers that are mirror images of each other and are NOT superposeable -
Answer: Enantiomer
Stereoisomers that are not enantiomers. Occurs when 2 or more stereoisomers of a compound
have different configurations at one or more of the equivalent stereocenters and are NOT mirror
images of one another. - Answer: Diastereomer
An atom that has at least 3 different attachments - Answer: Stereocenter
H2N - Answer: Amine
CO-NH2 - Answer: Amide
, Takes highest priority when naming. - Answer: Carboxylic Acid and derivatives
a racemic mixture - Answer: Racemate
When looking at a chair conformation, which is more stable, when there are more substituents
in the axial positions or the equatorial? - Answer: Equatorial
T/F For equal concentrations and equal path lengths, solutions of (+) and (-) enantiomers rotate
plane-polarized light equally, but in opposite directions - Answer: True
T/F Compounds with R stereocenters rotate plane-polarized light clockwise - Answer: False
T/F Racemic mixtures can rotate plane-polarized light either clockwise or counter clockwise -
Answer: False
T/F Meso compounds can rotate plane-polarized light either clockwise or counter clockwise -
Answer: False
What is the stereochemical relationship between the salts formed by (+)-tartaric acid with
racemic 1-phenylethanamine? - Answer: diastereomers
Cyclohexene reacts with bromine to yield 1,2-dibromocyclohexane. Molecules of this product
would be - Answer: a racemic form and, in their most stable conformation they would both have
bromine atoms equatorial.
a form of stereoisomerism describing the relative orientation of functional groups within a
molecule - Answer: cis-trans isomerism
to be optically active a molecule must be - Answer: chiral
