Download CHEM 2301 Exam 3: Organic Chemistry Concepts and Reactions - Prof. William R. Riddle and more Lecture notes Radiology in PDF only on Docsity!
CHEM 2301 Exam 3 07/07/
Name:__________________
Part I: 3 pts each
- Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
- Which of the following terms best describes the pair of compounds shown: enantiomers,
diastereomers, or the same compound?
- Which of the following terms best describes the stereochemical relationship of the two
compounds shown below in Fischer notation?
A) enantiomers
B) diastereomers
C) constitutional isomers
D) cis/trans - isomers
E) meso - same structure
- How many asymmetric carbon atoms are present in the following compound?
A) 0
B) 1
C) 2
D) 3
E) 4
- Assign the proper configurational label, R or S, to the chiral carbon in the molecule shown
below.
- What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane
and (2S,3S,5R)-2,3,5-trichloroheptane?
A) not isomers
B) constitutional isomers
C) enantiomers
D) diastereomers
E) conformers
Provide the name of the bromoalkane shown below.
Draw the structure of trans -1,3-dichlorocyclopentane.
Is the following compound optically active? Explain the rationale for you answer.
Provide the major organic product of the reaction below.
What type of intermediate is present in the S N
2 reaction of cyanide with bromoethane?
A) carbocation
B) free radical
C) carbene
D) carbanion
E) This reaction has no intermediate.
16) S
N
1 reactions usually proceed with:
A) equal amounts of inversion and retention at the center undergoing substitution.
B) slightly more inversion than retention at the center undergoing substitution.
C) slightly more retention then inversion at the center undergoing substitution.
D) complete inversion at the center undergoing substitution.
E) complete retention at the center undergoing substitution.
- Which of the following solvents could be described as polar and protic?
A) ethanol
B) acetonitrile
C) dimethylformamide
D) acetone
E) 18-crown-
What is Zaitsev's rule?
Circle the most stable alkene in the set of isomers below.
Part II:
- Provide the major organic substitution product(s) of the reaction below and a detailed,
stepwise mechanism(s) which accounts for product(s) formation. (15 pts)
