1. For the following compounds find the number of chiral centers and classify ov

ID: 893377 • Letter: 1

Question

1. For the following compounds find the number of chiral centers and classify overall as chiral or achiral. (4 pts)

2. Fill in the squares with the correct configuration (R or S) in the following compounds and determine

whether they are Enantiomers, Diastereomers, the Same compound or Constitutional isomers. (4 pts)

3. Circle the letter of the compound that would substitute the fastest with CH3NH2. (2 points)

4. Circle the one correct IUPAC name of the following compound: (3 pts)

A) (2R, 3R, 4R) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

B) (2R, 3S, 4R) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

C) (2R, 3R, 4S) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

D) (2R, 3S, 4S) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

E) (2S, 3R, 4R) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

F) (2S, 3S, 4R) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

G) (2S, 3R, 4S) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

H) (2S, 3S, 4S) 3-bromo-1,2-dichloro-4-methyl-3-propylhexane

5. Draw a DETAILED arrow-pushing mechanism for the following transformations: (7 points)

Br Br Br # of Chiral Centers:- # of Chiral Centers:- chiral or achiral chiral or achiral

4)C

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