Question

Draw the unique stereoisomers for 2-chloro-2,3-dimethylpentane. Show stereochemistry clearly. To ensure proper grading, explicitly draw all...

Draw the unique stereoisomers for 2-chloro-2,3-dimethylpentane. Show stereochemistry clearly. To ensure proper grading, explicitly draw all four groups, including wedge/dash bonds, around a chirality center. Indicate whether the compounds could exist in an optically active form.

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Answer #1
Concepts and reason

The concept of this problem is stereochemistry. Stereochemistry is a branch of chemistry which deals with the spatial arrangement of atoms in space. This phenomenon proves that compounds having same molecular formula or identity can possess different physical and chemical properties.

Fundamentals

Optical isomers are the compounds having same molecular arrangement and formula and different optical activity.

The molecule is optically active and the chiral carbon is shown below.

CHз
CHз
Hас
CHIRAL CARBON
Н
Hас

Stereoisomers configuration of the given organic compounds are

CH3
CH3
CH3
CHз
Hас
Нас
H
н
Нас
Hас
(3R)-2-chloro-2,3-dimethylpentane
(3S)-2-chloro-2,3-dimethylpentane

Ans:

The given compound can exist in optically active form and the stereoisomers are,

CH3
CH3
CH3
CHз
Hас
Нас
H
н
Нас
Hас
(3R)-2-chloro-2,3-dimethylpentane
(3S)-2-chloro-2,3-dimethylpentane

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