Question

chem17

Draw every stereoisomer for 1,2-difluoro-1,2-dimethylcyclopentane. Use wedge-and-dash bonds for the substituent groups, and be sure that they are drawn on the outside of the ring, adjacent to each other. The skeletal structure of one molecule is included to indicate the proper format; modify the X's on the given structure to create the first stereoisomer.

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Concepts and reason

Stereo isomers are isomers that have same molecular formula and constitutions around the atom but differ in their spatial arrangement of groups around the atom. Stereo isomers are mainly of two types (i) Enantiomers (ii) Diastereomers.

Fundamentals

• Enantiomers: Enantiomers are stereo isomers, which are non-super imposable mirror images.

Isomers are mirror images but not super imposable.

• Diastereomers: Diastereomers are stereo isomers, which are non-super imposable non mirror images. Isomers are neither super imposable nor mirror images.

• The total number of stereo isomers for a compound is 2n{{\rm{2}}^{\rm{n}}} , where “n” is the number of chiral centers present in the compound.

• If plane of symmetry is present in the isomer, the total number of stereo isomers for a compound is 2n1{{\rm{2}}^{\rm{n}}}{\rm{ - 1}} , where “n” is the number of chiral centers present in the compound.

The given compound is 1,2-difluoro-1,2-dimethylcyclopentane..

The structure is as follows:

НАС

From the structure, two chiral centers are present in the molecule and plane of symmetry present is one isomer.

yilloe.
F
CHз

Now

The total number of stereo isomers is 2n1{{\rm{2}}^{\rm{n}}} - 1

The n=2Totalstereoisomers=(221)=3\begin{array}{l}\\{\rm{n}}\,{\rm{ = }}\,{\rm{2}}\\\\{\rm{Total stereo isomers}}\,{\rm{ = }}\,\left( {{{\rm{2}}^{\rm{2}}} - 1} \right)\\\\\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{\rm{ = }}\,3\\\end{array}

Therefore, the total number of stereo isomers is 3

Given compound

Meso compound

Plane of symmetry is present in this isomer.

Enantiomer pairs

1.

Lill
|
F
CH3

Diasteromer pairs

1.

H3C
онок
F
F CH3
што
CH3

2.

דיווווו|ד
CH3
ווווו
*יייוווןso

All 3stereo isomers for the compound are shown below.

H3CF
ох
CH3
HC
ошно,
130
Ē
CH3

Ans:

Total stereo isomers for the compound 1,2-difluoro-1,2-dimethylcyclopentane are,

H3CF
ох
CH3
HC
ошно,
130
Ē
CH3

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