Question

Write the number of mono-chlorinated product of the structure shown in the figure.Include stereoisomers too in your answer . JEE ADVANCED PRACTICE SERIES

Answer 1

Answer :-

6 monochlorinated product

Given

Methyl Cyclopropane.

To Find

Number of minor chlorinated products

Explanation

Refer to the attached image -I

• There are all total three positions where chlorine can be substituted. Now,you might be wondering there are four carbon atoms ,isn't it. The explanation is that if chlorine is attached to 3 or 4 ,they will give rise to same product :- 1-chloro-2-methyl-cyclopropane.

Refer to the image -2

• In the first diagram of figure 2,Chlorine is attached to C-1.But there is not any stereoisomer of this product. ( Neither geometrical nor optical).It will be counted as only one.

• In the second diagram of figure 2,Chlorine is attached to C-2.But there is not any stereoisomer of this product. ( Neither geometrical nor optical).It will be counted as only one.

• In the third figure,chorine is attached to C-3,giving rise to four isomers. Since,it can show geometrical and optical isomerism both .The products can have the following configuration :- RCS ,RTS ,SCR ,STR ( C and T are CIA and Trans respectively and R and S are configurations.)

Therefore,first image has no isomer,second too no isomer and third one has four isomers.Therefore,total mono chlorinated product of the compound methyl cyclopropane is 6.

Answer 2

To determine the number of monochlorinated products that can be formed, we analyze the possible positions where a radical can be formed. There is a total of 6 unique H atoms that can be abstracted to form a monochlorinated product.

Boxed in green are the H atoms that can be replaced by a Cl atom