Question
On monochlorination of 2 - methylbutane, the total number of chiral compounds formed is
A.
2
B.
4
C.
6
D.
8
Answer :
4
Solution :
(i) Chlorination at $$C{\text{ - }}2$$ and $$C{\text{ - }}4$$ produces no chiral compounds
(ii) Chlorination at $$C{\text{ - }}3$$ produces achiral carbon marked with star $$\left( {d\,{\text{and}}\,l\,{\text{form}}} \right).$$
(iii) Chlorination at $$C{\text{ - }}1$$ also produces a chiral carbon marked with star $$\left( {d\,{\text{and}}\,l\,{\text{form}}} \right).$$
(i) Chlorination at $$C{\text{ - }}2$$ and $$C{\text{ - }}4$$ produces no chiral compounds
(ii) Chlorination at $$C{\text{ - }}3$$ produces achiral carbon marked with star $$\left( {d\,{\text{and}}\,l\,{\text{form}}} \right).$$
(iii) Chlorination at $$C{\text{ - }}1$$ also produces a chiral carbon marked with star $$\left( {d\,{\text{and}}\,l\,{\text{form}}} \right).$$