How does one tell if a compound is optically active or inactive by looking at it? For examples: 1-4-dichloro-2-methylpentane and 1,2-dichloro-2-methylpentane

1 Answer
Mar 8, 2016

You look for a chiral carbon — a carbon atom that has four different groups attached.

Explanation:

1,4-Dichloro-2-methylpentane

The structure of 1,4-dichloro-2-methylpentane is

1,4-dichloro

You see that "C2" and "C4" are chiral carbons.

The 4 groups attached to "C2" are "H, CH"_3", CH"_2"Cl", and "CH"_2"CHClCH"_3.

The 4 groups attached to "C4" are "H, Cl, CH"_3, and "CH"_2"CH"("CH"_3)"CH"_2"Cl".

The compound has two chiral carbons, so it will be optically active.

1,2-Dichloro-2-methylpentane

The structure of 1,2-dichloro-2-methylpentane is

1,2-dichloro

Here, "C2" is a chiral carbon.

The 4 groups attached to "C2" are "CH"_3", Cl, CH"_2"Cl", and "CH"_2"CH"_2"CH"_3.

The compound has a chiral carbon, so it will be optically active.