Indicate whether or not the following molecules are chiral.
3,3-dimethylheptane
2,3-dimethylheptane
2-methylheptane
3-methylheptane
4-methylheptane
The correct answer and explanation is :
Chirality of the Given Molecules
- 3,3-Dimethylheptane → Not Chiral
- 2,3-Dimethylheptane → Chiral
- 2-Methylheptane → Chiral
- 3-Methylheptane → Not Chiral
- 4-Methylheptane → Not Chiral
Explanation
A molecule is chiral if it lacks a plane of symmetry and contains at least one chiral center (a carbon atom bonded to four different groups). Let’s analyze each molecule in detail.
1. 3,3-Dimethylheptane (Not Chiral)
The presence of two identical methyl groups (-CH₃) at the same carbon (C3) makes it impossible for this molecule to have a chiral center. Since no carbon is attached to four different groups, the molecule is achiral.
2. 2,3-Dimethylheptane (Chiral)
The carbon at position C2 is attached to four different groups: a hydrogen (-H), a methyl (-CH₃), an ethyl (-C₂H₅), and the rest of the heptane chain. This asymmetry makes the molecule chiral.
3. 2-Methylheptane (Chiral)
The C2 carbon is bonded to four different groups: hydrogen (-H), methyl (-CH₃), ethyl (-C₂H₅), and the remaining hydrocarbon chain. Since there is no internal symmetry, it is chiral.
4. 3-Methylheptane (Not Chiral)
At C3, there is a methyl group, but the two other groups on the carbon are the same type of alkyl chains, making it not chiral.
5. 4-Methylheptane (Not Chiral)
The C4 carbon is bonded to two identical ethyl-like chains, which prevents it from being a chiral center. Hence, the molecule is achiral.
Thus, 2,3-Dimethylheptane and 2-Methylheptane are chiral, while the others are not.