Question

Propose a structure for an aromatic hydrocarbon, C9H12, that can form two C9H11Cl products on substitution of a hydrogen on the aromatic ring with chlorine. You do not have to consider stereochemistry. In cases where there is more than one answer, just give one. Ignore the ortho, para-directing effects of the alkyl groups in answering this question. Consider only the number of nonequivalent hydrogens on the aromatic ring.

Answer 1

Answer:

Explanation:

From the given study,

the molecular formula of the given aromatic compound = C9H12

the first process we suppose to carry out is to calculate the double bond equivalence.

So, the double bond equivalence $DBE = {N_C+1-(\dfrac{(N_H+N_{Cl})-N_H}{2}) }$

$DBE = {9+1-(\dfrac{(12+0)-0}{2}) }$

DBE = 4

Hence, the aromatic compound possesses 4 double bonds, this signifies that the might be a presence of benzene ring.

The substitutional products of the aromatic hydrocarbon C9H12 can be seen in the attached file below.