Q15-3P - Organic Chemistry (Mcmurry)

Question

Draw structures corresponding to the following IUPAC names: 

(a) p-Bromochlorobenzene 

(b) p-Bromotoluene 

(c) m-Chloroaniline 

(d) 1-Chloro-3,5-dimethylbenzene

Step-by-Step Solution

Answer

Step 1: IUPAC nomenclature

It is the method to give a scientific name to the organic compounds recommended by the Indian Union of Pure and Applied Chemistry.

Step 2: Nomenclature of benzene

IUPAC rules used for naming of benzene

1. Name the parent aromatic benzene ring 
2. Assign numbering to the substituents
3. Assign the first number to the bulky group
4. Halogens get the priority
5. Write the name of the molecule in alphabetic

Step 3: To identify the structure of compound A with the given IUPAC

As the suggest p-bromo chlorobenzene

1. The parent ring is a benzene ring attached with chlorine so chlorobenzene
2. Bromine is present at the para position to chloro 
3. So, the structure must be.

Step 4: To identify the structure of compound B with the given IUPAC

As the suggest para Bromo toluene

1. The parent ring is a benzene ring attached with so toluene
2. Bromine is present at the para position to chloro 
3. So, the structure must be.

Step 5: To identify the structure of compound C with the given IUPAC

As the suggest m-chloro aniline

1. The parent ring is a benzene ring attached with so aniline
2. Chlorine is present in meta-position to
3. So, the structure must be.

Step 6: To identify the structure of the compound with the given IUPAC

As the suggested 1-chloro-3,5-methylbenzene

1. The parent ring is a benzene ring 
2. Chlorine is present in the first position
3. Methyl substituent is present in 3^rd and 5^th position
4. So, the structure must be: