Q23E-a - Organic Chemistry (Mcmurry)

Question

Draw structures corresponding to the following IUPAC names: (a) 2,3-Dichloro-4-methylhexane.

Step-by-Step Solution

Answer

The structure of the compound (a) is given below:

Step 1: Alkyl Halides

Alkyl halides are also known as haloalkanes or halogenoalkanes. They contains one or more halogen substituents i.e. –Br, -Cl,-I,-F.

Step 2: Rules for deducing structure of Alkyl halides

IUPAC rules used for naming of Alkyl halides

• Select longest carbon chain, it is the parent chain;
• Longest chain must contain double or triple bond, if present;
• Number the alkyl or halo substituent carbon i.e. it should possess lowest number in the parent chain;
• Assign a number to each substituent;
• Write the name of substituent’s in alphabetical order while naming;

Step 3: Structure of given alkyl halide

• As the name indicates, the compound is a hexane, which means the longest chain i.e. parent chain is having six carbon atoms.
• Two types of constituents are present i.e. two chloro groups and one methyl group.
• Substituents are arranged in alphabetical order and with lowest possible numbering.

 

So, the structure of the compound is as follows: