Q2P-f - Organic Chemistry (Mcmurry)

Question

Draw structures corresponding to the following IUPAC names: (f) 1,1-Dibromo-4-tert-butylcyclohexane.

Step-by-Step Solution

Answer

(f)The structure of the compound (f) 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 nomenclature 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 alkyl halides

(f) As the chemical name indicates, that the given alkyl halide is a cyclic hexane, which means it has six carbon atoms in the cyclic form.

It is having three substituents i.e one tert-butyl group and two bromo groups, so they will be assigned position alphabetically.  

The preference will be given to bromo group. The carbon containing bromo group will be numbered as 1 and tert-butyl group is attached on carbon number 4.

 Thus, the given compound has following structure: