Write the isomers of the compound having formula C₄H₉Br.
The compound C₄H₉Br has four structural isomers:
1. 1-Bromobutane (Primary bromide) CH₃CH₂CH₂CH₂Br
2. 2-Bromobutane (Secondary bromide) CH₃CH₂CHBrCH₃
3. 1-Bromo-2-methylpropane (Primary bromide) (CH₃)₂CHCH₂Br
4. 2-Bromo-2-methylpropane (Tertiary bromide) (CH₃)₃CBr
Explanation
The question asks for structural isomers of C₄H₉Br. Following the pattern shown in Example 6.1 of the textbook (which demonstrates 8 isomers for C₅H₁₁Br), students should identify that C₄H₉Br is derived from butane (C₄H₁₀). Butane has two structural isomers (n-butane and isobutane), and each can form different monobromo derivatives based on the position of bromine substitution. n-Butane gives 2 isomers (1° and 2°), while isobutane gives 2 isomers (1° and 3°), totaling 4 structural isomers.
Solution Steps
Step 1: Identify the parent alkane as butane (C₄H₁₀)
Step 2: Determine possible carbon skeletons: n-butane (straight chain) and isobutane (branched)
Step 3: For n-butane, bromine can substitute at position 1 (primary) or position 2 (secondary)
Step 4: For isobutane, bromine can substitute at position 1 (primary) or position 2 (tertiary)
Step 5: Write all four isomers with their IUPAC names and classify as primary, secondary, or tertiary bromides