Is better to use Friedel Crafts Alkylation to add an methyl group onto the benzene or Friedel Crafts Acylation?
Added by Jenn
Step 1
The goal is to add a methyl group onto the benzene ring. This can be achieved through two main Friedel-Crafts reactions: alkylation and acylation. Show more…
Show all steps
Your feedback will help us improve your experience
Abigail Schammel and 56 other Organic Chemistry educators are ready to help you.
Ask a new question
Labs
Want to see this concept in action?
Explore this concept interactively to see how it behaves as you change inputs.
Key Concepts
Recommended Videos
Dinesh S.
Using benzene and any necessary organic or inorganic reagents, suggest efficient syntheses of (a) Isobuty benzene, $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}\left(\mathrm{CH}_{3}\right)_{2}$ (b) (2,2-Dimethylpropyl)\mathrm{ benzene, } \mathrm { C } _ { 6 } \mathrm { H } _ { 5 } \mathrm { CH } _ { 2 } \mathrm { C } ( \mathrm { CH } _ { 3 } ) _ { 3 } Sample Solution (a) Friedel-Crafts alkylation of benzene with isobutyl chloride is not suitable, because it yields tert-butylbenzene by rearrangement (see $\underline{\text { Section } 13.6) .}$ The two-step acylation-reduction sequence is required. Acylation of benzene puts the side chain on the ring with the correct carbon skeleton. Next, Clemmensen reduction converts the carbonyl group to a methylene group.
What is the chief product of the Friedel-Crafts alkylation of benzene with 1-Chlorobutane and AICl3? A) butylbenzene B) 2-phenylbutane C) 2-methyl-1-phenylpropane D) t-butylbenzene E) 2,2-diphenylbutane
Preeti K.
Recommended Textbooks
Organic Chemistry
18,000,000+
Students on Numerade
Trusted by students at 8,000+ universities
Watch the video solution with this free unlock.
EMAIL
PASSWORD