(a) Benzene to 1-t-butyl-3-ethylbenzene (b) Benzene to m-bromobenzoic acid (c) Benzene to Benzene-1,3-dicarboxylic acid

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 28VC
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I need help on questions 2-3

2. Do the following synthesis:
(a) Benzene to 1-t-butyl-3-ethylbenzene
(b) Benzene to m-bromobenzoic acid
(c) Benzene to Benzene-1,3-dicarboxylic acid
(d) Benzene to p-t-butylbenzoic acid
(e) Benzene to 1,3-dipropylbenzene
(f) Benzene to p-nitrobenzoic acid
(g) Benzene to p-bromobenzaldehyde
(h) Acetopheneone to 1,3-diethylbenzene
3. What is the main product for each of the following reactions?
(a) p-Methylanisole + CH3CH2CH2CI, AlCl3 --------> ?
(b) Toluene + Br2, light, then CH3CH2COCI, AIC13 --------> ?
(c) Acetophenone + CH3CH2CI, AICI3, then Br2, FeBr3 -----> ?
(d) Styrene + CH3CH2COCI, AICI3, then Br2, Fe -----> ?
(e) Benzene + 1-chloro-2,2-dimethylpropane, AlCl3 -----> ?
(f) Benzene + 3-phenyl-1-propene, H2SO4, heat -------> ?
(g) Toluene + 1-phenyl-3,3-dimethyl-2-butanol, H2SO4, heat ------> ?
(h) Benzene + CH3COCI, AlICl3 then 2-chlorobutane, AlCl3 -----> ?
Transcribed Image Text:2. Do the following synthesis: (a) Benzene to 1-t-butyl-3-ethylbenzene (b) Benzene to m-bromobenzoic acid (c) Benzene to Benzene-1,3-dicarboxylic acid (d) Benzene to p-t-butylbenzoic acid (e) Benzene to 1,3-dipropylbenzene (f) Benzene to p-nitrobenzoic acid (g) Benzene to p-bromobenzaldehyde (h) Acetopheneone to 1,3-diethylbenzene 3. What is the main product for each of the following reactions? (a) p-Methylanisole + CH3CH2CH2CI, AlCl3 --------> ? (b) Toluene + Br2, light, then CH3CH2COCI, AIC13 --------> ? (c) Acetophenone + CH3CH2CI, AICI3, then Br2, FeBr3 -----> ? (d) Styrene + CH3CH2COCI, AICI3, then Br2, Fe -----> ? (e) Benzene + 1-chloro-2,2-dimethylpropane, AlCl3 -----> ? (f) Benzene + 3-phenyl-1-propene, H2SO4, heat -------> ? (g) Toluene + 1-phenyl-3,3-dimethyl-2-butanol, H2SO4, heat ------> ? (h) Benzene + CH3COCI, AlICl3 then 2-chlorobutane, AlCl3 -----> ?
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ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning