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Show how you would synthesize the following compounds, starting with benzene or toluene
Chapter 17, Problem 17-52(choose chapter or problem)
Show how you would synthesize the following compounds, starting with benzene or toluene and any necessary acyclic reagents. Assume para is the major product (and separable from ortho) in ortho, para mixtures. (a) 1-phenyl-1-bromobutane (b) 1-phenyl-1-methoxybutane (c) 3-phenylpropan-1-ol (d) ethoxybenzene (e) 1,2-dichloro-4-nitrobenzene (f) 1-phenylpropan-2-ol (g) p-aminobenzoic acid (h) 2-methyl-1-phenylbutan-2-ol (i) 5-chloro-2-methylaniline (j) 3-nitro-4-bromobenzoic acid (k) 3-nitro-5-bromobenzoic acid (l) 4-butylphenol (m) 2-(4-methylphenyl)butan-2-ol
Questions & Answers
QUESTION:
Show how you would synthesize the following compounds, starting with benzene or toluene and any necessary acyclic reagents. Assume para is the major product (and separable from ortho) in ortho, para mixtures. (a) 1-phenyl-1-bromobutane (b) 1-phenyl-1-methoxybutane (c) 3-phenylpropan-1-ol (d) ethoxybenzene (e) 1,2-dichloro-4-nitrobenzene (f) 1-phenylpropan-2-ol (g) p-aminobenzoic acid (h) 2-methyl-1-phenylbutan-2-ol (i) 5-chloro-2-methylaniline (j) 3-nitro-4-bromobenzoic acid (k) 3-nitro-5-bromobenzoic acid (l) 4-butylphenol (m) 2-(4-methylphenyl)butan-2-ol
ANSWER:Step 1 of 6
Synthesis of compounds (a) and (b)
(a)
The synthesis of 1-phenyl-1-bromobutane from benzene is carried out as follows:
(b)
The synthesis of 1-phenyl-1-methoxybutane is carried out as follows: