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Steps in the synthesis of compounds

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The professor wants us to do the following: Outline all steps in the possible synthesis of each of the following compounds from benzene and / or toluene, using any necessary aliphatic or inorganic reagents. Assume a pure para isomer that can be separated from an ortho/para mixture

a) ethylbenzene
b) phenyacetylene
c) isopropylbenzene
d) 2-phenylpropene
e) p-tertbutyltoluene
f) p-bromobenzylbromide
g) p-bromobenzoic acid
h) 1,2-diphenylethane
i) 1-phenylpropene (two ways)

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Solution Summary

This solution is provided in 339 words. It discusses Friedel Crafts Alkylations and what kinds of chemicals would react to give the final compound.

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For these questions, one must start with the basics of aromatic substitution reactions. For a) b) and c) starting with the appropriate reagents, a simple Friedel Crafts Alkylations should work just fine.

c) This can also be done by adding benzene and propene together in strong non-coordinating acids (H2SO4 or H3PO4).

d) The can be done by adding acetone to a grignard preparation of a benzene ring. (I am sure you can figure how to do this on your own), which will first result in ...

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