Using anhydrous AlCl3 as catalyst, which one of the following reactions produces ethylbenzene (PhEt)?
- H3C-CH2OH + C6H6
- CH3-CH=CH2 + C6H6
- H2C=CH2 + C6H6
- H3C-CH3 + C6H6
Answer
(3) H2C=CH2 + C6H6
Solution
With anhydrous AlCl3 (and a trace of HCl), ethene forms the ethyl carbocation, which alkylates benzene (Friedel–Crafts type alkylation):
H2C=CH2 + HCl + AlCl3 CH3- CH2 + AlCl4
C6H6 + CH3 CH2 C6H5-CH2CH3 + H
Propene would give isopropylbenzene (cumene), ethane does not react, and ethanol deactivates AlCl3.
Answer: (3)