3
$\begingroup$

How to convert ethanol to 1,1-dichloroethane?

My approach: Convert ethanol to ethene followed by $\ce{HCl}$ addition. But that's no use. Well if it is possible to create gem-diol from here, then maybe it can be done. But not getting a suitable reaction. Can't seem to figure out anything. Please help!

Improve this question
$\endgroup$
2
  • $\begingroup$ Well you have to at least tell us what your thoughts on this is. $\endgroup$
    – M.A.R.
    Sep 2, 2015 at 14:12
  • $\begingroup$ Addition of chlorine gas with UV light to methane forms polychlorinated methane, so something alone these lines is nearing your goal. $\endgroup$
    – khaverim
    Sep 2, 2015 at 14:26

1 Answer 1

Reset to default
6
$\begingroup$

convert ethanol to 1,1-dichloroethane?

A standard route for producing gem-dichloro compounds involves treatment of a ketone or aldehyde with $\ce{PCl5}$ (see the second to last paragraph in the "Chlorination of organic compounds" section here and page 18 here).

enter image description here

(image source)

Therefore, you could carefully oxidize your ethanol to acetaldehyde and treat it with $\ce{PCl5}$.

Improve this answer
$\endgroup$
0

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy