Home >
Community >
Can benzaldehyde undergo chlorination (aka halogenation)?
Upvote
26
Downvote
+ Chemistry
+ Synthesis
Posted by
Malcolm Holley
Can benzaldehyde undergo chlorination (aka halogenation)?
The experimental process of chlorination of benzaldehyde to form benzoyl chloride can be found here:
A round bottom flask is fitted with a reflux condenser and a gas inlet
tube. 100 grams of cold and dry benzaldehyde are added to the flask
and saturated with the current of dry chlorine. The chlorine gas is
readily absorbed and the evolution hydrogen chloride takes place. When
the reaction has moderated, the external heat is applied by
keeping gentle boiling. The stream of chlorine is continued until no
more hydrogen chloride is evolved. A stream of dry air or carbon
dioxide is then passed through the apparatus in order to remove
an excess of chlorine. Benzoyl chloride is obtained by distillation as
a colorless fuming liquid with a very irritating smell. Yield almost
quantitative.
Preparation of organic compounds, E. de. Barry Barnett, 52, 1912
There is also a German paper written by Freidrich Wohler and Justus von Leibig which mentions an early preparation of benzoyl chloride by the action of chlorine over benzaldehyde.
The experimental process of chlorination of benzaldehyde to form benzoyl chloride can be found here:
A round bottom flask is fitted with a reflux condenser and a gas inlet tube. 100 grams of cold and dry benzaldehyde are added to the flask and saturated with the current of dry chlorine. The chlorine gas is readily absorbed and the evolution hydrogen chloride takes place. When the reaction has moderated, the external heat is applied by keeping gentle boiling. The stream of chlorine is continued until no more hydrogen chloride is evolved. A stream of dry air or carbon dioxide is then passed through the apparatus in order to remove an excess of chlorine. Benzoyl chloride is obtained by distillation as a colorless fuming liquid with a very irritating smell. Yield almost quantitative.
Preparation of organic compounds, E. de. Barry Barnett, 52, 1912
There is also a German paper written by Freidrich Wohler and Justus von Leibig which mentions an early preparation of benzoyl chloride by the action of chlorine over benzaldehyde.
The experimental process of chlorination of benzaldehyde to form benzoyl chloride can be found here:
There is also a German paper written by Freidrich Wohler and Justus von Leibig which mentions an early preparation of benzoyl chloride by the action of chlorine over benzaldehyde.
The experimental process of chlorination of benzaldehyde to form benzoyl chloride can be found here:
There is also a German paper written by Freidrich Wohler and Justus von Leibig which mentions an early preparation of benzoyl chloride by the action of chlorine over benzaldehyde.
More
VOTE
VOTE
Bromine Chloride in the presence of AlCl3 reacts with benzaldehyde to give 3-Bromobenzaldehyde - see US Patent 4036887 A
Bromine Chloride in the presence of AlCl3 reacts with benzaldehyde to give 3-Bromobenzaldehyde - see US Patent 4036887 A
More
VOTE