Acyl Chlorides are useful, and it would be nice to have an easy OTC method to them.
This is an idea I have had for a while, and I would like some feed back on it. I know most Acyl chlorides are made by adding thionyl chloride, phosphorous chlorides, etc, but Those are all annoying to deal with and hard to get..
Consider these reactions:
RCOOH + SOCl2 = RCOOCl + SO2 + HCl
SO2 + Br2 + SCl2 = SOBr2 + SOCl2
Idea: Add a liquid RCOOH to Br2, SCl2, and a small amount of SO2 to initiate the correct reaction. The SO2 added will produce SOCl2 from the Br2, and SCl2, which will be consumed by the RCOOH producing RCOOCl, SO2, and HCl. The HCl will leave, and the SO2 will react with the Br2, and SCl2 producing more SOCl2.
The SO2, and SCl2 work essentially as catalyst to get the halides to react properly with the RCOOH's. The only chemicals consumed in this theoretical reaction are the carboxylic acids, and the halides Chlorine and Bromine. The only products of this reaction are Organic Acid chlorides, and the Hydrogen halides Hydrogen bromide, and Hydrogen Chloride.
This would obviously lead to a run away reaction if they were all added together, but does this seem practical, and do-able?
Obviously the SO2 and HCl will not react with anything, but would the S2Cl2 and Br2 react and cause serious problems with the Acyl chloride or Acyl acid?
This is an idea I have had for a while, and I would like some feed back on it. I know most Acyl chlorides are made by adding thionyl chloride, phosphorous chlorides, etc, but Those are all annoying to deal with and hard to get..
Consider these reactions:
RCOOH + SOCl2 = RCOOCl + SO2 + HCl
SO2 + Br2 + SCl2 = SOBr2 + SOCl2
Idea: Add a liquid RCOOH to Br2, SCl2, and a small amount of SO2 to initiate the correct reaction. The SO2 added will produce SOCl2 from the Br2, and SCl2, which will be consumed by the RCOOH producing RCOOCl, SO2, and HCl. The HCl will leave, and the SO2 will react with the Br2, and SCl2 producing more SOCl2.
The SO2, and SCl2 work essentially as catalyst to get the halides to react properly with the RCOOH's. The only chemicals consumed in this theoretical reaction are the carboxylic acids, and the halides Chlorine and Bromine. The only products of this reaction are Organic Acid chlorides, and the Hydrogen halides Hydrogen bromide, and Hydrogen Chloride.
This would obviously lead to a run away reaction if they were all added together, but does this seem practical, and do-able?
Obviously the SO2 and HCl will not react with anything, but would the S2Cl2 and Br2 react and cause serious problems with the Acyl chloride or Acyl acid?