1-Chloroethyl chloroformate
Chemical compound
From Wikipedia, the free encyclopedia
1-Chloroethyl chloroformate (chemical formula: C3H4Cl2O2) has a structure consisting of ethyl chloroformate with a chloro group as substituent on the ethyl group and has two enantiomeric forms. It can be used for N-dealkylation of tertiary amines.[2]
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| Names | |
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| Preferred IUPAC name
1-Chloroethyl carbonochloridate | |
| Other names
α-chloroethyl chloroformate | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.051.650 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C3H4Cl2O2 | |
| Molar mass | 142.96 g·molâ1 |
| Hazards | |
| Safety data sheet (SDS) | [1] |
| Related compounds | |
Related chloroformates |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
1-Chloroethyl chloroformate can be manufactured by the reaction of acetaldehyde with phosgene in the presence of benzyltributylammonium chloride.[3] or various other catatysts.[4]
Uses
1-Chloroethyl chloroformate is a useful reagent, for example for the N-dealkylation of tertiary amines, especially their demethylation to produce drug metabolites for forensic investigations.[2][3][5]