1-Chloroethyl chloroformate

Base Information

• Chemical Name: 1-Chloroethyl chloroformate
• CAS No.: 50893-53-3
• Molecular Formula: C3H4Cl2O2
• Molecular Weight: 142.97
• Hs Code.: 29159000
• European Community (EC) Number: 256-834-2
• DSSTox Substance ID: DTXSID70965132
• Nikkaji Number: J195.876C
• Wikidata: Q5103063
• Mol file: 50893-53-3.mol

Synonyms:1-Chloroethyl chloroformate;50893-53-3;1-chloroethyl carbonochloridate;1-Chloro ethyl chloroformate;Chloroformic Acid 1-Chloroethyl Ester;1-CHLOROETHYLCHLOROFORMATE;Carbonochloridic acid, 1-chloroethyl ester;alpha-Chloroethyl chloroformate;ACE-Cl;1-chlorocarbonyloxy-1-chloroethane;MFCD00000647;.alpha.-Chloroethyl chloroformate;1-Chloroethyl chloroformate, 98%;EINECS 256-834-2;1-Chloroethyl carbonochloridate;Chloroformic acid 1-chloroethyl ester;a-chloroethylchloroformat;1-chlorethyl chloroformate;1-choroethyl chloroformate;a-chloroethyl chloroformate;l-chloroethyl chloroformate;1-chloroethyl-chloroformate;1-chloroethyl chloroforrnate;a-chloro-ethyl chloroformate;alpha chloroethylchoroformate;alpha-chloroethylchloroformat;1 -chloroethyl chloroformate;1-Chloro-ethyl chloroformate;1-Chloroethyl chloroformate?;alpha-chloroethylchloroformate;alphachloroethyl chloroformate;SCHEMBL25559;1-Chloroethyl chlorocarbonate;alpha-chloroethyl-chloroformate;1-chloroethoxycarbonyl chloride;1-Chloroethyl chloridocarbonate;alpha-chloroethyl chlorocarbonate;QOPVNWQGBQYBBP-UHFFFAOYSA-;DTXSID70965132;1-Chloroethyl chloridocarbonate #;alpha-chloroethyl carbonochloridate;STR02709;AKOS000121152;AKOS017343084;chloroformic acid 1-chloro-ethyl ester;chloro-formic acid 1-chloro-ethyl ester;BP-10597;FT-0600868;EN300-24551;D78332;J-504527;Q5103063;F0001-1331

Chemical Property of 1-Chloroethyl chloroformate

Chemical Property:

• Appearance/Colour: Clear and colorless liquid
• Vapor Pressure: 3.25 psi ( 20 °C)
• Melting Point: -65 °C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 118.5 °C at 760 mmHg
• Flash Point: 36.8 °C
• PSA: 26.30000
• Density: 1.365 g/cm³
• LogP: 1.94660
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with most organic solvents.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 141.9588348
• Heavy Atom Count: 7
• Complexity: 73.3

Purity/Quality:

99% ^*data from raw suppliers

α-ChloroethylChloroformate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 10-22-23-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CC(OC(=O)Cl)Cl
• Uses: Reagent for the selective N-dealkylation of tertiary amines in high yields. 1-Chloroethyl chloroformate was used:for N-demethylation reaction during determination of multiple drugs of abuse in biological fluids using capillary electrophoresis with native fluorescence and laser-induced fluorescence detectionas catalyst in chemoselective desilylation of silyl-protected alcoholsas reagent in N-demethylation of tertiary amines to produce drug metabolite reference material for forensic toxicological applicationsas reagent to cleave benzhydryl groups from amines

Technology Process of 1-Chloroethyl chloroformate

There total 9 articles about 1-Chloroethyl chloroformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.3%

acetaldehyde (75-07-0,9002-91-9) + trichloromethyl chloroformate (503-38-8) → carbonochloridic acid 1-chloro-ethyl ester (50893-53-3)

Guidance literature:

With pyridine;

Reference yield: 96.0%

phosgene (75-44-5) + acetaldehyde (75-07-0,9002-91-9) → carbonochloridic acid 1-chloro-ethyl ester (50893-53-3)

Guidance literature:

With benzyltri(n-butyl)ammonium chloride; for 1h;

DOI:10.1021/jo00185a072

Reference yield: 75.0%

→ carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) + O-(1-chloroethyl) S-ethyl carbonothioate (101506-43-8)

Guidance literature:

upstream raw materials:

ethylenebis(chloroformate)

chloroformic acid ethyl ester

phosgene

acetaldehyde

Downstream raw materials:

1-Chloroethyl ethyl carbonate

methylchloromethyl carbonate

Refernces

• 1、 Poras, Hervé,Bonnard, Elisabeth,Dangé, Emilie,Fournié-Zaluski, Marie-Claude,Roques, Bernard P.. "New orally active dual enkephalinase inhibitors (DENKIs) for central and peripheral pain treatment". supporting information. p. 5748 - 5763. Retrieved 2014/08/05.
• 2、 Hoggard, Patrick E.,Maldotti, Andrea. "Catalysis of the photodecomposition of carbon tetrachloride in ethanol by an Amberlite anion exchange resin". experimental part. p. 243 - 249. Retrieved 2011/02/16.