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301485

Sigma-Aldrich

1-Chloroethyl chloroformate

98%

Synonym(s):

ACE-Cl

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About This Item

Linear Formula:
CH3CHClOCOCl
CAS Number:
50893-53-3
Molecular Weight:
142.97
Beilstein:
1747601
EC Number:
256-834-2
MDL number:
MFCD00000647
UNSPSC Code:
12352100
PubChem Substance ID:
24858191
NACRES:
NA.22

vapor pressure

3.25 psi ( 20 °C)

Quality Level

200

Assay

98%

form

liquid

refractive index

n20/D 1.422 (lit.)

bp

118-119 °C (lit.)

density

1.325 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(Cl)OC(Cl)=O

InChI

1S/C3H4Cl2O2/c1-2(4)7-3(5)6/h2H,1H3

InChI key

QOPVNWQGBQYBBP-UHFFFAOYSA-N

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General description

1-Chloroethyl chloroformate is used as a selective dealkylating agent for tertiary amines.

Application

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 detection
  • as catalyst in chemoselective desilylation of silyl-protected alcohols
  • as reagent in N-demethylation of tertiary amines to produce drug metabolite reference material for forensic toxicological applications
  • as reagent to cleave benzhydryl groups from amines

Signal Word

Danger

Hazard Statements

H226,H302,H314,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

104.9 °F - closed cup

Flash Point(C)

40.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol.
Yeom C-E, et al.
Tetrahedron, 61(52), 12227-12237 (2005)
Preparation of< i> N</i>-demethylated drug metabolites for analytical purposes using 1-chloroethyl chloroformate.
Pelander A, et al.
Forensic Science International, 85(3), 193-198 (1997)
Tetrahedron, 62, 6869-6869 (2006)
Ahmed Alnajjar et al.
Electrophoresis, 25(10-11), 1592-1600 (2004-06-10)
Methods for separation and determination of multiple drugs of abuse in biological fluids using capillary electrophoresis (CE) with native fluorescence and laser-induced fluorescence (LIF) detection are described herein. Using native fluorescence, normorphine, morphine, 6-acetyl morphine (6-AM), and codeine were analyzed

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