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23258

Sigma-Aldrich

2,2,2-Trichloroethyl chloroformate

purum, ≥98.0% (NT)

Synonym(s):

2,2,2-Trichloroethoxycarbonyl chloride

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About This Item

Linear Formula:
ClCOOCH2CCl3
CAS Number:
Molecular Weight:
211.86
Beilstein:
970619
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.06 psi ( 20 °C)

Quality Level

grade

purum

Assay

≥98.0% (NT)

refractive index

n20/D 1.471 (lit.)
n20/D 1.471

bp

171-172 °C (lit.)

density

1.539 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(=O)OCC(Cl)(Cl)Cl

InChI

1S/C3H2Cl4O2/c4-2(8)9-1-3(5,6)7/h1H2

InChI key

LJCZNYWLQZZIOS-UHFFFAOYSA-N

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Application

2,2,2-Trichloroethyl chloroformate was used as:
  • derivatizing reagent in gas chromatographic/mass spectrometric determination of a large range of amphetamine-related drugs and ephedrines in plasma, urine and hair samples
  • starting reagent during the synthesis of 6-nor-9,10-dihydrolysergic acid methyl ester (IV)
  • reagent during N-demethylation of dextromethorphan
  • protecting group reagent for amines and alcohols

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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F. Farina et al.
Tetrahedron Letters, 32, 1109-1109 (1991)
X.S. He et al.
Synthetic Communications, 20, 2177-2177 (1990)
A Dasgupta et al.
American journal of clinical pathology, 109(5), 527-532 (1998-05-12)
Amphetamine and methamphetamine are commonly abused central nervous system stimulants. We describe a rapid new derivatization of amphetamine and methamphetamine using 2,2,2-trichloroethyl chloroformate for gas chromatography-mass spectrometric analysis. Amphetamine and methamphetamine, along with N-propyl amphetamine (internal standard), were extracted from
A simplified method for the gas chromatographic determination of pethidine and norpethidine after derivatization with trichloroethyl chloroformate.
P Hartvig et al.
Journal of chromatography, 274, 355-360 (1983-05-13)
A Dasgupta
Journal of chromatography. B, Biomedical sciences and applications, 716(1-2), 354-358 (1998-11-21)
Aniline is widely used as an intermediate in the synthesis of dyes. It is also used in the manufacture of pharmaceuticals, photographic developers, shoe polish, etc. Exposure to aniline is toxic because it produces methemoglobin. In humans, blood methemoglobin levels

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