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142077

Sigma-Aldrich

2,2,2-Trichloroethyl chloroformate

98%

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Synonym(s):
2,2,2-Trichloroethoxycarbonyl chloride
Linear Formula:
ClCOOCH2CCl3
CAS Number:
Molecular Weight:
211.86
Beilstein/REAXYS Number:
970619
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.06 psi ( 20 °C)

Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.471 (lit.)

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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1 of 4

This Item
23258299693613924
vibrant-m

142077

2,2,2-Trichloroethyl chloroformate

vibrant-m

23258

2,2,2-Trichloroethyl chloroformate

vibrant-m

299693

Azelaic acid dichloride

vibrant-m

613924

Chloroethane-2,2,2-d3

assay

98%

assay

≥98.0% (NT)

assay

98%

assay

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

bp

171-172 °C (lit.)

bp

171-172 °C (lit.)

bp

166 °C/18 mmHg (lit.)

bp

-

density

1.539 g/mL at 25 °C (lit.)

density

1.539 g/mL at 25 °C (lit.)

density

1.143 g/mL at 25 °C (lit.)

density

-

refractive index

n20/D 1.471 (lit.)

refractive index

n20/D 1.471 (lit.)

refractive index

n20/D 1.467 (lit.)

refractive index

-

General description

2,2,2-Trichloroethyl chloroformate (TrocCl) serves as a versatile reagent used for selective acylation and dealkylation in organic synthesis. It is used in regio, chemo, and stereoselective synthesis.

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.
  • It was used as starting reagent during the synthesis of 6-Nor-9,10-dihydrolysergic acid methyl ester.
  • It was used as reagent during N-demethylation of dextromethorphan.
  • It was used as protecting reagent for aliphatic and aromatic hydroxyl and amino groups.
Protecting reagent for aliphatic and aromatic hydroxyl and amino groups.

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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2, 2, 2-Trichloroethyl Chloroformate (TrocCl)
EO dos Reis, et al.
Synlett, 2007, 1473-1474 (2007)
J O Kuye et al.
Journal of chromatography, 272(2), 307-313 (1983-02-11)
A specific method for the gas chromatographic determination of chloroquine (CQ) after derivatization with chloroformates, using 9-bromophenanthrene as the internal standard and a column filled with 3% OV-17 on 80-100 mesh Supelcoport is described. Derivatization with chloroformates produced a pyrrolidine
Gas chromatography/mass spectrometry determination of mephedrone in drug seizures after derivatization with 2,2,2-trichloroethyl chloroformate.
Giampietro Frison et al.
Rapid communications in mass spectrometry : RCM, 25(2), 387-390 (2010-12-31)
Giampietro Frison et al.
Rapid communications in mass spectrometry : RCM, 19(7), 919-927 (2005-03-05)
A new analytical approach, based on derivatization with 2,2,2-trichloroethyl chloroformate and gas chromatography/mass spectrometry (GC/MS), was investigated for qualitative and quantitative analyses of a large range of amphetamine-related drugs and ephedrines in plasma, urine and hair samples. Sample preparation involved
Florencia González-Lizárraga et al.
Scientific reports, 10(1), 20258-20258 (2020-11-22)
Parkinson's disease (PD) is a neurodegenerative disorder for which only symptomatic treatments are available. Repurposing drugs that target α-synuclein aggregation, considered one of the main drivers of PD progression, could accelerate the development of disease-modifying therapies. In this work, we

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