All Photos(2)
Synonym(s):
2,2,2-Trichloroethoxycarbonyl chloride
Linear Formula:
ClCOOCH2CCl3
CAS Number:
Molecular Weight:
211.86
Beilstein:
970619
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Inhalation - Eye Dam. 1 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
A M Crider et al.
Journal of pharmaceutical sciences, 70(12), 1319-1321 (1981-12-01)
6-Nor-9,10-dihydrolysergic acid methyl ester (IV) was prepared by demethylation of 9,10-dihydrolysergic acid methyl ester (II) with 2,2,2-trichloroethyl chloroformate, followed by reduction of the intermediate carbamate (III) with zinc in acetic acid. The 6-ethyl-V and 6-n-propyl-VI derivatives were prepared by alkylation
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
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