Cloroformato de 2,2,2-tricloroetilo, 97 %, Thermo Scientific Chemicals

CAS: 17341-93-4 | C3H2Cl4O2 | 211.847 g/mol

Número de catálogo	Cantidad
L06875.14 también denominado L06875-14	25 g

Número de catálogo L06875.14

también denominado L06875-14

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Identificadores químicos

CAS17341-93-4

IUPAC Name2,2,2-trichloroethyl carbonochloridate

Molecular FormulaC3H2Cl4O2

InChI KeyLJCZNYWLQZZIOS-UHFFFAOYSA-N

SMILESClC(=O)OCC(Cl)(Cl)Cl

Especificaciones Specification Sheet

Appearance (Color)Clear colorless

Assay (GC)≥96.0%

Refractive Index1.4680-1.4720 @ 20?C

Identification (FTIR)Conforms

FormLiquid

2,2,2-Trichloroethyl chloroformate is used as a protecting reagent for aliphatic and aromatic hydroxyl and amino groups. It is 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, during N-demethylation of dextromethorphan. It was used as starting reagent during the synthesis of 6-Nor-9,10-dihydrolysergic acid methyl ester.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
El cloroformato de 2,2,2-tricloroetilo se utiliza como reactivo protector para grupos aminos e hidroxilos alifáticos y aromáticos. Se utiliza como reactivo de derivatización en la determinación cromatográfica de gases y espectrométrica de masas de una amplia gama de fármacos relacionados con la anfetamina y efedrinas en muestras de plasma, orina y cabello, durante la N-demetilación del dextrometorfano. Se utilizó como reactivo inicial durante la síntesis del éster metil ácido 6-NOR-9,10-dihidrolisérgico.

Solubilidad
Soluble en éter, benceno, cloroformo y etanol. Insoluble en agua.

Nota
Sensible a la humedad. Desecar a 4 °C. Almacenar bajo gas inerte. Los materiales incompatibles son los agentes oxidantes fuertes.

RUO – Research Use Only

General References:

Thomas A. Montzka; John D. Matiskella; R.A. Partyka. 2,2,2-trichloroethyl chloroformate: A general reagent for demethylation of tertiary methylamines.Tetrahedron Letters.1974,15 1325-1327.
Giampietro Frison; Luciano Tedeschi; Donata Favretto; Aikebaier Reheman; Santo Davide Ferrara. Gas chromatography/mass spectrometry determination of amphetamine-related drugs and ephedrines in plasma, urine and hair samples after derivatization with 2,2,2-trichloroethyl chloroformate.Rapid Communications in Mass Spectrometry.2005,19 (7), 919-927.
Reagent for the protection of OH groups as their trichloroethyl (Troc) carbonates, specifically cleaved by reduction with zinc: Tetrahedron Lett., 2555 (1967). For a systematic study of the protection of amines as their Troc-carbamates, see: Synthesis, 268 (1981).
Preferred to ethyl chloroformate for the N-demethylation of tert-amines, since the resulting carbamate can be cleaved by reductive elimination: Tetrahedron Lett., 1325 (1974); Synth. Commun., 7, 79 (1977).
Effective reagent for dehydration of primary amides to nitriles: Synth. Commun., 30, 3047 (2000).
For a brief survey of uses of this reagent in synthesis, see: Synlett, 1473 (2007).