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17341-93-4 - 2,2,2-Trichloroethyl chloroformate, 97% - Chloroformic acid 2,2,2-trichloroethyl ester - 2,2,2-Trichloroethoxycarbonyl chloride - L06875 - Alfa Aesar

L06875 2,2,2-Trichloroethyl chloroformate, 97%

Numéro de CAS
17341-93-4
Synonymes
Chloroformic acid 2,2,2-trichloroethyl ester
2,2,2-Trichloroethoxycarbonyl chloride

Conditionnement Prix ($) Quantité Disponibilité
25g 37,50
100g 120,00
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2,2,2-Trichloroethyl chloroformate, 97%

MDL
MFCD00000810
EINECS
241-363-7

Propriétés chimiques

Formule
ClCO2CH2CCl3
Poids moleculaire
211.86
Point de fusion
0-2°
Point d'ébullition
171-172°
Point d'éclair
>100°(212°F)
Densité
1.539
Indice de réfraction
1.4700
Sensibilité
Moisture Sensitive
Solubilité
Soluble in Ether, Benzene, Chloroform, Ethanol. Insoluble in water.

Applications

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.

Notes

Moisture Sensitive. Desiccate at 4°C. Store under inert gas. Incompatible materials are Strong oxidizing agents.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H301-H330-H314-H318

Toxic if swallowed. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P301+P310a-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

IF SWALLOWED: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
970619
Classe de danger
6.1
Groupe d'emballage
II
Code tarifaire harmonisé
2915.90
TSCA
Yes

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Catalyseurs

Analytique et matériel de laboratoire