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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%

Codice CAS
17341-93-4
Sinonimi
Chloroformic acid 2,2,2-trichloroethyl ester
2,2,2-Trichloroethoxycarbonyl chloride

Dimensioni Prezzo ($) Quantità Disponibilità
25g 37,50
100g 120,00
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2,2,2-Trichloroethyl chloroformate, 97%

MDL
MFCD00000810
EINECS
241-363-7

Proprietà chimiche

Formula
ClCO2CH2CCl3
Peso formula
211.86
Punto di fusione
0-2°
Punto di ebollizione
171-172°
Punto di infiammabilità
>100°(212°F)
Densità
1.539
Indice di rifrazione
1.4700
Sensibilità
Moisture Sensitive
Solubilità
Soluble in Ether, Benzene, Chloroform, Ethanol. Insoluble in water.

Applicazioni

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.

Note

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

Letteratura

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H301-H330-H314-H318

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

Dichiarazioni precauzionali: P260-P284-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. 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). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
970619
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2915.90
TSCA
Yes

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