217328

Trichloroacetyl isocyanate

96%

• Synonym(s): 2,2,2-Trichloroacetyl isocyanate, alpha,alpha,alpha-Trichloroacetyl isocyanate
• Linear Formula: Cl₃CCONCO
• CAS Number: 3019-71-4
• Molecular Weight: 188.40
• Beilstein/REAXYS Number: 971201
• EC Number: 221-165-7
• MDL number: MFCD00002033
• UNSPSC Code: 12352100
• PubChem Substance ID: 24853009

Properties

• Quality Level: 200
• assay: 96%
• refractive index: n20/D 1.480 (lit.)
• bp: 80-85 °C/20 mmHg (lit.)
• density: 1.581 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: ClC(Cl)(Cl)C(=O)N=C=O
• InChI: 1S/C3Cl3NO2/c4-3(5,6)2(9)7-1-8
• InChI key: GRNOZCCBOFGDCL-UHFFFAOYSA-N

Description

General description

Conformational stability and vibrational IR and Raman spectra of trichloroacetyl isocyanate has been investigated. Trichloroacetyl isocyanate is commonly employed as in situ derivatizing reagent for the ¹³C NMR studies of alcohols, phenols and amines. It undergoes 1,5-cycloaddition reaction with anhydro-2-deoxy-D-erythro- and -L-threo-pent-1-enitols and 1,5-anhydro-2-deoxy-D- and -L-arabino-hex-1-enitols to yield [2+2] and [4+2] cycloadducts.

Application

Trichloroacetyl isocyanate was used in catalytic one-pot dehydrative glycosylation of 1-hydroxy carbohydrate. It was also used as a reagent for the conversion of alcohols to carbamates†.

Safety Information

• pictograms: GHS05,GHS06,GHS08
• signalword: Danger
• hcodes: H311 + H331 - H314 - H317 - H334
• pcodes: P261 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
• Storage Class: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 150.8 °F - closed cup
• flash_point_c: 66 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter