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: 971201
• EC Number: 221-165-7
• MDL number: MFCD00002033
• UNSPSC Code: 12352100
• PubChem Substance ID: 24853009
• NACRES: NA.22

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.)
• functional group: amine; chloro; isocyanate
• 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: GHS06,GHS08,GHS05
• Signal Word: Danger
• Hazard Statements: H311 + H331,H314,H317,H334
• Precautionary Statements: 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 Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): 150.8 °F - closed cup
• Flash Point(C): 66 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves