[L00226] CAS 3019-71-4 | Trichloroacetyl isocyanate, 97%

CAS : 3019-71-4
UN# : UN2927
MDL : MFCD00002033
Hazard Class : 6.1
EINECS : 221-165-7
Packing Group : II

Chemical Properties

Formula : C3Cl3NO2
Formula weight : 188.40
Boiling Point : 58-60°/20mm Flash point: 65°(149°F)
Density : 1.585
Refractive Index : 1.4800
Sensitivity : Keep Cold. Moisture Sensitive.
Form : Liquid
Solubility : Miscible with dichloromethane, ether, terahydrofuran and protic solvents.

Literature References

Reacts with nucleophiles to give ureas, carbamates, etc., from which the trichloroacetyl group can readily be removed. For reaction of acyl isocyanates with Grignard reagents to give primary carboxamides, see: Tetrahedron Lett., 981 (1975). [2+2]-Cycloaddition with cyclic enol ethers gives fused azetidinones: Tetrahedron, 45, 227 (1989). Causes characteristic chemical shifts in the ɑ-protons of alcohols by in situ conversion to the carbamates: Anal. Chem., 431 (1965). Reviews: Chemistry of ɑ-haloisocyanates: Synthesis, 85 (1980). General isocyanate chemistry: Appendix 3.

Applications

Trichloroacetyl isocyanate is used as an in-situ derivatizing reagent for characterization of alcohols, glycols, phenols, and amines by nuclear magnetic resonance. It is also used in anion chemical ionization mass spectrometry and in catalytic one-pot dehydrative glycosylation of 1-hydroxy carbohydrate. Further, it serves as a reagent for the conversion of alcohols into carbamates.

Grade Specifications

GHS Hazard and Precautionary Statements

Hazard Statements : H330-H334-H314-H318-H227Fatal if inhaled.May cause allergy or asthma symptoms or breathing difficulties if inhaled.Causes severe skin burns and eye damage.Causes serious eye damage.Combustible liquid.
Precautionary Statements : P210-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501aKeep away from heat/sparks/open flames/hot surfaces. – No smoking.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.Other References:Beilstein: 971201UN#: UN2927