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Trichloroacetyl isocyanate

CAS No.3019-71-4
Chemical Name:Trichloroacetyl isocyanate
CBNumber:CB1337310
Molecular Formula:C3Cl3NO2
Formula Weight:188.4
MOL File:3019-71-4.mol

Trichloroacetyl isocyanate Property

Melting point 135-140 °C
Boiling point 80-85 °C/20 mmHg (lit.)
Density 1.581 g/mL at 25 °C (lit.)
refractive index n20/D 1.480(lit.)
Flash point 150 °F
storage temp. 2-8°C
solubility Miscible with dichloromethane, ether, terahydrofuran and protic solvents.
form Liquid
color Clear colorless to slightly yellow
Water Solubility Decomposition
Sensitive Moisture Sensitive
BRN 971201
Stability Hygroscopic, Moisture Sensitive
InChIKey GRNOZCCBOFGDCL-UHFFFAOYSA-N
CAS DataBase Reference 3019-71-4(CAS DataBase Reference)
FDA UNII QXV1P5J6JL
NIST Chemistry Reference Trichloroacetyl isocyanate(3019-71-4)
EPA Substance Registry System Acetyl isocyanate, trichloro- (3019-71-4)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :T
Risk Statements :14-23/24-34-42-23/24/25-36/37/38
Safety Statements :23-26-36/37/39-45-8-7/9
RIDADR :UN 2206 6.1/PG 3
WGK Germany :3
F :10-19
TSCA :Yes
HazardClass :6.1
PackingGroup :II
HS Code :29291090

NFPA 704:

	2
3		0
	W

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H311+H331-H314-H317-H334
Precautionary statements P261-P271-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338

Trichloroacetyl isocyanate Price More Price(10)

Brand: Sigma-Aldrich(India)
Product number: 91095
Product name : Trichloroacetyl isocyanate
Purity: purum, ≥97.0% (GC)
Packaging: 5ML
Price: ₹8995.58
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 91095
Product name : Trichloroacetyl isocyanate
Purity: purum, ≥97.0% (GC)
Packaging: 25ML
Price: ₹34921.45
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 217328
Product name : Trichloroacetyl isocyanate
Purity: 96%
Packaging: 1G
Price: ₹1558.8
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 217328
Product name : Trichloroacetyl isocyanate
Purity: 96%
Packaging: 10G
Price: ₹6917.18
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T1047
Product name : Trichloroacetyl Isocyanate
Purity:
Packaging: 1G
Price: ₹1900
Updated: 2022/05/26
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Trichloroacetyl isocyanate Chemical Properties,Usage,Production

Chemical Properties clear colorless to slightly yellow liquid
Uses 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.
Application Trichloroacetyl Isocyanate is used as an in situ derivatizing reagent for characterization of alcohols, glycols, phenols, and amines by nuclear magnetic resonance (NMR).It has been reported in the literature that it can be used for the preparation of cefuroxime axetil.
Preparation Trichloroacetyl isocyanate can be obtained by reacting 2,2,2-trichloroacetamide with oxalyl chloride.
Procedure: A reaction mixture of 2,2,2-trichloroacetamide (100 g, 616 mmol, 1.0 eq) in (COCl)2 (725 g, 5.71 mol, 500 mL, 9.28 eq) was heated to 70°C for 24 hours. The reaction mixture was concentrated under vacuum. To the mixture was added 1,2,4-trichlorobenzene (500 mL) and (COCl)2 (116 g, 914 mmol, 80 mL, 1.48 eq). The reaction mixture was stirred at 100°C for 5 hours. Heat to 125°C for 15 hours. The mixture was then heated to 140°C for 5 hours. The reaction mixture was distilled under water pump (72°C-76°C fractions) to give trichloroacetyl isocyanate (60 g, 319 mmol, 52% yield) as a colorless oil.
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.