91095

Trichloroacetyl isocyanate

purum, ≥97.0% (GC)

• Synonym(s): 2,2,2-Trichloroacetyl isocyanate, alpha,alpha,alpha-Trichloroacetyl isocyanate
• Linear Formula: Cl₃CCONCO
• CAS Number: 3019-71-4
• Molecular Weight: 188.40
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 329769998
• EC Number: 221-165-7
• Beilstein/REAXYS Number: 971201
• MDL number: MFCD00002033
• Assay: ≥97.0% (GC)
• Form: liquid

Properties

• grade: purum
• Quality Segment: 100
• assay: ≥97.0% (GC)
• form: liquid
• refractive index: n20/D 1.480
• 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

Trichloroacetyl isocyanate (TAI) is a versatile building block in organic synthesis. It is also used as an in situ derivatizing reagent for the characterization of phenols, alcohols, and amines.

Application

• One-pot synthesis of 2-acylaminobenzimidazoles: A study on the synthesis of 2-acylaminobenzimidazoles via a reaction between trichloroacetyl isocyanate and 1,2-phenylenediamine derivatives (Shajari et al., 2018).


• Cabamothioate compounds: Research on the synthesis of S-aryl (trichloroacetyl) carbamothioate from a reaction of 2-naphthalenethiol or thiophenol derivatives and trichloroacetyl isocyanate (Shajari et al., 2021).


• Chiral calyx[4]arenes: Diastereoselective synthesis of inherently chiral calyx[4]arenes via reaction of trichloroacetyl isocyanate with 1,3-dihydroxy calixarene (Boyko et al., 2016).

Other Notes

Derivatizing reagent for the structural assignment to hydroxy compounds by NMR; Used in negative ion chemical ionization mass spectrometry

Safety Information

• Pictograms: GHS06,GHS08,GHS05
• Signal Word: Danger
• Hazard Codes: 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: 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
• PPE (personal protective equipment): Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter