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364789 Sigma-Aldrich

tert-Butyl 2,2,2-trichloroacetimidate

96%

Synonym: TBTA

  • CAS Number 98946-18-0

  • Linear Formula CCl3C(=NH)OC(CH3)3

  • Molecular Weight 218.51

  •  Beilstein Registry Number 1770049

  •  MDL number MFCD00077410

  •  PubChem Substance ID 24862454

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Properties

Related Categories Amidates/Imidates, Building Blocks, Chemical Synthesis, Nitrogen Compounds - Organic Building Blocks, Organic Building Blocks More...
InChI Key   CQXDYHPBXDZWBA-UHFFFAOYSA-N
assay   96%
refractive index   n20/D 1.456(lit.)
bp   65 °C/11 mmHg(lit.)
mp   21 °C (lit.)
density   1.221 g/mL at 25 °C(lit.)
storage temp.   2-8°C

Description

Packaging

5, 25 g in glass bottle

Application

tert-Butyl 2,2,2-trichloroacetimidate may be used in the synthesis of N-α-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-serine, caged building block. It may be used in the conversion of alcohols and carboxylic acids to their respective ethers and esters.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
131 °F
Flash Point(C) 
55 °C

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Protocols & Articles

Articles

Trichloroacetimidate Reagents

As described previously, trichloroacetimidates are also commonly employed as alcohol alkylation reagents, particularly when existing functionality is not acid sensitive.1 Recent applications of allyl...
Aldrich ChemFiles 2007, 7.3, 4.
Keywords: Alkylations, Organic synthesis

Peer-Reviewed Papers
15

References

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