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140333 Aldrich

Benzyl 2,2,2-trichloroacetimidate

99%

Synonym: 2,2,2-Trichloroacetimidic acid benzyl ester

  • CAS Number 81927-55-1

  • Linear Formula CCl3C(=NH)OCH2C6H5

  • Molecular Weight 252.52

  •  Beilstein Registry Number 2525375

  •  MDL number MFCD00000805

  •  PubChem Substance ID 24848466

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Amidates/Imidates, Building Blocks, Chemical Synthesis, Nitrogen Compounds, Organic Building Blocks More...
InChI Key   HUZCTWYDQIQZPM-UHFFFAOYSA-N
assay   99%
impurities   <1% benzyl alcohol
refractive index   n20/D 1.545(lit.)
bp   106-114 °C/0.5 mmHg(lit.)
transition temp   solidification point 3-4 °C
density   1.359 g/mL at 25 °C(lit.)
storage temp.   2-8°C

Description

Packaging

5, 25 g in glass bottle

Application

Benzyl 2,2,2-trichloroacetimidate was used as reagent during the synthesis of funiculosin dimethyl ether and (S)-3-(benzyloxy)-2-methylpropanal. It was used in the acid-catalyzed benzylation of hydroxy groups.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
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, Applications, Organic synthesis

Peer-Reviewed Papers
15

References

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