BENZYL 2,2,2-TRICHLOROACETIMIDATE

BENZYL 2,2,2-TRICHLOROACETIMIDATE Basic information
Product Name:BENZYL 2,2,2-TRICHLOROACETIMIDATE
Synonyms:2,2,2-TRICHLOROACETIMIDIC ACID BENZYL ESTER;Benzyl 2,2,2-trichloroacetimidate, 98+%;Ethanimidic acid, 2,2,2-trichloro-, phenylmethyl ester;Benzyl 2,2,2-trichloroacetimidate, GC 99%;BENZYLPHOSPONIC ACID;Benzyl 2,2,2-trichloroethanimidoate;Benzyl trichloroacetimidate;TRICHLOROACETIMIDIC ACID BENZYL ESTER
CAS:81927-55-1
MF:C9H8Cl3NO
MW:252.52
EINECS:
Product Categories:Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry;Amidates/Imidates;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Benzene series;Organic Building Blocks
Mol File:81927-55-1.mol
BENZYL 2,2,2-TRICHLOROACETIMIDATE Structure
BENZYL 2,2,2-TRICHLOROACETIMIDATE Chemical Properties
Melting point 3 °C
Boiling point 106-114 °C0.5 mm Hg(lit.)
density 1.359 g/mL at 25 °C(lit.)
refractive index n20/D 1.545(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Miscible with cyclohexane/dichloromethane.
pka2.23±0.70(Predicted)
form Liquid
color Clear colorless to yellow
Sensitive Moisture Sensitive
BRN 2525375
Stability:Moisture Sensitive
CAS DataBase Reference81927-55-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26
WGK Germany 3
8-10-21
HS Code 29252900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
BENZYL 2,2,2-TRICHLOROACETIMIDATE Usage And Synthesis
Chemical Propertiesclear colorless to yellow liquid
UsesBenzyl 2,2,2-trichloroacetimidate is used for the acid-catalyzed benzylation of hydroxy groups.
UsesBenzyl 2,2,2-trichloroacetimidate is used for the acid-catalyzed benzylation of hydroxy groups. It acts as reagent during the synthesis of funiculosin dimethyl ether and (S)-3-(benzyloxy)-2-methylpropanal. It can also be used for mild esterification of carboxylic acids in the presence of a catalytic amount of BF3 etherate.
UsesBenzyl 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.
Purification MethodsPurify the imidate by distillation to remove up to 1% of PhCH2OH as stabiliser. A solution in hexane can be stored for up to 2 months without decomposition. It is hygroscopic and has to be stored dry. [Wessel et al. J Chem Soc, Perkin Trans 1 2247 1985, Beilstein 6 IV 2265.]
BENZYL 2,2,2-TRICHLOROACETIMIDATE Preparation Products And Raw materials
Raw materialsTrichloroacetonitrile-->Benzyl alcohol
Preparation ProductsH-THR(BZL)-OH-->1402393-56-9
2,2,2-TRICHLORO-ACETIMIDIC ACID 4-BROMO-BENZYL ESTER 6-Bromo-1-hexene 2,2-DICHLOROETHANOL 4-METHOXYBENZYL-2,2,2-TRICHLOROACETIMID& BENZYL ETHYL ETHER METHYL 2,2,2-TRICHLOROACETIMIDATE 1,1,1-Trichloroethane BENZYL 2-CHLOROETHYL ETHER 2-Chloroethyl ethyl ether Chloroform METHYL ACETIMIDATE HYDROCHLORIDE Ammonium chloride Trichloroethanol 2-(TRICHLOROMETHYL)-4H-3,1-BENZOXAZIN-4-ONE Dichloromethane ETHYL 2,2,2-TRICHLOROACETIMIDATE BENZYL 2,2,2-TRICHLOROACETIMIDATE ETHYL FORMIMIDATE HYDROCHLORIDE

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