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.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Miscible with cyclohexane/dichloromethane.

form 

Liquid

pka

2.23±0.70(Predicted)

color 

Clear colorless to yellow

Sensitive 

Moisture Sensitive

BRN 

2525375

Stability:

Moisture Sensitive

CAS DataBase Reference

81927-55-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

F 

8-10-21

HS Code 

29252900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

BENZYL 2,2,2-TRICHLOROACETIMIDATE Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

Benzyl 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.

Uses

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.

Uses

Benzyl 2,2,2-trichloroacetimidate is used for the acid-catalyzed benzylation of hydroxy groups.

Purification Methods

Purify 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(81927-55-1)Related Product Information

• 2-Chloroethyl ethyl ether
• METHYL 2,2,2-TRICHLOROACETIMIDATE
• METHYL ACETIMIDATE HYDROCHLORIDE
• 6-Bromo-1-hexene
• ETHYL FORMIMIDATE HYDROCHLORIDE
• 1,1,1-Trichloroethane
• Dichloromethane
• Ammonium chloride
• BENZYL ETHYL ETHER
• 2-Chloroethanol
• BENZYL 2,2,2-TRICHLOROACETIMIDATE
• Trichloroethanol
• Chloroform
• Ethyl acetimidate hydrochloride
• Benzyl alcohol
• Benzyl methyl ether
• 2,2,2-Trichloroacetamide
• Chloroacetamide