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Benzyl 2,2,2-trichloroacetimidate, 98%

Catalog No. AAA1238706
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Catalog No. AAA1238706 Supplier Thermo Scientific Chemicals Supplier No. A1238706
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Description

CAS: 81927-55-1 | C9H8Cl3NO | 252.52 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Miscible with cyclohexane/dichloromethane.

Notes
Moisture and light sensitive. Incompatible with strong oxidizing agents and strong acids.

Chemical Identifiers

CAS 81927-55-1
Molecular Formula C9H8Cl3NO
Molecular Weight (g/mol) 252.52
MDL Number MFCD00000805
InChI Key HUZCTWYDQIQZPM-UHFFFAOYSA-N
PubChem CID 144968
IUPAC Name benzyl 2,2,2-trichloroethanimidate
SMILES ClC(Cl)(Cl)C(=N)OCC1=CC=CC=C1

Specifications

Density 1.356
Boiling Point 110°C to 114°C (0.5 mmHg)
Flash Point >110°C (230°F)
Refractive Index 1.545
Quantity 5 g
Beilstein 2525375
Sensitivity Moisture sensitive
Synonym benzyl 2,2,2-trichloroacetimidate, benzyl trichloroacetimidate, benzyltrichloroacetimidate, trichloroacetimidic acid benzyl ester, 2,2,2-trichloro-1-phenylmethoxy ethanimine, ethanimidic acid, 2,2,2-trichloro-, phenylmethyl ester, benzyl 2,2,2-trichloroethanecarboximidate, benzyl2,2,2-trichloroacetimidate, acmc-209pmn, benzyl trichloracetimidate
Solubility Information Miscible with cyclohexane/dichloromethane.
Formula Weight 252.53
Percent Purity 98%
Chemical Name or Material Benzyl 2,2,2-trichloroacetimidate
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Safety and Handling

Hazard Category H315-H319-H335
Hazard Statement GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber 617-271-1
TSCA No
Recommended Storage Keep cold; Store under Nitrogen

RUO – Research Use Only