[A12387] CAS 81927-55-1 | Benzyl 2,2,2-trichloroacetimidate, 98%

CAS : 81927-55-1
MDL : MFCD00000805
EINECS : 617-271-1

Other name :

2,2,2-Trichloroacetimidic acid benzyl ester

Chemical Properties

Formula : C9H8Cl3NO
Formula weight : 252.53
Boiling Point : 110-114°/0.5mm
Flash point : >110°(230°F)
Density : 1.356
Refractive Index : 1.5450
Sensitivity : Keep Cold. Moisture Sensitive. Store under Nitrogen.
Form : Liquid
Solubility : Miscible with cyclohexane/dichloromethane.

Literature References

Mild, selective benzylating agent. Formation of benzyl ethers from alcohols at room temperature is catalyzed by triflic acid; isopropylidene and benzylidene protecting groups are unaffected: J. Chem. Soc., Perkin 1., 2247 (1985). TMS triflate has also been recommended as a catalyst, avoiding racemization of sensitive substrates: Tetrahedron, 43, 1619 (1993). For use in the preparation of benzyl ethers of ß-hydroxy esters, see: Synthesis, 568 (1987). The reagent can also be used for mild esterification of carboxylic acids in the presence of a catalytic amount of BF3 etherate: Synthesis, 168 (1997). For conversion of N-Boc groups to N-Cbz, catalyzed by triflic acid, see: J. Org. Chem., 55, 5170 (1990). See also Appendix 6.

Notes

Moisture and light sensitive. Incompatible with strong oxidizing agents and strong acids.Other References:Beilstein: 2525375

Grade Specifications

Grade Specifications

Hazard Statements : H315-H319-H335Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements : P261-P305+P351+P338-P302+P352-P321-P405-P501aAvoid breathing dust/fume/gas/mist/vapours/spray.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.IF ON SKIN: Wash with plenty of soap and water.Specific treatment (see label).Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.