Benzyl 2,2,2-trichloroacetimidate

• Catalog No.: A12387
• CAS Number: 81927-55-1
• M. F.: C9H8Cl3NO
• M. W.: 252.52492
• Purity: 98%

SYNONYMS

• Title: 2,2,2-三氯乙亚氨酸苄酯
• IUPAC name: benzyl 2,2,2-trichloroethanecarboximidate
• IUPAC Traditional name: benzyl 2,2,2-trichloroethanecarboximidate
• Synonyms: 2,2,2-Trichloroacetimidic acid benzyl ester

DATABASE IDS

• MDL Number: MFCD00000805
• CAS Number: 81927-55-1
• Beilstein Number: 2525375

PROPERTIES

• Purity: 98%
• Boiling Point: 110-114°C/0.5mm
• Density: 1.356
• Flash Point: >110°C(230°F)
• Refractive Index: 1.5450
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 否

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 ?-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.