Isobutyl Chloroformate

Other Names:

Chloroformic acid isobutyl ester

IBCF

General Information:

Structure:

CAS Number: 543-27-1

Molecular Weight: 136.58 g/mol

Appearance: Clear colorless liquid

Melting Point: -80 C

Boiling Point: 128.8 C

Density: 1.053 g/mL at 25 C

Common Uses:

Reagent for amide coupling reactions via mixed anhydrides

Procedure excerpt:

To a solution of the SM (50.0 g, 218.0 mmol) in dry DCM (400 mL) at 0 C was added TEA (44.1 g, 437 mmol), followed by isobutyl chloroformate (596.0 g, 437.0 mmol). The reaction . . .

[full procedure]

References:

1) Patent Reference: WO2014149164, page 213, (23.7 MB)

2) www.sigmaaldrich.com: Isobutyl chloroformate (link)

3) www.alfa.com: A14692 Isobutyl chloroformate, 98% (link)

4) Pearson, A. J.; Roush, W. R.; Handbook of Reagents for Organic Synthesis; Activating Agents and Protecting Groups