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Sigma-Aldrich

Isobutyl chloroformate

98%

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Synonym(s):
Chloroformic acid isobutyl ester, IBCF
Linear Formula:
ClCO2CH2CH(CH3)2
CAS Number:
Molecular Weight:
136.58
Beilstein:
956590
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.33 mmHg ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.407 (lit.)

bp

128.8 °C (lit.)

solubility

benzene: miscible
chloroform: miscible
diethyl ether: miscible

density

1.053 g/mL at 25 °C (lit.)

SMILES string

CC(C)COC(Cl)=O

InChI

1S/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3

InChI key

YOETUEMZNOLGDB-UHFFFAOYSA-N

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1 of 4

This Item
185892M353048.02358
Ethyl chloroformate 97%

Sigma-Aldrich

185892

Ethyl chloroformate

Methyl chloroformate 99%

Sigma-Aldrich

M35304

Methyl chloroformate

form

liquid

form

liquid

form

-

form

liquid

refractive index

n20/D 1.407 (lit.)

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.387 (lit.)

refractive index

-

bp

128.8 °C (lit.)

bp

93 °C (lit.)

bp

70-72 °C (lit.)

bp

-

solubility

benzene: miscible, chloroform: miscible, diethyl ether: miscible

solubility

alcohol: miscible, benzene: miscible, chloroform: miscible, diethyl ether: miscible, water: insoluble

solubility

-

solubility

-

density

1.053 g/mL at 25 °C (lit.)

density

1.135 g/mL at 25 °C (lit.)

density

1.223 g/mL at 25 °C (lit.)

density

1.05 g/cm3 at 20 °C

General description

Isobutyl chloroformate is used as a peptide reagent. In oligonucleotide synthesis, IBCF blocks the 5′-hydroxyl function of deoxyribosides. It also serves as condensing reagent.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

96.8 °F - closed cup

Flash Point(C)

36 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Isobutyl Chloroformate
Ray T
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Journal of Chromatography. B, Biomedical Sciences and Applications, 617, 191-191 (1993)
A new family of highly potent inhibitors of microbes: synthesis and conjugation of elastin based peptides to piperazine derivative
Suhas R, et al.
International Journal of Peptide Research and Therapeutics, 18(2), 89-98 (2012)
S Matsumura et al.
Biomedical chromatography : BMC, 9(5), 205-210 (1995-09-01)
A simple and rapid method for the determination of the 22 protein amino acids by capillary gas chromatography is described. The amino acids were converted into their N(O,S)-isobutoxycarbonyl (isoBOC) methyl ester derivatives and measured by GC with flame ionization detection
Veronika Dufková et al.
Journal of chromatography. A, 1216(49), 8659-8664 (2009-10-28)
A rapid and simple derivatization procedure has been developed for gas chromatographic determination of perfluorinated organic acids (PFCAs, C(6)-C(12)), using isobutyl chloroformate (IBCF) to convert the acids into the more volatile isobutyl esters, under catalysis by pyridine. The procedure was

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