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177989

Sigma-Aldrich

Isobutyl chloroformate

98%

Sinônimo(s):

Chloroformic acid isobutyl ester, IBCF

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About This Item

Fórmula linear:
ClCO2CH2CH(CH3)2
Número CAS:
543-27-1
Peso molecular:
136.58
Beilstein:
956590
Número CE:
208-840-1
Número MDL:
MFCD00000642
Código UNSPSC:
12352100
ID de substância PubChem:
24850706
NACRES:
NA.22

pressão de vapor

0.33 mmHg ( 20 °C)

Ensaio

98%

forma

liquid

índice de refração

n20/D 1.407 (lit.)

pb

128.8 °C (lit.)

solubilidade

benzene: miscible
chloroform: miscible
diethyl ether: miscible

densidade

1.053 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

CC(C)COC(Cl)=O

InChI

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

chave InChI

YOETUEMZNOLGDB-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

  • Preparation of a volatile derivative of taurine and application to gas chromatographic determination of urinary taurine.: Demonstrates the utility of isobutyl chloroformate in preparing volatile derivatives of taurine for gas chromatographic analysis, offering a methodological advancement in clinical biochemistry (Masuoka et al., 1989).
  • Quinazoline antifolates inhibiting thymidylate synthase: synthesis of four oligo(L-gamma-glutamyl) conjugates of N10-propargyl-5,8-dideazafolic acid and their enzyme inhibition.: This article investigates the synthesis and biological activity of quinazoline antifolates, using techniques including isobutyl chloroformate, relevant in medicinal chemistry and drug development (Pawelczak et al., 1989).
  • Coupling of peptides to protein carriers by mixed anhydride procedure.: Discusses a novel technique using isobutyl chloroformate for peptide coupling to proteins, useful in bioconjugate chemistry and vaccine development (Samokhin & Filimonov, 1985).
  • Folate analogues altered in the C9-N10 bridge region. 18. Synthesis and antitumor evaluation of 11-oxahomoaminopterin and related compounds.: Investigates the role of isobutyl chloroformate in synthesizing folate analogues for cancer research, showing its importance in therapeutic chemistry (Nair et al., 1981).

Palavra indicadora

Danger

Frases de perigo

H226,H302,H314,H330

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

96.8 °F - closed cup

Ponto de fulgor (°C)

36 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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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)
J Wang et al.
Journal of chromatography. A, 663(1), 71-78 (1994-03-04)
The one-step ethyl chloroformate derivatization of amino acids in an aqueous medium is extended with the use of a variety of alkyl chloroformate reagents. This provides a new and convenient procedure for preparing esters with different alkoxy groups. A new
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
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