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Documenti

177989

Sigma-Aldrich

Isobutyl chloroformate

98%

Sinonimo/i:

Chloroformic acid isobutyl ester, IBCF

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About This Item

Formula condensata:
ClCO2CH2CH(CH3)2
Numero CAS:
543-27-1
Peso molecolare:
136.58
Beilstein:
956590
Numero CE:
208-840-1
Numero MDL:
MFCD00000642
Codice UNSPSC:
12352100
ID PubChem:
24850706
NACRES:
NA.22

Tensione di vapore

0.33 mmHg ( 20 °C)

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.407 (lit.)

P. eboll.

128.8 °C (lit.)

Solubilità

benzene: miscible
chloroform: miscible
diethyl ether: miscible

Densità

1.053 g/mL at 25 °C (lit.)

Stringa SMILE

CC(C)COC(Cl)=O

InChI

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

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Descrizione generale

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.

Applicazioni

  • 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).

Avvertenze

Danger

Indicazioni di pericolo

H226,H302,H314,H330

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

96.8 °F - closed cup

Punto d’infiammabilità (°C)

36 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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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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