177989

Isobutyl chloroformate

98%

• Synonym(s): Chloroformic acid isobutyl ester, IBCF
• Linear Formula: ClCO₂CH₂CH(CH₃)₂
• CAS Number: 543-27-1
• Molecular Weight: 136.58
• Beilstein: 956590
• EC Number: 208-840-1
• MDL number: MFCD00000642
• UNSPSC Code: 12352100
• PubChem Substance ID: 24850706
• NACRES: NA.22

Properties

• 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.)
• functional group: chloro
• 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

Description

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.

Application

• 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).

Safety Information

• Pictograms: GHS02,GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H226,H302,H314,H330
• Precautionary Statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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