592-34-7

Basic information

• Product Name: Butyl chloroformate
• Synonyms: N-BUTYL CHLOROFORMATE;Butoxycarbonyl chloride;Butyl chloridocarbonate;Butyl chlorocarbonate;carbonochloridicacid,butylester;carbonochloridicacidbutylester;Formic acid, chloro-, butyl ester;BUTYL CHLOROCARBOXYLATE
• CAS NO: 592-34-7
• Molecular Formula: C₅H₉ClO₂
• Molecular Weight: 136.58
• EINECS: 209-750-5
• Product Categories: Pharmaceutical Intermediates;CHLOROFORMATES;Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 592-34-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: -70 °C
• Boiling Point: 142 °C(lit.)
• Flash Point: 77 °F
• Appearance: Clear/Liquid
• Density: 1.074 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.42 psi ( 20 °C)
• Refractive Index: n20/D 1.412(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: DECOMPOSES
• Sensitive: Moisture Sensitive
• BRN: 605635
• CAS DataBase Reference: Butyl chloroformate(CAS DataBase Reference)
• NIST Chemistry Reference: Butyl chloroformate(592-34-7)
• EPA Substance Registry System: Butyl chloroformate(592-34-7)

Safety Data

• Hazard Codes: T
• Statements: 10-23-34
• Safety Statements: 26-36-45
• RIDADR: UN 2743 6.1/PG 2
• WGK Germany: 1
• F: 10-19
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 592-34-7(Hazardous Substances Data)

Usage

Chemical Properties

clear liquid

Uses

Butyl Chloroformate is a reactant in the preparation of Lapatinib derivatives as HER1/HER2 targeting antitumor drugs.

General Description

A colorless liquid. Flash point near 70°F. Very toxic by inhalation. Denser than water. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Decomposes exothermically in water to give hydrochloric acid and organic acids.

Reactivity Profile

Butyl chloroformate is incompatible with bases (including amines), with water, with strong oxidizing agents, with alcohols. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Health Hazard

Inhalation of vapor irritates nose and throat and can cause delayed pulmonary edema. Liquid irritates eyes and causes severe skin burns and irreversible skin damage if allowed to remain. Can cause blindness. Ingestion causes burns of mouth and stomach.

Flammability and Explosibility

Flammable

InChI:InChI=1/C5H9ClO2/c1-2-3-4-8-5(6)7/h2-4H2,1H3

Upstream product

• 67-66-3 chloroform 
• 71-36-3 butan-1-ol 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 
• 542-52-9 Dibutyl carbonate 

Downstream Products

• 88827-91-2 7-butoxycarbonylamino-3-phenyl-coumarin 
• 108245-93-8 4-[(butoxycarbonyl)amino]benzoic acid 
• 66717-64-4 Carbonic acid butyl ester 2,2,2-trichloro-1-(3,4-dichloro-phenyl)-ethyl ester 
• 190447-79-1 methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine 
• 190446-72-1 (S)-2-Butoxycarbonylamino-3-{2-[3-(4-carbamimidoyl-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester 
• 871883-12-4 1-ethoxycarbonyloxy-2-butoxycarbonylamino-benzene 
• 15171-64-9 n-Butyl phenoxycarbamate 
• 91096-48-9 C₁₈H₂₃ClN₄O₄S 

Relevant articles and documents

Photo-on-Demand Synthesis of Chloroformates with a Chloroform Solution Containing an Alcohol and Its One-Pot Conversion to Carbonates and Carbamates

Chloroformates are key reagents for synthesizing carbonates and carbamates. The present study reports a novel photo-on-demand in situ synthesis of chloroformates with a CHCl3 solution containing a primary alkyl alcohol. It further allowed the one-pot synthesis of carbonates and carbamates through subsequent addition of alcohols or amines, respectively.

Identification, synthesis, and strategy for the reduction of potential impurities observed in dabigatran etexilate mesylate processes

Synthetic impurities that are present in dabigatran etexilate mesylate were studied, and possible pathways by which these impurities are formed during the manufacturing process were examined. The impurities were monitored by high-performance liquid chromatography, and their structures were determined by mass spectrometry and 1H and 13C NMR. Potential causes for the formation of these impurities are discussed, and strategies to minimize their formation are also described.

NOVEL DITHIOLOPYRROLONES AND THEIR THERAPEUTICAL APPLICATIONS

The present invention provides novel dithiolopyrrolone compounds and their salts, which promote production of white blood cells and are useful as prevention and treatments for microbial infections such as HIV infection and blood disorders such as neutropenia and other related diseases. The present invention also provides therapeutic compositions comprising particularly useful types of dithiolopyrrolones, the salts thereof, and methods and use in the manufacture of a medication for treatment of diseases.