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

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

Uses

Used in Pharmaceutical Industry:
Butyl chloroformate is used as a reactant for the preparation of Lapatinib derivatives, which are HER1/HER2 targeting antitumor drugs. These drugs play a crucial role in the treatment of various types of cancer by inhibiting the growth and proliferation of cancer cells.
Used in Chemical Synthesis:
Butyl chloroformate is utilized as an intermediate in the synthesis of various chemicals, contributing to the development of new compounds with potential applications in different industries, such as pharmaceuticals, agriculture, and materials science.

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

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

Downstream Products

• 50606-32-1 1-butyloxycarbonylpiperazine 
• 64058-38-4 2-butoxycarbonyloxy-propionic acid tetrahydrofurfuryl ester 
• 88827-91-2 7-butoxycarbonylamino-3-phenyl-coumarin 
• 17425-20-6 n-butyl p-tolylcarbamate 
• 5816-35-3 n-butyl 4-chlorophenylcarbamate 
• 108245-93-8 4-[(butoxycarbonyl)amino]benzoic acid 
• 105-99-7 adipic acid dibutyl ester 
• 99863-92-0 (pentane-1-sulfonyl)-carbamic acid butyl ester 
• 41371-14-6 3β-butyloxycarbonyloxycholestene-5 
• 31020-14-1 1-butoxycarbonyloxy-2-isobutoxycarbonylamino-benzene 
• 871883-12-4 1-ethoxycarbonyloxy-2-butoxycarbonylamino-benzene 
• 6132-58-7 carbonic acid butyl ester-(2-nitro-phenyl ester) 
• 64682-90-2 (2-hydroxy-phenyl)-carbamic acid butyl ester 

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.

In vitro radical scavenging and cytotoxic activities of novel hybrid selenocarbamates

Novel selenocyanate and diselenide derivatives containing a carbamate moiety were synthesised and evaluated in vitro to determine their cytotoxic and radical scavenging properties. Cytotoxic activity was tested against a panel of human cell lines including CCRF-CEM (lymphoblastic leukaemia), HT-29 (colon carcinoma), HTB-54 (lung carcinoma), PC-3 (prostate carcinoma), MCF-7 (breast adenocarcinoma), 184B5 (non-malignant, mammary gland derived) and BEAS-2B (non-malignant, derived from bronchial epithelium). Most of the compounds displayed high antiproliferative activity with GI50 values below 10 μM in MCF-7, CCRF-CEM and PC-3 cells. Radical scavenging properties of the new selenocompounds were confirmed testing their ability to scavenge DPPH and ABTS radicals. Based on the activity of selenium-based glutathione peroxidases (GPxs), compounds 1a, 2e and 2h were further screened for their capacity to reduce hydrogen peroxide under thiol presence. Results suggest that compound 1a mimics GPxs activity. Cytotoxic parameters, radical scavenging activity and ADME profile point to 1a as promising drug candidate.

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.

CARBONIC ACID ESTER AND MAGNETIC RECORDING MEDIUM

A carbonic acid ester is provided that is represented by the formula below and has a melting point of no greater than 0° C. (In the formula, R1 and R2 independently denote a saturated hydrocarbon group, R1 is a branched chain, and R2 is a straight or branched chain). There is also provided a magnetic recording medium that includes a non-magnetic support and, above the support, at least one magnetic layer including a ferromagnetic powder dispersed in a binder, the magnetic layer including the carbonic acid ester. Furthermore, there is provided a magnetic recording medium including a support and, above the support, a non-magnetic layer including a non-magnetic powder dispersed in a binder, and above the non-magnetic layer, at least one magnetic layer including a ferromagnetic powder dispersed in a binder, the non-magnetic layer and/or the magnetic layer including the carbonic acid ester.

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.

Process for preparing alkyl/aryl chloroformates

The present invention discloses an improved method for the preparation of alky/aryl chloroformates directly from alcohols and triphosgene. This method is simple, mild and efficient avoids use of hazardous phosgene. It can be used for the preparation of various aryl as well as alkyl chloroformates in excellent yields.

MULTIFUNCTIONAL AND BIFUNCTIONAL DITHIOCARBOXYLATE COMPOUNDS, MONOFUNCTIONAL ALKOXYCARBONYL DITHIOCARBAMATE COMPOUND, A METHOD FOR THE PREPARATION OF ALKOXYCARBONYL DITHIOCARBAMATE COMPOUNDS AS WELL AS A METHOD FOR THE PREPARATION OF MULTIBLOCK COPOLYMERS BY MEANS OF RADICAL POLYMERISATION

The present invention relates to a multifunctional dithiocarboxylate compound. The present invention furthermore relates to a bifunctional dithiocarboxylate compound. The present invention also relates to a monofunctional alkoxycarbonyl dithiocarbamate compound. The present invention further relates to a method for the synthesis of alkoxycarbonyl dithiocarbamate compounds. In addition, the present invention relates to a method for the preparation of one or more polymers by means of a radical polymerisation process, using a monofunctional, a bifunctional or a multifunctional dithiocarboxylate compound.

Tricyclic triazolobenzazepine derivatives, process for producing the same, and antiallergic

Tricyclic triazolobenzazepine derivatives in the form or a prodrug are provided. The compounds according to the present invention are those represented by formula (I) and pharmacologically acceptable salts and solvates thereof. The compounds are useful as antiallergic agents and exhibit excellent bioavailability. wherein R1 represents hydrogen, OH, alkyl or phenyl alkyl,R2, R3, R4, and R5 represent hydrogen, halogen, optionally protected hydroxyl, formyl, optionally substituted alkyl, alkenyl, alkoxy or the like, andQ represents a group selected from the following groups (i) to (iv), halogen, or alkoxy:

Imidazopyridines as pharmaceutical agents

Described herein are novel imidazopyridine derivatives of the formula I STR1 wherein R is STR2 and R1, R2, R3 and R4 are as defined in Patent Claim 1, and their salts, which exhibit antagonistic properties towards angiotensin II and can be used for the treatment of hypertension, aldosteronism, cardiac insufficiency and increased intraocular pressure, and of disorders of the central nervous system.

Heat-sensitive recording materials and phenol compounds

Heat-sensitive recording materials contain an electron-donating chromogenic compound and an electron-attracting compound. The recording materials also contain at least one compound represented by the following formula: STR1 wherein R1 and R3 mean a hydrogen atom or an alkyl, aralkyl or aryl group, R2 and R4 denote an alkyl, alkenyl, aralkyl or aryl group, X1, X2, Y1 and Y2 stand for an oxygen or a sulfur atom, and --Z1 -- and --Z2 -- are a specific aromatic group. Also provided are phenol compounds represented by the following formula: STR2 wherein R1, R2, X1 and Y1 have the same meanings as defined above; R5 and R6 are a hydrogen or halogen atom or an alkyl, alkoxy, aralkyl, aryl or hydroxyl group; p and q stand for an integer of 1-4; R5 and R6 may be either the same or different when p and q represent an integer of 2 or greater; and --Z3 -- means a specific divalent group.