6962-92-1

Basic information

• Product Name: 4-Chlorobutyl acetate
• Synonyms: 4-Acetoxybutyl chloride;4-Chlorobutyl acetat;4-Chlorobutyl acetate,98%;1-ACETOXY-4-CHLOROBUTANE / 4-CHLOROBUTYL ACETATE;1-Chloro-4-acetoxybutane;4-Chlorbut-1-ylacetat;4-chloro-1-butanoacetate;4-Chloro-n-butyl acetate
• CAS NO: 6962-92-1
• Molecular Formula: C₆H₁₁ClO₂
• Molecular Weight: 150.6
• EINECS: 230-158-8
• Product Categories: C6 to C7;Carbonyl Compounds;Esters
• Mol File: 6962-92-1.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 92 °C22 mm Hg(lit.)
• Flash Point: 148 °F
• Appearance: clear colorless liquid
• Density: 1.072 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0146mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility: inmisceable
• BRN: 1749681
• CAS DataBase Reference: 4-Chlorobutyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorobutyl acetate(6962-92-1)
• EPA Substance Registry System: 4-Chlorobutyl acetate(6962-92-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• RIDADR: 3272
• WGK Germany: 3
• RTECS: EL1328000
• TSCA: Yes
• PackingGroup: III
• Hazardous Substances Data: 6962-92-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

4-Chlorobutyl Acetate is a reagent used in the synthesis of novel cyclic ADP ribose derivatives. Also used in the synthesis of a transient receptor potential melastatin 2 antagonist involved in insulin secretion.

Synthesis Reference(s)

Chemistry Letters, 16, p. 953, 1987The Journal of Organic Chemistry, 48, p. 751, 1983 DOI: 10.1021/jo00153a031

InChI:InChI=1/C6H11ClO2/c1-5(6(8)9)3-2-4-7/h5H,2-4H2,1H3,(H,8,9)/p-1/t5-/m1/s1

Upstream product

• 109-99-9 tetrahydrofuran 
• 108-24-7 acetic anhydride 
• 110-63-4 Butane-1,4-diol 
• 75-36-5 acetyl chloride 
• 928-51-8 4-Chloro-1-butanol 
• 123-86-4 acetic acid butyl ester 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 64-19-7 acetic acid 
• 57-13-6 urea 
• 40596-44-9 4-iodobutyl acetate 
• 35435-68-8 4-acetoxy-1-butanol 
• 7782-50-5 chlorine 
• 7646-78-8 tin(IV) chloride 
• 71-43-2 benzene 

Downstream Products

• 283594-49-0 4-(N-phenylamino)-1-butyl acetate 
• 1633-83-6 1,4-butane sultone 
• 253185-03-4 tert-butylbenzene 
• 23873-49-6 4-(ω-hydroxybutoxy)benzoic acid 
• 819051-59-7 4-(4-oxybutylacetate)benzaldehyde 
• 92584-42-4 4-(p-tert-butylphenoxy)-butyl acetate 
• 7492-40-2 4-phenylbutyl acetate 
• 411225-26-8 C₃₂H₃₉N₆O₇P 
• 726166-46-7 2,3-dihexyloxy-4-(4-acetyl-oxybutyloxy)benzaldehyde 
• 18721-62-5 4-(ethylthio)-1-butanol 
• 928-51-8 4-Chloro-1-butanol 
• 172468-38-1 4-azido-1-butylacetate 

Relevant articles and documents

Synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by ZnO

An efficient method for the synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by nano-ZnO under solvent-free condition at room temperature was described. The method is compatible with a range of ethers including tricyclic ethers, tetracyclic ethers, pentacyclic ethers and hexacyclic ethers and have afforded the products with moderate to good yields. The ZnO could be reused up to three times and the product yield after three cycles is 87%.

Synthesis, in silico study and antimicrobial activity of new piperine derivatives containing substituted δ-esters

A series of fifteen new piperine-derived diesters was synthesized through the substitution reaction between the salt of piperic acid, obtained through piperine basic hydrolysis, with the δ-chloro-esters, obtained through the cleavage of tetrahydrofuran (THF) with acyl chlorides in the presence of ZnCl2. The final compounds were obtained with yields ranging from 50 to 84% and were characterized by infrared (IR) and 1H and 13C nuclear magnetic resonance spectroscopy (NMR). The new compounds were evaluated in silico in regard to their ADME (absorption, distribution, metabolism, and excretion) properties, and in vitro for their antimicrobial activity against bacteria strains (Staphylococcus aureus and Pseudomonas aeruginosas), yeast fungi (Candida albicans and C. tropicalis) and filamentous fungi (Aspergillus fumigatus, A. flavus and A. niger). The results from the in silico studies of Lipinski's rule of five showed that most compounds present good pharmacological possibilities, and the results from in vitro antimicrobial activity showed that 8 of the 15 synthesized compounds displayed antimicrobial activity, inhibiting the growth of 40-80% of tested strains, with a minimum inhibitory concentration (MIC) interval ranging from 1024 to 256 μg mL-1