5406-33-7

Basic information

• Product Name: 4-CHLOROBENZYL ACETATE
• Synonyms: Aceticacid4-chloro-benzylester;4-CHLOROBENZYL ACETATE;P-CHLOROBENZYL ACETATE;4-CHLOROBENZYL ACETATE 96%;1-(Acetoxymethyl)-4-chlorobenzene;4-Chlorobenzenemethanol acetate;Acetic acid p-chlorobenzyl ester;(4-chlorophenyl)methyl acetate
• CAS NO: 5406-33-7
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.62
• EINECS: 226-464-6
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 5406-33-7.mol
• Article Data: 135

Chemical Properties

• Boiling Point: 78-81 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.169 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0455mmHg at 25°C
• Refractive Index: n20/D 1.5200(lit.)
• CAS DataBase Reference: 4-CHLOROBENZYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROBENZYL ACETATE(5406-33-7)
• EPA Substance Registry System: 4-CHLOROBENZYL ACETATE(5406-33-7)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 5406-33-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 13, p. 501, 1983 DOI: 10.1080/00397918308081829

InChI:InChI=1/C9H9ClO2/c1-7(11)12-6-8-2-4-9(10)5-3-8/h2-5H,6H2,1H3

Upstream product

• 127-08-2 potassium acetate 
• 622-95-7 4-chlorobenzyl bromide 
• 141-78-6 ethyl acetate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 64-19-7 acetic acid 
• 106-43-4 para-chlorotoluene 
• 67-56-1 methanol 
• 127-09-3 sodium acetate 
• 1600-27-7 mercury(II) diacetate 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 104-88-1 4-chlorobenzaldehyde 
• 64-17-5 ethanol 
• 40137-41-5 (1-(4-chlorophenyl)ethylidene)hydrazine 

Downstream Products

• 64-17-5 ethanol 
• 873-76-7 para-Chlorobenzyl alcohol 
• 517920-59-1 2-[(4-chlorophenyl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 65608-83-5 N-4-chlorobenzylbenzamide 
• 104-88-1 4-chlorobenzaldehyde 
• 877-95-2 methyl-N-(benzyl-methyl)-formamide 
• 13541-03-2 N-(2-phenylethyl)-N-(4-chlorobenzyl)amine 
• 30203-87-3 1-chloro-4-(4-methylbenzyl)benzene 
• 91410-28-5 1-chloro-4-(3-methylbenzyl)benzene 
• 55676-88-5 1-chloro-4-(2-methylbenzyl)benzene 
• 7693-30-3 4-chlorobenzyl phenyl sulfide 
• 831-81-2 4-chlorophenyl(phenyl)methane 
• 55937-99-0 beclobrate 
• 130436-70-3 [2-(4-Chloro-phenyl)-ethoxy]-trimethyl-silane 

Relevant articles and documents

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.

Rhodium-Catalyzed Reductive Esterification Using Carbon Monoxide as a Reducing Agent

Carbon monoxide used to have a limited number of applications in organic chemistry, but it gradually increases its role as a mild and selective reducing agent. It can be applied for the carbon–heteroatom single bond formation via the reductive addition of hydrogen-containing nucleophiles to carbonyl compounds. In this paper, rhodium-catalyzed reductive esterification is described, and a comparative study of the rhodium and ruthenium catalysis in the reductive addition reactions is provided. Rhodium performs better on highly nucleophilic substrates and ruthenium is better for compounds with less nucleophilicity.

Synthesis of task-specific imidazolium ionic liquid as an efficient catalyst in acetylation of alcohols, phenols, and amines

Herein, we report the synthesis of task-specific amino-functionalized imidazolium ionic liquid, acetate1-(2-tert-butoxycarbonylamino-ethyl)-3-methyl-3H-imidazol-1-ium; (Boc-NH-EMIM.OAc), as an efficient catalyst for the acetylation of alcohols, phenols, and amines in the presence of acetic anhydride (acetylating reagent). Remarkably, acetic anhydride in the presence of 10?molpercent of catalyst (Boc-NH-EMIM.OAc) under solvent-free conditions showed excellent acetylation activity in shorter duration of time. On the basis of this, a general procedure for acetylation of alcohols, phenols, and amines has been developed. The ionic liquid (Boc-NH-EMIM.OAc) can be readily recovered and reused successfully up to four consecutive cycles without any significant loss of its catalytic activity. We have been able to show that this acetylating method has many advantages. It gives high yields, takes shorter time, and develops the possibility of benign environmental-friendly process.