3587-60-8

Basic information

• Product Name: Benzylchloromethyl ether
• Synonyms: (CHLOROMETHOXYMETHYL)BENZENE;BENZYLOXYMETHYL CHLORIDE;BENZYL CHLOROMETHYL ETHER;Benzene, [(chloromethoxy)methyl]-;(Chloromethoxymethyl)benzene, Benzyloxymethyl chloride;Chloromethyl benzyl ether;Benzyl chloromethyl ether ,98%;α-Chloromethoxytoluene
• CAS NO: 3587-60-8
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.61
• EINECS: 252-527-2
• Product Categories: Building Blocks;C8;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 3587-60-8.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 102 °C14 mm Hg(lit.)
• Flash Point: 91 °C
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.126 g/mL at 20 °C(lit.)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.527
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in water [2.7 g/L (25 C)]
• BRN: 1364034
• CAS DataBase Reference: Benzylchloromethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Benzylchloromethyl ether(3587-60-8)
• EPA Substance Registry System: Benzylchloromethyl ether(3587-60-8)

Safety Data

• Hazard Codes: T,Xn,N
• Statements: 45-22-23-37/38-41-48/22-36/37/38-20/21/22-50-43
• Safety Statements: 53-26-39-45-36/37/39-36-61
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• F: 19-21
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 3587-60-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Uses

Benzyl chloromethyl ether is employed in the introduction of benzoyloxy- and hydroxymethyl groups.

Synthesis Reference(s)

Synthesis, p. 762, 1983 DOI: 10.1055/s-1983-30506

InChI:InChI=1/C16H16Cl2O/c17-15(11-13-7-3-1-4-8-13)19-16(18)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12H2

Upstream product

• 50-00-0 formaldehyd 
• 100-51-6 benzyl alcohol 
• 110-88-3 1,3,5-Trioxan 
• 31600-55-2 benzyl methoxymethyl ether 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 538-86-3 benzyl methyl ether 
• 56-23-5 tetrachloromethane 
• 7782-50-5 chlorine 
• 52132-66-8 Benzyl-methylthiomethylether 
• 20194-18-7 sodium phenyl-methanolate 

Downstream Products

• 2749-70-4 bis(benzyloxy)methane 
• 838-66-4 2-O-benzyl-1-phenylethane-1,2-diol 
• 35037-03-7 Methyl 2-benzyloxymethoxybenzoat 
• 112805-28-4 1-Benzyloxymethyl-pyridinium; chloride 
• 112805-31-9 1-Benzyloxymethyl-3,5-dimethyl-pyridinium; chloride 
• 123795-19-7 1-Benzyloxymethyl-3-ethyl-pyridinium; chloride 
• 102147-57-9 N-benzyloxymethylmaleimide 
• 92527-69-0 1-Benzyloxy-4-phenylbutan-2-ol 
• 112821-97-3 2-Benzyloxymethyl-isoquinolinium; chloride 
• 110627-15-1 (2S,5R,6R)-6-(2,2-Dimethyl-5-oxo-4-phenyl-imidazolidin-1-yl)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyloxymethyl ester 
• 87233-12-3 1-Benzyloxylmethyl-3,4-dimethylpyrrol-2-carbaldehyd 
• 107114-21-6 4-benzyloxy-3-methylbut-1-yne 
• 92527-66-7 1-Benzyloxy-5-chloro-2-methylpentan-2-ol 
• 103594-88-3 2-(benzyloxy)methoxy-5-chloropyrimidine 

Relevant articles and documents

Development of Acidic Imidazolium Ionic Liquids for Activation of Kraft Lignin by Controlled Oxidation: Comprehensive Evaluation and Practical Utility

A novel, eco-friendly method for the activation of lignin by controlled oxidation was studied. The results obtained for six acidic imidazolium ionic liquids containing the hydrogen sulfate anion were compared. The key goal of this research was to increase the content of carbonyl groups in the lignin structure because these may play the main role in the transport of protons and electrons in active materials for electrochemical applications. By means of a variety of analytical techniques (FTIR, 13C CP/MAS NMR, and X-ray photoelectron spectroscopy; selected reactions to determine the presence of carbonyl groups; SEM; zeta-potential analysis; thermogravimetric analysis/differential thermogravimetric analysis; and porous structure analysis), it was determined that the product obtained after treatment with 3-cyclohexyloxymethy-1-methylimidazolium hydrogen sulfate had favorable properties, in terms of the target application. Electrochemical tests proved that the obtained materials could be used as anodes in lithium batteries. The results show that the activation of lignin with ionic liquids can increase its capacity and maintain stability.

New compound for sequencing by synthesis

The present invention provides deoxynucleoside tri - or tetraphosphate comprising a 3' nitrate and a detectable label covalently bound to the oxygen atom of a oxymethyl or oxyallyl or oxypropargyl substitution of a nucleobase. Such compounds provide new possibilities for future Sequencing by Synthesis technologies.

6-Benzoyl-3-hydroxypyrimidine-2,4-diones as dual inhibitors of HIV reverse transcriptase and integrase

N-3-Hydroxylation of pyrimidine-2,4-diones was recently found to yield inhibitors of both HIV-1 reverse transcriptase (RT) and integrase (IN). An extended series of analogues featuring a benzoyl group at the C-6 position of the pyrimidine ring was synthesized. Through biochemical studies it was found that these new analogues are dually active against both RT and IN in low micromolar range. Antiviral assays confirmed that these new inhibitors are active against HIV-1 in cell culture at nanomolar to low micromolar range, further validating 3-hydroxypyrimidine-2,4-diones as a viable scaffold for antiviral development.