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Benzyl chloromethyl ether

CAS No.
3587-60-8
Chemical Name:
Benzyl chloromethyl ether
Synonyms
BOM-Cl;BENZYL CHLOROMETHYL ETHER;BENZYLOXYMETHYL CHLORIDE;Chloromethyl benzyl ether;oromethyL;Benzylchloromethy;Benzylchloromethyl e;α-Chloromethoxytoluene;Benzlchloromethyl ether;Benzyylchloromethyl ether
CBNumber:
CB2130648
Molecular Formula:
C8H9ClO
Molecular Weight:
156.61
MDL Number:
MFCD00000886
MOL File:
3587-60-8.mol
MSDS File:
SDS
Last updated:2024-10-31 13:32:20

Benzyl chloromethyl ether Properties

Boiling point 102 °C/14 mmHg (lit.)
Density 1.126 g/mL at 20 °C (lit.)
refractive index n20/D 1.527
Flash point 91 °C
storage temp. 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly)
form Liquid
color Clear colorless to pale yellow
Water Solubility Soluble in water [2.7 g/L (25 C)]
BRN 1364034
Stability Moisture Sensitive, Toxic
InChIKey LADPCMZCENPFGV-UHFFFAOYSA-N
CAS DataBase Reference 3587-60-8(CAS DataBase Reference)
NIST Chemistry Reference Benzyl chloromethyl ether(3587-60-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302+H332-H315-H317-H318-H334-H335-H350-H373-H410
Precautionary statements  P273-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  T,Xn,N
Risk 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
19-21
HazardClass  6.1(b)
PackingGroup  III
HS Code  29093090
NFPA 704
2
2 0

Benzyl chloromethyl ether price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 13282 Benzyl chloromethyl ether technical, ~60% (NMR) 3587-60-8 10ml $32.22 2024-03-01 Buy
Sigma-Aldrich 13282 Benzyl chloromethyl ether technical, ~60% (NMR) 3587-60-8 50ml $156 2024-03-01 Buy
TCI Chemical B1207 Benzyl Chloromethyl Ether >90.0%(GC) 3587-60-8 25g $50 2024-03-01 Buy
TCI Chemical B1207 Benzyl Chloromethyl Ether >90.0%(GC) 3587-60-8 100g $146 2024-03-01 Buy
Alfa Aesar H60207 Benzyl chloromethyl ether, tech. 70% 3587-60-8 50ml $103.65 2024-03-01 Buy
Product number Packaging Price Buy
13282 10ml $32.22 Buy
13282 50ml $156 Buy
B1207 25g $50 Buy
B1207 100g $146 Buy
H60207 50ml $103.65 Buy

Benzyl chloromethyl ether Chemical Properties,Uses,Production

Description

Benzyl chloromethyl ether is a powerful alkylating agent and a potential carcinogen. It is also a mild lachrymator, reacting with water and alcohols to form hydrogen chloride. The process should be performed in a hood and inhalation and skin contact should be avoided.

Chemical Properties

Colorless liquid

Uses

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

Application

Benzyl chloromethyl ether is mainly used in organic chemistry as a reagent for the synthesis of various compounds and as a solvent for organic reactions. It is also used as a catalyst for the synthesis of many compounds such as pesticides, dyes and surfactants. In addition, it contributes to the manufacture of polymers such as polystyrene and polyurethane, and polymers for drug delivery systems and tissue engineering scaffolds in the pharmaceutical field.

Preparation

Benzyl chloromethyl ether is prepared from benzyl alcohol, aqueous formaldehyde and hydrogen chloride. The specific synthesis steps are as follows:
A 1-l, three-necked flask equipped with an overhead mechanical stirrer with a Teflon paddle, gas-inlet tube, thermometer, and a calcium chloride drying tube is charged with 216 g. (2.00 moles) of benzyl alcohol and 66 g. (2.20 moles as CH2O) of paraformaldehyde. The resulting mixture is maintained at 20–25° with a water bath during addition of anhydrous hydrogen chloride at a moderate rate, with stirring. After approximately 2 hours the reaction is complete, as judged by the appearance of two clear homogeneous phases. The layers are separated, and the upper layer is diluted with 800 ml. of pentane and dried over anhydrous magnesium sulfate for 3 hours at 0°, with stirring. The drying agent is removed by filtration, 2–3 g. of anhydrous calcium chloride is added to the filtrate, and the solution is concentrated on a rotary evaporator. The residual liquid, which is nearly pure benzyl chloromethyl ether, is decanted, affording 260 g. (83%) of crude product. This crude benzyl chloromethyl ether, which is suitable for use in some applications, is stored over anhydrous calcium chloride at 0° under an inert atmosphere.
If further purification is desired, just prior to use the crude material (40 g.) may be distilled at approximately 3 mm from anhydrous calcium chloride, affording very pure benzyl chloromethyl ether (35 g.), b.p. 70–71° (3 mm).

Synthesis Reference(s)

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

2749-70-4
3587-60-8
Synthesis of Benzyl chloromethyl ether from Preventol D2
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View Lastest Price from Benzyl chloromethyl ether manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Benzylchloromethyl ether pictures 2024-10-31 Benzylchloromethyl ether
3587-60-8
US $0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Benzylchloromethyl ether pictures 2024-10-25 Benzylchloromethyl ether
3587-60-8
US $100.00-32.00 / kg 1kg 0.99 5 tons per month Hebei Yanxi Chemical Co., Ltd.
 Benzylchloromethyl ether pictures 2024-10-23 Benzylchloromethyl ether
3587-60-8
US $1.00 / g 300g 99.8% 20 TONS .GZ HONESTCHEM CO.,LTD

Benzyl chloromethyl ether Spectrum

(CHLOROMETHOXYMETHYL)BENZENE Benzene, [(chloromethoxy)methyl]- (Chloromethoxymethyl)benzene, Benzyloxymethyl chloride Benzyl chloromethyl ether ,98% α-Chloromethoxytoluene Benzyl chloromethyl ether,75% Benzyl chloroMethyl ether, 75% 50GR Benzyl chloromethyl ether ,95% Benzyl chloromethyl ether CAS 3587-60-8 Benzylchloromethyl e Benzyloxymethyl Chloride (Chloromethoxymethyl)benzene Benzyl ChloroMethyl Ether (90%) Benzyl chloroMethyl ether technical, ~60% (NMR) Benzyl chloride Methyl ether Benzyl chloroMethyl ether, tech. 70% Benzyl chloromethyl ether≥ 95% (GC) oromethyL Benzyl Chloromethyl Ether > Benzylchloromethy Benzyylchloromethyl ether Benzyl chloromethyl ether(Technical 85-95%_ BENZYLOXYMETHYL CHLORIDE BENZYL CHLOROMETHYL ETHER Chloromethyl benzyl ether BOM-Cl Benzlchloromethyl ether 3587-60-8 C6H5CH2OCH2Cl Building Blocks Oxygen Compounds Organic Building Blocks Ethers Building Blocks C8 Chemical Synthesis Ethers Organic Building Blocks Oxygen Compounds