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Benzyl chloromethyl ether

Product Name
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
Formula Weight
156.61
MOL File
3587-60-8.mol
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Benzyl chloromethyl ether Property

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
InChI
InChI=1S/C8H9ClO/c9-7-10-6-8-4-2-1-3-5-8/h1-5H,6-7H2
InChIKey
LADPCMZCENPFGV-UHFFFAOYSA-N
SMILES
C1(COCCl)=CC=CC=C1
CAS DataBase Reference
3587-60-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzyl chloromethyl ether(3587-60-8)
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Safety

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
F 
19-21
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29093090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

H350May cause cancer

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
13282
Product name
Benzyl chloromethyl ether
Purity
technical, ~60% (NMR)
Packaging
10ml
Price
$55.4
Updated
2025/07/31
Sigma-Aldrich
Product number
13282
Product name
Benzyl chloromethyl ether
Purity
technical, ~60% (NMR)
Packaging
50ml
Price
$161
Updated
2025/07/31
TCI Chemical
Product number
B1207
Product name
Benzyl Chloromethyl Ether
Purity
>90.0%(GC)
Packaging
25g
Price
$50
Updated
2025/07/31
TCI Chemical
Product number
B1207
Product name
Benzyl Chloromethyl Ether
Purity
>90.0%(GC)
Packaging
100g
Price
$146
Updated
2025/07/31
TCI Chemical
Product number
B1207
Product name
Benzyl Chloromethyl Ether
Purity
>90.0%(GC)
Packaging
500g
Price
$434
Updated
2025/07/31
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Benzyl chloromethyl ether Chemical Properties,Usage,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

Benzyl chloromethyl ether Preparation Products And Raw materials

Raw materials

Formaldehyde

Preparation Products

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Benzyl chloromethyl ether Suppliers

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View Lastest Price from Benzyl chloromethyl ether manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Benzylchloromethyl ether 3587-60-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-31
Hebei Yanxi Chemical Co., Ltd.
Product
Benzylchloromethyl ether 3587-60-8
Price
US $100.00-32.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
5 tons per month
Release date
2023-10-08
.GZ HONESTCHEM CO.,LTD
Product
Benzylchloromethyl ether 3587-60-8
Price
US $1.00/g
Min. Order
300g
Purity
99.8%
Supply Ability
20 TONS
Release date
2021-06-29

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