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(4-chlorophenyl)methylchloride

4-Chlorobenzyl chloride

CAS: 104-83-6

Molecular Formula: C7H6Cl2

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(4-chlorophenyl)methylchloride - Names and Identifiers

Name 4-Chlorobenzyl chloride
Synonyms PCBC
a13-14884
4-Dichlorotoluene
,4-Dichlorotoluene
chlorobenzylchlorides
4-CHLOROBENZYL CHLORIDE
4-Chlorobenzyl chloride
p,alpha-dichloro-toluen
4,ALPHA-DICHLOROTOLUENE
p,alpha-Dichlorotoluene
alpha,4-Dichlorotoluene
P-CHLOROBENZYL CHLORIDE
p-chlorobenzyl chloride
para chlorobenzyl chloride
(4-chlorophenyl)methylchloride
1-chloro-4-(chloromethyl)-benzen
1-chloro-4-(chloromethyl)-benzene
1-CHLORO-4-(CHLOROMETHYL)-BENZENE
Benzene,1-chloro-4-(chloromethyl)-
CAS 104-83-6
EINECS 203-242-7
InChI InChI=1/C7H6Cl2/c8-5-6-1-3-7(9)4-2-6/h1-4H,5H2

(4-chlorophenyl)methylchloride - Physico-chemical Properties

Molecular FormulaC7H6Cl2
Molar Mass161.03
Density1.26
Melting Point27-29 °C (lit.)
Boling Point216-222 °C (lit.)
Flash Point208°F
Water Solubilityinsoluble
Solubility insoluble
Vapor Presure0.147mmHg at 25°C
AppearanceCrystalline Low Melting Solid
Specific Gravity1.26
ColorColorless to white
BRN471558
Storage ConditionStore at RT.
SensitiveLachrymatory
Refractive Index1.5575
Physical and Chemical Properties

character needle-like crystal.
melting point 29 ℃
boiling point 222 ℃
flash point 97 ℃
solubility: soluble in ether, acetic acid, carbon disulfide and benzene; Soluble in cold ethanol.

UseUsed in the pharmaceutical industry, also used as an intermediate of pesticide pyrethroid

(4-chlorophenyl)methylchloride - Risk and Safety

Risk CodesR34 - Causes burns
R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R43 - May cause sensitization by skin contact
R22 - Harmful if swallowed
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S29 - Do not empty into drains.
S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. 
S36/37 - Wear suitable protective clothing and gloves.
UN IDsUN 3427 6.1/PG 3
WGK Germany2
RTECSXT0720000
FLUKA BRAND F CODES19-21
TSCAYes
HS Code29049090
Hazard NoteCorrosive/Lachrymatory
Hazard Class6.1
Packing GroupIII

(4-chlorophenyl)methylchloride - Upstream Downstream Industry

Raw Materials4-Chlorotoluene
Chlorine
Downstream ProductsPaclobutrazol

(4-chlorophenyl)methylchloride - Nature

Open Data Verified Data

needle Crystal, melting point 29 C, boiling point 222 C (214 C decomposition). Flash point 97 degrees Celsius. Sublimation, soluble in ether, acetic acid, carbon disulfide and benzene, soluble in cold ethanol. Freezing point 31 ℃, relative density 1. 270~1.280. Soluble in ethanol, ether and acetone, insoluble in water.

Last Update:2025-06-10 22:55:16

(4-chlorophenyl)methylchloride - Preparation Method

Open Data Verified Data
  1. benzyl chloride low-temperature chlorination method the above chlorination reaction is carried out in the presence of sulfur and iron powder. The ratio of sulfur to iron powder is 9:1, the reaction temperature is 15~17 ℃, and the chlorination is finished when the density of the reaction liquid phase is increased to 1.22. The crude product obtained was distilled under reduced pressure to obtain a finished product with a yield (based on benzyl chloride) of 80.8% and a content of 94.4%.
  2. p-chlorotoluene high temperature chlorination method: firstly, P-chlorotoluene is put into the reactor, and the chlorine is slowly passed through at 100 ℃, then the temperature is raised to about 115 ℃, and then the obtained crude p-chlorobenzyl chloride is washed with water and distilled under reduced pressure, collect 110~120 C (97. 325kPa) fraction is the finished product.
  3. chlorobenzene method in addition, P-chlorotoluene is obtained by light chlorination under the catalysis of azobisisobutyronitrile.
Last Update:2022-01-01 10:41:07

(4-chlorophenyl)methylchloride - Application

Open Data Verified Data

This product is a raw material for organic synthesis, which can be used for the manufacture of p-chlorobenzyl alcohol, p-chlorobenzaldehyde, p-chlorophenylacetonitrile, p-chlorobenzoic acid, etc. The pharmaceutical industry is used for the preparation of pyrimethamine, etc., in addition, there are applications in the dye industry.

Last Update:2025-08-19 16:24:40

(4-chlorophenyl)methylchloride - Safety

Open Data Verified Data
  • This product is toxic, eye, mucosal irritation, can tear. To avoid direct contact with the human body during operation, the equipment must be sealed. The operator should wear protective gear.
  • sealed packaging in plastic barrel. Store in a cool, ventilated and dry place. According to the provisions of toxic substances storage and transportation.
Last Update:2025-06-10 22:55:16

(4-chlorophenyl)methylchloride - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
use used in the pharmaceutical industry, and also used as an intermediate for pesticides to kill pyrethroids
p-chlorobenzyl is the preparation of fenvalerate, The intermediates of valerate, methrin, paclobutrazol, etc. are used in the pharmaceutical industry to make pyrimethamine. 4-Chlorobenzyl chloride is a benzyl chloride derivative used to prepare various bioactive compounds, such as bronchodilators and antibacterial agents.
Organic synthesis intermediates. It can be used to make p-chlorobenzyl alcohol, p-chlorobenzaldehyde, p-chlorobenzene acetonitrile, p-chlorobenzoic acid, etc. The pharmaceutical industry is used to make pyrimethamine, etc. In addition, it is also used in the dye industry. The condensation of p-chlorobenzyl and pyridine hydrochloride can obtain 2-(p-chlorobenzyl) pyridine,([4350-41-8]). This product is also used in the production of acaricide chlorosicide, and is also the raw material for killing permethrin.
Production method 1. Chlorobenzyl chlorination The chlorination reaction is carried out in the presence of sulfur and iron powder. When the ratio of sulfur to iron powder is 9:1, the reaction temperature is 15-17 ℃, and the relative density of the reaction liquid phase increases to 1.22, the chlorination ends. The crude product is distilled under reduced pressure to obtain the finished product, the yield (calculated as chlorobenzyl) is 80.8%, and the content is 94.4%. 2. The p-chlorotoluene high-temperature chlorination method first puts p-chlorotoluene into the reactor, starts to slowly pass chlorination at 100 ℃, and then the temperature rises to about 115 ℃ to wash the crude p-chlorobenzyl chloride product, distillate under reduced pressure, and collect 110-120 ℃(97.325kPa) fractions as the finished product. 3. By the reaction of chlorobenzene with hydrogen chloride, paraformaldehyde, etc., chlorobenzene, paraformaldehyde, phosphoric acid, zinc chloride are mixed, and hydrogen chloride is introduced for reaction. The temperature is 40-45 ℃, and the reaction time is about 2h. Then it is extracted with benzene, neutralized with sodium carbonate, dried and purified to obtain the finished product. In addition, p-chlorotoluene is obtained by light chlorination under the catalysis of azobisisobutyronitrile.
The preparation method can be chlorinated with p-chlorotoluene, thioyl chloride and benzoyl peroxide as catalysts, the reaction temperature is 85 ℃, the reaction is stirred for 2 hours, and the post-treatment can be carried out to obtain p-chlorobenzyl chloride. You can also use p-chlorotoluene to heat to 100 ℃, use ultraviolet radiation for photachlorination, the reaction temperature is 135~140 ℃, the quantitative chlorine gas is introduced, the reaction time is about 5h, the water layer is distilled under reduced pressure, the 126~148 ℃/8~13.3kPa crude fraction is collected, and then the 80~84 ℃/160Pa fraction is collected as p-chlorobenzyl chloride, the yield is 87%. In addition, p-chlorotoluene can also be used as a raw material, azobisisobutyronitrile is added to an inert solvent as a catalyst, and chlorine is used for chlorination under reflux. After the reaction is over, the solvent is evaporated, and then the product is distilled under reduced pressure. Benzyl chloride.
category toxic substances
toxicity classification poisoning
acute toxicity rats-LD50 not reported: 1075 mg/kg; Mice-LD50 not reported: 1156 mg/kg
Explosive hazard characteristics Explosive when mixed with air
flammability hazard characteristics open flame is combustible; it decomposes toxic chloride and nitrogen oxide gas when heated; it emits chloride poison mist when exposed to water
storage and transportation characteristics warehouse ventilation and low temperature drying; Separate storage and transportation from water-containing items
fire extinguishing agent carbon dioxide, foam, dry powder
occupational standard STEL 0.5 mg/m3
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 20:49:11
(4-chlorophenyl)methylchloride
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View History
(4-chlorophenyl)methylchloride
2380-63-4
SM-164
126567-38-2
Raw Materials for (4-chlorophenyl)methylchloride
4-Chlorotoluene
Chlorine
Downstream Products for (4-chlorophenyl)methylchloride
Paclobutrazol
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