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Chlorobenzene

Chlorobenzene

CAS: 108-90-7

Molecular Formula: C6H5Cl

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Chlorobenzene - Names and Identifiers

Name Chlorobenzene
Synonyms MCB
U.N. 1134
PHENYL CHLORIDE
MONOCHLOROBENZENE
Mono Chloro Benzene
Chlorobenzene, Reagent
CHLOROBENZENE extrapure
CHLOROBENZENE extrapure AR
CAS 108-90-7
EINECS 203-628-5
InChI InChI=1/C6H6.ClH/c1-2-4-6-5-3-1;/h1-6H;1H/p-1

Chlorobenzene - Physico-chemical Properties

Molecular FormulaC6H5Cl
Molar Mass112.56
Density1.106 g/mL at 25 °C (lit.)
Melting Point-45 °C (lit.)
Boling Point132 °C (lit.)
Flash Point75°F
Water Solubility0.4 g/L (20 ºC)
Solubility water: soluble0.207 g/L at 20°C
Vapor Presure11.8 mm Hg ( 25 °C)
Vapor Density3.86 (vs air)
AppearanceLiquid
ColorAPHA: ≤30
OdorAlmond like odour
Exposure LimitTLV-TWA 75 ppm (~345 mg/m3) (ACGIH,MSHA, OSHA, and NIOSH); IDLH2400 ppm.
Maximum wavelength(λmax)['λ: 288 nm Amax: 1.0',
, 'λ: 290 nm Amax: 0.40',
, 'λ: 300 nm Amax: 0.05',
, 'λ: 325
Merck14,2121
BRN605632
Storage Condition2-8°C
StabilityStable. Incompatible with oxidizing agents. Flammable. Attacks some types of plastics, rubber and coatings.
Explosive Limit1.3-11%(V)
Refractive Indexn20/D 1.524(lit.)
Physical and Chemical Properties

characteristics of colorless transparent, volatile liquid, almond flavor.
boiling point 132.2 ℃
freezing point -45.6 ℃
relative density 1.1004
refractive index 1.5248
flash point 28 ℃
solubility is soluble in most organic solvents, insoluble in water.

UseUsed as dyes, pharmaceuticals, pesticides, organic synthesis intermediates and solvents

Chlorobenzene - Risk and Safety

Risk CodesR10 - Flammable
R20 - Harmful by inhalation
R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R40 - Limited evidence of a carcinogenic effect
R39/23/24/25 -
R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
R11 - Highly Flammable
Safety DescriptionS24/25 - Avoid contact with skin and eyes.
S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. 
S36/37 - Wear suitable protective clothing and gloves.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S16 - Keep away from sources of ignition.
S7 - Keep container tightly closed.
UN IDsUN 1134 3/PG 3
WGK Germany2
RTECSCZ0175000
FLUKA BRAND F CODES3-10
TSCAYes
HS Code29039190
Hazard Class3
Packing GroupIII
ToxicityLD50 orally in Rabbit: 2000 - 4000 mg/kg

Chlorobenzene - Upstream Downstream Industry

Raw MaterialsBenzene
Benzene
Chlorine
Downstream Products2,5-thiophenedicarboxylic acid
Phenyl ether
1-Chloro-3-nitrobenzene
4-Chlorothiophenol
Phenyltrichlorosilane
Bis(4-chlorophenyl) sulphone
2,6-Dinitrochlorobenzene
Profenofos

Chlorobenzene - Nature

Open Data Verified Data

colorless, transparent, volatile liquid with almond flavor. The relative density was 1. 1004; 0995; (d20)1. 1058. Boiling point 132.2 °c. Freezing point -45.6 °c. Refractive index (,zo) 5248. Flash point 28 °c. Spontaneous ignition point was 637. 78 ℃. Flammable. The explosion limit in air is 1_ 83% ~ 9.23% (volume). Soluble in most organic solvents, insoluble in water.

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

Chlorobenzene - Preparation Method

Open Data Verified Data

obtained by benzene chlorination, the process of gas phase method and liquid phase method two.

  1. liquid phase chlorination of benzene benzene and chlorine gas are continuously chlorinated under the catalysis of ferric chloride to obtain a chlorinated liquid, which is washed with water, alkali-washed, neutralized, and dried with salt. The liquid is discharged into an initial distillation column to remove benzene and tar. The crude chlorobenzene enters into the rectification column, and the finished monochlorobenzene is distilled out from the top of the column, and the materials in the column are separated into monochlorobenzene by passing through a rectification column. The hydrogen chloride released by the reaction is absorbed with water, and hydrochloric acid is by-produced. The p-dichlorobenzene and O-dichlorobenzene are recovered from the polychlorobenzene.
  2. benzene gas phase oxychlorination the mixture of benzene vapor, air and hydrogen chloride gas, having a temperature of 210 ° C., is introduced into a chlorination reactor, and the chlorination is carried out in the presence of a deacon-type catalyst (CuCl2, FeCl3 attached to alumina trihydrate). The reaction temperature was 300 ° C., the single-pass conversion rate was 10% to 1 s%, the hydrogen chloride conversion rate was 98%, and the product contained polychlorobenzene 6%.
Last Update:2022-01-01 10:40:26

Chlorobenzene - Application

Open Data Verified Data
Chlorobenzene is an intermediate in the synthesis of dyes, pharmaceuticals, and organic compounds. It is used in the manufacture of phenol, nitrochlorobenzene, aniline and insecticide DDT, and also used in the preparation of solvents and rubber additives, paints, fast drying inks and dry cleaning agents.

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

Chlorobenzene - Safety

Open Data Verified Data
  • This product has moderate toxicity, skin and mucous membrane and upper respiratory tract irritation. Inhibits the central nervous system, has an anesthetic effect. Have adverse effects on the liver, kidneys and hematopoietic system. Chronic poisoning caused by Head Pain, dizziness, lack of energy, indigestion and other symptoms. Rat oral LD50 2910mg/kg. The maximum allowable concentration in the workplace is 350mg/m3.
  • prevention and control methods: stop running, taking, dripping and leaking. Enhanced field ventilation and exhaust. The operator shall wear protective equipment to avoid direct contact with the human body. If there is contact, the operator shall wash with a large amount of water.
  • packed with a tank car or iron drum. This product is a liquid flammable material, stored in the no-fire zone, isolated from the fire source. Prevent sun exposure or storage at high temperatures.
Last Update:2022-01-01 10:40:26

Chlorobenzene - Reference Information

relative polarity 0.188
freezing point -45.6 ℃
Henry's Law Constant1.11, 1.54, 1.81, 2.80, and 3.79 at 2.0, 6.0, 10.0, 18.0, and 25.0 °C, respectively (EPICS-SPME,Dewulf et al., 1999)(x 10-3 atm?m3/mol)
LogP3 at 20℃
NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
introduction chlorobenzene, also known as chlorobenzene, is a colorless and transparent liquid. There is volatility. It smells of benzene and is slightly anesthetic. This product and air can form an explosive mixture with an explosive limit of 1.83% ~ 9.23% (volume fraction). The chlorine atoms in this product can be hydrolyzed to prepare phenol. If hydrolyzed in ammonia solution, aniline can be prepared.
application chlorobenzene can be used as an intermediate in dye, medicine, pesticide and organic synthesis. It can also be used to make phenol, nitrochlorobenzene, aniline and pesticide DDT, as well as solvents and rubber additives, paints, quick-drying inks and dry cleaning agents.
Uses Used as analytical reagents and organic solvents, and also used in organic synthesis
Chlorobenzene is used to produce pesticide varieties trichloroacillone, DDT, etc., It is also used to synthesize dyes, medicines and other organic chemical products. It is also used as a solvent for ethyl cellulose and many resins and to produce a variety of intermediates, such as p-dichlorobenzene, p-chlorobenzenesulfonic acid, 2, 4-Dinitrochlorobenzene, o-nitrochlorobenzene, p-nitrochlorobenzene, nitrophenol, etc.
solvent, manufacturing phenol, aniline, DDT, dye, etc., heat transfer medium.
Production method Chlorobenzene is directly chlorinated from benzene. This is the first industrial production method in the UK in 1909 and has been used today. There are two kinds of chlorination process: gas phase method and liquid phase method. The reaction temperature of gas phase method is 400~500 ℃, and the cost is higher than that of liquid phase method, so it has been eliminated. There are batch method and continuous method in liquid phase method. (1) The dry benzene is loaded into a chlorination reactor by a batch method, and then iron filings equivalent to 1% of the benzene amount are added as a catalyst. The chlorine gas is added at a speed that can maintain the reaction temperature at 40-60°C. Excessive temperature is beneficial to the production of polychlorinated benzene. Chlorine bubbled into benzene until the relative density of the feed liquid reached 1.280(15 ℃). The hydrogen chloride released by the reaction is washed with benzene or chlorobenzene to remove organic droplets, and then absorbed with water to obtain hydrochloric acid. Chloride material is neutralized with 10% sodium hydroxide, dried and distilled to obtain the following fractions (calculated as 100% chlorinated material): benzene and water (3%), benzene and chlorobenzene (10%), the two fractions return to the system; Chlorobenzene (75%) as a product; Chlorobenzene and dichlorobenzene (10%), high boiling matter (2%), this two fraction is used to separate ortho-and p-dichlorobenzene. The composition of chlorinated products depends on the chlorination temperature, chlorination rate, chlorination depth and catalyst used. The composition of general chlorinated products is chlorobenzene 80%, p-dichlorobenzene 15%, o-dichlorobenzene and polychlorobenzene 5%. (2) Continuous chlorination is carried out at the boiling temperature of benzene. The chlorinator is equipped with a catalyst (iron filings or anhydrous ferric chloride), and the reaction heat is carried out by gasification of benzene and a small amount of chlorobenzene. After the dry benzene is measured by the rotameter, it is added to the bottom of the chlorinator, and the measured dry chlorine gas flows into the chlorinator to react. The HCl of the reaction by-product and some benzene and chlorobenzene vapor are condensed by a graphite condenser, and then sprayed and absorbed by crude chlorobenzene in an absorption tower. When the absorption solution contains benzene up to 32% ~ 36%, it is mixed with acidic chlorination solution to neutralize the process, and the gas is absorbed into 31% by-product hydrochloric acid. The acidic chlorination solution flowing out of the chlorinator is washed with water, neutralized with lye to remove the residual acid and ferric chloride, and then passed through the salt dryer, preheated to a certain temperature, then added to the crude distillation tower, and removed from the top of the tower Benzene. The crude chlorobenzene of the tower kettle is continuously added to the rectification tower to obtain chlorobenzene from the top of the tower, and the residual liquid of the tower kettle is intermittently released to recover the dichlorobenzene.
It is obtained by chlorination of benzene, and its process is divided into gas phase method and liquid phase method. 1. Benzene liquid phase chlorination method Benzene and chlorine gas are continuously chlorinated under the catalysis of ferric chloride to obtain chlorination solution. After water washing, alkali washing, neutralization, salt drying, it enters the primary distillation tower to remove benzene and tar. Crude chlorobenzene into the distillation column, the top of the column distillates a chlorobenzene finished product, the tower kettle material and then through a distillation column to separate the chlorobenzene. The hydrogen chloride released by the reaction is absorbed with water, and the by-product hydrochloric acid and polychlorobenzene are recovered to obtain p-dichlorobenzene and o-dichlorobenzene. 2. Benzene gas phase oxychlorination Benzene vapor, air, hydrogen chloride gas mixture temperature 210 ℃, into the chlorination reactor, in the presence of Deacon type catalyst (CuCl2 FeCl3 attached to aluminum oxide) chlorination. The reaction temperature is 300 ℃, the one-way conversion rate is 10%-15%, the conversion rate of hydrogen chloride is 98%, and the product contains 6% polychlorobenzene.
category flammable liquid
toxicity classification poisoning
acute toxicity oral-rat LD50: 1100 mg/kg; Oral-mouse LD50: 2300 mg/kg
explosive hazard characteristics when mixed with air and heated, open flame can explode
flammability hazard characteristics flammability in case of open flame, high temperature and oxidant; toxic chloride smoke produced by combustion
storage and transportation characteristics warehouse ventilation and low temperature drying; separate from oxidant
fire extinguishing agent dry powder, carbon dioxide, foam, 1211 fire extinguishing agent
occupational standard TWA 350 mg/m3; STEL 525 mg/m3
spontaneous combustion temperature 590°C
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
immediate life-threatening and health concentration 1,000 ppm
Last Update:2024-04-09 21:11:58
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View History
Chlorobenzene
1012-72-2
Raw Materials for Chlorobenzene
Benzene
Benzene
Chlorine
Downstream Products for Chlorobenzene
2,5-thiophenedicarboxylic acid
1-Chloro-3-nitrobenzene
Bis(4-chlorophenyl) sulphone
2,6-Dinitrochlorobenzene
Profenofos
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