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1,2-DICHLOROBENZENE

1,2-Dichlorobenzene or orthodichlorobenzene (ODCB), is an organic compound with the formula C6H4Cl2.
1,2-Dichlorobenzene is poorly soluble in water but miscible with most organic solvents.
1,2-Dichlorobenzene is a derivative of benzene, consisting of two adjacent chlorine atoms.

CAS Number: 95-50-1
EC Number: 202-425-9
IUPAC Name: 1,2-Dichlorobenzene
Chemical Formula: C6H4Cl2

Other names: 1,2-DICHLOROBENZENE, o-Dichlorobenzene, 95-50-1, ortho-Dichlorobenzene, o-Dichlorbenzol, 2-Dichlorobenzene, Chloroben, Dilantin DB, ODCB, Benzene, 1,2-dichloro-, o-Dichlorobenzol, Orthodichlorobenzol, Cloroben, Termitkil, Dizeneo-Dichlorbenzene, Dowtherm E, Orthodichlorobenzene, Special termite fluid, Benzene, o-dichloro-, Dilatin DB, 1,2-Dichlorbenzene, Dichlorobenzene, o-, NCI-C54944, 1,2 dichlorobenzene, o-DCB, 1,2-Dichloro-Benzene, UNII-6PJ93I88XL, NSC 60644, MFCD00000535, ODB, o-Dichlor benzol, DICHLOROBENZENE MIXTURE, 6PJ93I88XL, Chloroden, CHEBI:35290, 1, 2-Dichlorobenzene, NCGC00090825-01, DSSTox_CID_430, DSSTox_RID_75581, DSSTox_GSID_20430, Caswell No. 301, 1,2-Dichlorobenzene, 99%, pure, Dichlorobenzenes, CAS-95-50-1, 1,2-Dichlorobenzene, 99+%, for HPLC, Dichlorobenzene, ortho, liquid, CCRIS 1360, HSDB 521, 1,2-Dichlorobenzene, 99+%, for spectroscopy, EINECS 202-425-9, UN1591, 1,2-Dichlorobenzene, 98+%, Extra Dry, AcroSeal(R), RCRA waste no. U070, EPA Pesticide Chemical Code 059401, 1,2-Dichlorobenzene (o-dichlorobenzene), o-dichlorobezene, AI3-00053, 0-dichlorobenzene, o-Dichlrorobenzene, o-dichloro benzen, o-dichloro-benzene, 1,2-dichlorobenzen, ortho dichlorobenzene, 1,2-dichiorobenzene, 1.2-dichlorobenzene, 2,3-dichlorobenzene, 3,4-dichlorobenzene, Benzene,2-dichloro-, Dichlorobenzene, ortho, O-CHLOROBENZENE, 1 ,2-dichlorobenzene, 1, 2 dichlorobenzen, 1,2-dichlor-obenzene, 1,2-dichloro benzene, 1,2-Di-chlorobenzene, PubChem16667, 1,3-Cyclohexadien-5-yne, 1,2-dichloro-, DOWTHERM(R) E, WLN: GR BG, ACMC-209rz4, 1,2-bis(chloranyl)benzene, EC 202-425-9, SCHEMBL5190BENZENE,1,2-DICHLORO, BIDD:ER0678, ORTHO DI CHLORO BENZENE, CHEMBL298461, PARAGOS 530105, DTXSID6020430, TIMTEC-BB SBB040881, 1-Bromo-3,5-dichlorobenzene-d3, LABOTEST-BB LTBB002095, ZINC388506, BCP08071, NSC60644, AKOS BBS-00004357, Tox21_111030, Tox21_202157, Tox21_300046, 1-Bromo-3,5-dichlorobenzene-[d3], ANW-40526, NSC-60644, SBB040881, STL283948, 1,2-Dichlorobenzene, LR, >=98%, AKOS000120142, 1,2-Dichlorobenzene, anhydrous, 99%, AM87481, AS00250, DB13963, GF-0116, MCULE-4275292262, UN 1591, 1,2-Dichlorobenzene, for HPLC, 99%, NCGC00090825-02, NCGC00090825-03NCGC00253914-01, NCGC00259706-01, 1,2-dichlorobenzene ortho-dichlorobenzene, 1,3-Cyclohexadien-5-yne,1,2-dichloro-, 24634-92-2, 95-50-125321-22-6(mixedisomers), DB-045754, 1,2-Dichlorobenzene, ReagentPlus(R), 99%, D1116, FT-0606382, FT-0606383, S0668, ST50214478, 1,2-Dichlorobenzene, for synthesis, 99.0, o-Dichlorobenzene [UN1591] [Keep away from food], 1,2-Dichlorobenzene, PESTANAL(R), analytical standard, F1908-0113, UNII-F56X88UAJQ component RFFLAFLAYFXFSW-UHFFFAOYSA-N, 1,2-Dichlorobenzene solution, certified reference material, 200 mug/mL in methanol, 1,2-Dichlorobenzene solution, certified reference material, 5000 mug/mL in methanol, 1,2-Dichlorobenzene solution, NMR reference standard, 1% in acetone-d6 (99.9 atom % D), NMR tube size 3 mm x 8 in., 1,2-Dichlorobenzene solution, NMR reference standard, 5% in acetone-d6 (99.9 atom % D), NMR tube size 5 mm x 8 in., 1219803-83-4, YAN

1,2-Dichlorobenzene is mainly used as a precursor chemical in the synthesis of agrochemicals, as a preferred solvent for dissolving and working with fullerenes, as an insecticide, and in softening and removing carbon-based contamination on metal surfaces.

Production and uses
1,2-Dichlorobenzene is obtained as a side-product of the production of chlorobenzene:
C6H5Cl + Cl2 → C6H4Cl2 + HCl

The reaction also affords the 1,4- and small amounts of the 1,3-isomer.
The 1,4- isomer is preferred over the 1,2- isomer due to steric hindrance.
The 1,3- isomer is uncommon because 1,2-Dichlorobenzene is a meta- compound, while chlorine, like all halogens, is an ortho/para- director in terms of electrophilic aromatic substitution.

1,2-Dichlorobenzene is mainly used as a precursor to 1,2-dichloro-4-nitrobenzene, an intermediate in the synthesis of agrochemicals.
In terms of niche applications, 1,2-dichlorobenzene is a versatile, high-boiling solvent.
1,2-Dichlorobenzene is a preferred solvent for dissolving and working with fullerenes.
1,2-Dichlorobenzene is an insecticide for termites and locust borers, historically used by the United States Forest Service to combat widespread bark beetle outbreaks.

1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.

1,2-dichlorobenzene is a dichlorobenzene carrying chloro substituents at positions 1 and 2. 1,2-Dichlorobenzene has a role as a hepatotoxic agent and a metabolite.

1,2-Dichlorobenzene, also named ortho-dichlorobenzene, is an organic compound.
1,2-Dichlorobenzene is a non-polar colorless liquid that is miscible in most organic solvents.
This derivative of benzene differs from the parent compound by the presence of two adjacent chlorine atoms.
1,2-dichlorobenzene is used as a precursor for agrochemicals, as a solvent for fullerenes, as an insecticide and as an agent to remove carbon-based contamination from metal.

O-dichlorobenzene appears as a clear colorless liquid with a pleasant odor.
Denser than water and insoluble in water. Flash point 150°F.
Toxic by inhalation and ingestion. Used to make other chemicals, solvents, fumigants and insecticides and for many other uses.

Use and Manufacturing
Household & Commercial/Institutional Products
Auto Products
Hobby/Craft
Inside the Home

Solvent for waxes, gums, resins, tars, rubbers, oils, asphalts, insecticide for termites and locust borers

Removing sulfur from illuminating gas; as intermed in mfr of dyes; as heat transfer medium

General Manufacturing Information
Industry Processing Sectors
All other basic organic chemical manufacturing
Paint and coating manufacturing
Plastic material and resin manufacturing
Printing ink manufacturing
Synthetic dye and pigment manufacturing

1,2-Dichlorobenzene may be used as a starting material in the synthesis of (phenyl)[2-(trimethylsilyl)phenyl]iodonium triflates and 1,2-dibutylbenzene.

1,2-Dichlorobenzene is widely used as a precursor to prepare 1,2-dichloro-4-nitrobenzene, which is an intermediate in the synthesis of agrochemicals.
1,2-Dichlorobenzene acts as a solvent for fullerenes.
1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.
1,2-Dichlorobenzene also used as food preservative, motor oil additive, lubricant and paint.

Biological Role(s):
hepatotoxic agent
A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

1,2-Dichlorobenzene, or orthodichlorobenzene (ODCB), is an organic compound with the formula C6H4Cl2.
This colourless liquid is poorly soluble in water but miscible with most organic solvents.
1,2-Dichlorobenzene is a derivative of benzene, consisting of two adjacent chlorine centers.

Occurrence/Use
Solvent, degreasing agent, insecticide, deodorizing agent; intermediate in production of chemicals, herbicides, and dyes; a byproduct of chlorobenzene production

1,2-Dichlorobenzene, or ortho-dichlorobenzene, is an organic compound used primarily as a high-boiling solvent.
1,2-Dichlorobenzene is a benzene derivative with two chlorine atoms substituted at adjacent positions.
1,2-Dichlorobenzene is a colorless liquid that is insoluble in water, but is miscible with ethanol, diethyl ether and benzene.

1,2-Dichlorobenzene is used as a solvent for waxes, gums, resins, tars, rubbers, and oils.
1,2-Dichlorobenzene is a preferred solvent in some chemical reactions involving fullerenes.
1,2-Dichlorobenzene is also used as a degreasing agent for metals, leather and wool.

1,2-Dichlorobenzene is an insecticide for termites and locust borers.

A chemical structure of a molecule includes the arrangement of atoms and the chemical bonds that hold the atoms together.
The 1,2-DICHLOROBENZENE molecule contains a total of 12 bond(s) There are 8 non-H bond(s), 6 multiple bond(s), 6 aromatic bond(s) and 1 six-membered ring(s).
Images of the chemical structure of 1,2-DICHLOROBENZENE are given below:

General Description
A clear colorless liquid with a pleasant odor.
Denser than water and insoluble in water.
Flash point 150°F.
Toxic by inhalation and ingestion.
Used to make other chemicals, solvents, fumigants and insecticides and for many other uses.

Starting from nitrobenzene show a stepwise synthesis of 1,3-dichlorobenzene.

Chemical Properties
1,2-Dichlorobenzene (DCB, o-Dichlorobenzene, ODB, Orthodichlorobenzene), C6H4Cl2, is a colorless to pale yellow liquid with a pleasant aromatic odor.
1,2-Dichlorobenzene is a combustible liquid and can form explosive mixtures with air at or above 151°F.
Combustion and thermal decomposition products include hydrogen chloride gas, phosgene and chloro-carbons.

Its flammable (explosive) limits are as follows: Lower 2.2%, Upper 9.2%.
Physical properties
Clear, colorless to pale yellow liquid with a pleasant, aromatic, grassy or vegetable-type odor.
At 40 °C, the lowest concentration at which an odor was detected was 200 μg/L. At 25 °C, the lowest concentration at which a taste was detected was 200 μg/L (Young et al., 1996).
A detection odor threshold concentration of 4.2 mg/m3 (699 ppbv) was reported by Punter (1983).

Uses
Organic synthesis (primarily 3,4- dichloroaniline); solvent; insecticide; dye manufacture
1,2-Dichlorobenzene is used as a solvent; asa fumigant; as an insecticide for termites;as a degreasing agent for metals, wool, andleather; and as a heat transfer medium.

Solvent for waxes, gums, resins, tars, rubbers, oils, asphalts; insecticide for termites and locust borers; fumigant; deodorizer; removing sulfur from illuminating gas; as degreasing agent for metals, leather, wool; as ingredient of metal polishes; as heat transfer medium; as intermediate in the manufacture of dyes.

Production Methods
Dichlorobenzenes are primarily produced by the chlorination of benzene in the presence of a catalyst (FeCl3 or AlCl3) although there are other possible synthetic routes.
The two commercially important isomers are the ortho- and para-dichlorobenzenes.

Purification Methods
Contaminants may include the p-isomer and trichlorobenzene.
1,2-Dichlorobenzene should be shaken with conc or fuming H2SO4, washed with water, dried with CaCl2, and distilled from CaH2 or sodium in a glass-packed column.
Low conductivity material (ca 10-10 mhos) has been obtained by refluxing with P2O5, fractionally distilling and passing it through a column packed with silica gel or activated alumina: it is stored in a dry-box under N2 or with activated alumina.

About 1,2-Dichlorobenzene
Helpful information
1,2-Dichlorobenzene is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 to < 100 000 tonnes per annum.
1,2-Dichlorobenzene is used in formulation or re-packing, at industrial sites and in manufacturing.

Formulation or re-packing
1,2-Dichlorobenzene is used in the following products: heat transfer fluids and pH regulators and water treatment products.
Release to the environment of 1,2-Dichlorobenzene can occur from industrial use: formulation of mixtures.

Uses at industry
1,2-Dichlorobenzene is used in the following products: pH regulators and water treatment products, laboratory chemicals and heat transfer fluids.
1,2-Dichlorobenzene has an industrial use resulting in manufacture of another substance (use of intermediates).

1,2-Dichlorobenzene is used for the manufacture of: chemicals.
Release to the environment of 1,2-Dichlorobenzene can occur from industrial use: in processing aids at industrial sites, as an intermediate step in further manufacturing of another substance (use of intermediates) and of substances in closed systems with minimal release.
Manufacture
Release to the environment of 1,2-Dichlorobenzene can occur from industrial use: manufacturing of the substance.

1,2-Dichlorobenzene, also called o-dichlorobenzene (o-DCB), is an organic compound with the formula C6H4Cl2.
1,2-Dichlorobenzene is used primarily as an insecticidal fumigant against moths, as a space deodorizer, as a general insecticide and fungicide on crops, and as a chemical intermediate for dyes, pharmaceuticals and other organic compounds.
According to Gen Consulting Company, global 1,2-dichlorobenzene market is projected to grow at a CAGR of 5.8% during the forecast period 2020-2026.
Growing potential for 1,2-dichlorobenzene in industry is the chief contributor for the growth of the market.

By Application:
Agrochemicals
Pharmaceuticals
Dyes
Processing Solvents
Miscellaneous

Stability
Stable, but possibly light sensitive.
Combustible.
Incompatible with oxidizing agents, aluminium, aluminium alloys. Attacks some rubbers and plastics.

1,2-Dichlorobenzene Application
Used as an intermediate for pesticides and pharmaceuticals
1,2-Dichlorobenzene Storage
keep low-temperature and keep drying

Application
As antirust agent, degreasing agent, remove metal surface coating without corroding metal
1,2-Dichlorobenzene is also used in the manufacture of pesticides,paint solvent,dye intermediate and so on.

1,2-Dichlorobenzene is a colourless liquid There are three isomeric forms of dichlorobenzene (DCB): m-DCB is a flammable liquid and vapor.