1,2-Dichlorobenzene

1,2-Dichlorobenzene
1,2-Dichlorobenzene[1]
Identifiers
CAS number 95-50-1 YesY
ChemSpider 13837988 YesY
UNII 6PJ93I88XL YesY
KEGG C14328 YesY
ChEBI CHEBI:35290 YesY
ChEMBL CHEMBL298461 N
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C6H4Cl2
Molar mass 147.01 g/mol
Density 1.30 g/cm³
Melting point

-17.03 °C, 256 K, 1 °F

Boiling point

180.5 °C, 454 K, 357 °F

Hazards
MSDS http://www.sigmaaldrich.com/catalog/DisplayMSDSContent.do
Ingestion hazard Toxic if swallowed
Inhalation hazard Causes respiratory tract irritation
Eye hazard Causes eye irritation
Skin hazard Causes skin irritation
Flash point 66 °C
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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. It is a derivative of benzene, consisting of two adjacent chlorine centers.

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.

It is mainly used as a precursor to 1,2-dichloro-4-nitrobenzene, an intermediate in the synthesis of agrochemicals.[2] In terms of niche applications, 1,2-dichlorobenzene is a versatile, high-boiling solvent. It is a preferred solvent for dissolving and working with fullerenes. It is an insecticide for termites and locust borers.[citation needed]

1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.[3]

See also

References

  1. ^ Merck Index, 11th Edition, 3044
  2. ^ Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.
  3. ^ Technical Order 2J-1-13

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Look at other dictionaries:

  • Dichlorobenzène — Général No CAS 25321 22 6 No EINEC …   Wikipédia en Français

  • dichlorobenzène — ● dichlorobenzène nom masculin Dérivé dichloré du benzène C6H4Cl2. (L isomère ortho est utilisé comme solvant des résines et du caoutchouc ; l isomère para comme antimite.) …   Encyclopédie Universelle

  • Dichlorobenzene — There are three distinct chemical compounds which are dichlorobenzenes: 1,2 Dichlorobenzene or ortho dichlorobenzene; 1,3 Dichlorobenzene or meta dichlorobenzene; 1,4 Dichlorobenzene or para dichlorobenzene. This disambiguation page lists… …   Wikipedia

  • dichlorobenzene — /duy klawr euh ben zeen, ben zeen , klohr /, n. Chem. any of three isomers consisting of benzene in which two of the hydrogen atoms are replaced by chlorine atoms: ortho , meta , and paradichlorobenzene. [DI 1 + CHLORO 2 + BENZENE] * * * ▪… …   Universalium

  • dichlorobenzene — noun Date: 1873 any of three isomeric compounds C6H4Cl2; especially paradichlorobenzene …   New Collegiate Dictionary

  • dichlorobenzene — noun Either of three isomeric derivatives of benzene in which two hydrogen atoms have been replaced by chlorine; they are used as solvents and in organic synthesis …   Wiktionary

  • dichlorobenzene — An insecticide used chiefly as a moth repellent. * * * di·chlo·ro·ben·zene (.)dī .klōr ə ben .zēn, .klȯr , (.)ben n any of three isomeric benzene derivatives C6H4Cl2 (as paradichlorobenzene) that differ in the relative placements of the two… …   Medical dictionary

  • dichlorobenzene — di·chlo·ro·benzene …   English syllables

  • dichlorobenzene — /ˌdaɪklɔroʊˈbɛnzin/ (say .duyklawroh benzeen) noun → paradichlorobenzene …   Australian-English dictionary

  • dichlorobenzene — “+ noun Etymology: International Scientific Vocabulary dichlor + benzene : any of three isomeric compounds C6H4Cl2 made by chlorinating benzene: as a. : orthodichlorobenzene b …   Useful english dictionary

  • 1,4-Dichlorobenzene — IUPAC n …   Wikipedia

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