1,2-Dichlorobenzene[1]
IUPAC name 1,2-Dichlorobenzene
Other names ortho-Dichlorobenzene, o-Dichlorobenzene, odcb
Identifiers
CAS number	95-50-1 Y
ChemSpider	13837988 Y
UNII	6PJ93I88XL Y
KEGG	C14328 Y
ChEBI	CHEBI:35290 Y
ChEMBL	CHEMBL298461 Y
Jmol-3D images	Image 1 Image 2
SMILES c1ccc(c(c1)Cl)Cl c1ccc(c(c1)Cl)Cl
InChI InChI=1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H Y Key: RFFLAFLAYFXFSW-UHFFFAOYSA-N Y InChI=1/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H Key: RFFLAFLAYFXFSW-UHFFFAOYAE
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	External MSDS
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
Y (verify) (what is: Y/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 [edit]

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 chlorine, like all halogens, are ortho/para- directors in terms of electrophilic aromatic substitution and the 1,3- isomer is a meta- compound.

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, historically used by the United States Forest Service to combat widespread bark beetle outbreaks.^[3]

1,2-Dichlorobenzene is also used in softening and removing carbon-based contamination on metal surfaces.^[4]

See also [edit]

• Chlorobenzene
• 1,4-Dichlorobenzene

References [edit]

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. ^ www.youtube.com/watch?v=axs2jR2HC6I
4. ^ Technical Order 2J-1-13

We're sorry, but there's no news about "1,2-Dichlorobenzene" right now.