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1,2-Dibromobenzene

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Identification
Molecular formula
C6H4Br2
CAS number
583-53-9
IUPAC name
1,2-dibromobenzene
State
State

At room temperature, 1,2-dibromobenzene is a liquid. It does not solidify until cooled significantly below room temperature due to its relatively low melting point.

Melting point (Celsius)
-17.00
Melting point (Kelvin)
256.15
Boiling point (Celsius)
224.10
Boiling point (Kelvin)
497.25
General information
Molecular weight
235.90g/mol
Molar mass
235.9040g/mol
Density
1.8880g/cm3
Appearence

1,2-Dibromobenzene is typically a colorless liquid. However, impurities or contact with air can give it a yellowish tint over time. It is often recognized by its aromatic odor, characteristic of halogenated benzenes.

Comment on solubility

Solubility of 1,2-Dibromobenzene

1,2-Dibromobenzene, with the chemical formula C6H4Br2, is known for its unique solubility characteristics. Typically, this compound exhibits the following solubility behavior:

  • Solvent Compatibility: 1,2-dibromobenzene is commonly soluble in organic solvents such as ethers, alcohols, and aromatic hydrocarbons.
  • Water Solubility: It is poorly soluble in water, primarily due to its non-polar aromatic structure, which hinders effective interaction with polar water molecules.
  • Temperature Effects: Solubility can also be influenced by temperature, often increasing with rising temperatures in organic solvents.

As highlighted, the solubility of 1,2-dibromobenzene is largely dictated by its molecular structure, which is typical for halogenated aromatic compounds. Moreover, to emphasize, while it finds good solubility in non-polar solvents, it is often described as "insoluble" in water, showcasing the principles of like dissolving like.

In summary, understanding the solubility of 1,2-dibromobenzene is crucial for applications in organic chemistry and industrial processes, as it impacts its reactivity and usage in various chemical environments.

Interesting facts

Interesting Facts about 1,2-Dibromobenzene

1,2-Dibromobenzene, a member of the halogenated aromatic compounds, is an intriguing chemical with a variety of applications and properties. Here are some notable aspects:

  • Structure and Isomerism: This compound belongs to the class of dibromobenzenes, which feature two bromine atoms substituted on a benzene ring. Its specific arrangement results in the ortho isomer, characterized by bromine atoms occupying adjacent carbon atoms. This is particularly interesting because the structural isomers—1,3-dibromobenzene (meta) and 1,4-dibromobenzene (para)—display varying physical and chemical properties.
  • Applications in Research: 1,2-Dibromobenzene is an important building block in organic synthesis. It is used in the preparation of various intermediates in pharmaceuticals and agrochemicals, exemplifying how structure can influence reactivity and functionality.
  • Environmental Considerations: Although it has valuable uses, 1,2-dibromobenzene is also a compound that raises environmental concerns. As a halogenated compound, it can be persistent in the environment and potentially toxic to aquatic life, drawing the attention of chemical safety regulators.
  • Physical Properties: The compound exhibits interesting properties such as its ability to dissolve in organic solvents while being less soluble in water, which highlights its hydrophobic nature due to the presence of bromine atoms.
  • Potential Hazards: Given its structure, it is essential to handle 1,2-dibromobenzene with care, as it poses health risks such as skin and eye irritation upon contact, and inhalation of its vapors can be harmful.

In summary, 1,2-dibromobenzene encapsulates the dual nature of many chemical compounds, offering both utility and challenges. Its significance in organic synthesis coupled with its environmental and safety considerations makes it a fascinating subject of study in the realm of organic chemistry.

Synonyms
1,2-DIBROMOBENZENE
o-Dibromobenzene
Benzene, 1,2-dibromo-
ortho-Dibromobenzene
EINECS 209-507-3
UNII-52K9W7U6EH
NSC 60643
UN2711
52K9W7U6EH
CHEBI:37152
AI3-10009
NSC-60643
BENZENE,1,2-DIBROMO
DTXSID0022064
Benzene, odibromo
1,2dibromobenzene
Benzene, 1,2dibromo
Benzene, odibromo (8CI)
DTXCID602064
inchi=1/c6h4br2/c7-5-3-1-2-4-6(5)8/h1-4
wqonpsccexuxtq-uhfffaoysa-n
583-53-9
DIBROMOBENZENE
Benzene, o-dibromo-
26249-12-7
1,2-dibromo-benzene
MFCD00000057
Benzene, dibromo-
EINECS 247-544-7
UNII-Q5L1S3J96A
1,2 dibromobenzene
1,6-dibromobenzene
Benzene,2-dibromo-
1,2-bis(bromanyl)benzene
SCHEMBL29314
1,2-Dibromobenzene, 98%
Q5L1S3J96A
CHEMBL1797135
NSC60643
AKOS000121579
AS-12663
BP-13423
DB-003850
D0168
NS00033910
EN300-21129
1,2-Dibromobenzene, purum, >=97.0% (GC)
Dibromobenzene [UN2711] [Flammable liquid]
A831844
Q27117050