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3,4-dibromotoluene

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Identification
Molecular formula
C7H6Br2
CAS number
18282-59-2
IUPAC name
1,2-dibromo-3-methyl-benzene
State
State

At room temperature, 3,4-dibromotoluene is typically in a liquid state. Its solidification can occur at lower temperatures, as indicated by its melting point.

Melting point (Celsius)
32.00
Melting point (Kelvin)
305.15
Boiling point (Celsius)
258.00
Boiling point (Kelvin)
531.15
General information
Molecular weight
235.94g/mol
Molar mass
235.9380g/mol
Density
1.7300g/cm3
Appearence

3,4-dibromotoluene appears as a colorless to pale yellow liquid. It is generally clear and its color can vary slightly due to impurities or exposure to air and light over time.

Comment on solubility

Solubility of 1,2-Dibromo-3-methyl-benzene

1,2-Dibromo-3-methyl-benzene, also known as o-bromotoluene, is an organic compound that displays interesting solubility characteristics. Its solubility in various solvents can be summarized as follows:

  • Polar solvents: 1,2-dibromo-3-methyl-benzene is generally insoluble in water due to its nonpolar aromatic structure, which does not interact favorably with polar water molecules.
  • Nonpolar solvents: It shows good solubility in nonpolar organic solvents such as hexane and benzene. This behavior is attributed to the similar intermolecular interactions found in these solvents.
  • Moderate solubility: It has limited solubility in moderately polar solvents like dichloromethane (DCM), giving it some versatility in organic reactions.

According to solubility principles, the maxim that “like dissolves like” holds true for this compound. Thus, it is essential to choose the appropriate solvent based on the specific needs of your chemical reactions or extractions.

In summary, while 1,2-dibromo-3-methyl-benzene is soluble in nonpolar and certain mildly polar solvents, its insolubility in water reflects the compound's overall hydrophobic nature, making it suitable for various organic synthesis applications.

Interesting facts

Interesting Facts about 1,2-Dibromo-3-methyl-benzene

1,2-Dibromo-3-methyl-benzene, also known as 1,2-dibromo-3-toluene, is a fascinating organic compound that falls under the category of brominated aromatic hydrocarbons. Here are some intriguing aspects to consider:

  • Bromination Effects: The presence of bromine atoms in the aromatic ring significantly alters the compound's reactivity and physical properties, making it valuable in various chemical syntheses.
  • Industrial Relevance: This compound is used as an intermediate in the production of pharmaceuticals, agrochemicals, and other valuable aromatic compounds. Its unique properties make it a versatile building block in organic chemistry.
  • Structure Matters: The positioning of substituents—specifically the methyl group and the bromine atoms—plays a crucial role in determining the compound's chemical behavior, including its reactivity and stability.
  • Environmental Considerations: Like many brominated compounds, it is important to study the environmental impact of 1,2-dibromo-3-methyl-benzene due to the potential for bioaccumulation and toxicity in aquatic ecosystems.
  • Potential in Research: This compound serves as a model for understanding electrophilic aromatic substitution reactions, and studying it can provide insights into more complex chemical behaviors observed in aromatic compounds.

As chemistry students or professionals, appreciating the complexity and utility of compounds like 1,2-dibromo-3-methyl-benzene enhances our understanding of synthetic pathways and their implications in larger chemical contexts. The ability of simple molecules to influence more complex reaction mechanisms is a remarkable aspect of organic chemistry that continues to fuel research and innovation.

Synonyms
61563-25-5
1,2-dibromo-3-methylbenzene
RefChem:1052230
2,3-dibromotoluene
1,2-dibromo-3-methyl-benzene
Benzene, 1,2-dibromo-3-methyl-
MFCD11656704
dibromotoluene
Dibromtoluol
2,3 Dibromotoluene
SCHEMBL157487
SCHEMBL456135
SCHEMBL686929
SCHEMBL2288119
SCHEMBL4061103
SCHEMBL7048025
SCHEMBL29661770
DTXSID90275104
LUIVNNXFXHFZFD-UHFFFAOYSA-N
CL8947
AKOS015951049
AS-46149
SY076490
DB-313031
CS-0136541
NS00058370
F038623