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1,4-Dibromo-2-methylbenzene

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Identification
Molecular formula
C7H6Br2
CAS number
576-83-0
IUPAC name
1,4-dibromo-2-methyl-benzene
State
State

At room temperature, 1,4-dibromo-2-methylbenzene is in a solid state. It is a crystalline substance which makes it visually identifiable and practical for its common applications in various chemical processes.

Melting point (Celsius)
78.00
Melting point (Kelvin)
351.15
Boiling point (Celsius)
242.00
Boiling point (Kelvin)
515.15
General information
Molecular weight
249.93g/mol
Molar mass
249.9310g/mol
Density
1.8350g/cm3
Appearence

1,4-Dibromo-2-methylbenzene is typically presented as a white to off-white crystalline solid. Its physical form is crystalline, making it distinctive and easily recognizable in solid form, often used in organic synthesis.

Comment on solubility

Solubility of 1,4-Dibromo-2-methylbenzene

1,4-Dibromo-2-methylbenzene, also known as p-dibromotoluene, exhibits interesting solubility properties that are critical for its applications in various chemical processes. Understanding its solubility can help predict its behavior in different environments.

Water Solubility

This compound is generally considered to be insoluble in water. Here are some key points regarding its water solubility:

  • The presence of bromine atoms, which are large and relatively non-polar, contributes to its hydrophobic character.
  • The methyl group does add some polarity to the molecule, but this is insufficient to overcome the nonpolar effects of the bromine substituents.

Solubility in Organic Solvents

In contrast, 1,4-dibromo-2-methylbenzene is more soluble in organic solvents. This feature can be highlighted by considering:

  • It readily dissolves in solvents such as benzene, toluene, and ethyl acetate.
  • The overall structure allows for effective van der Waals interactions with the non-polar solvent molecules, enhancing solubility.

In summary, while 1,4-dibromo-2-methylbenzene shows marked insolubility in water, its higher solubility in non-polar organic solvents allows for a wide range of applications in the realm of organic synthesis and chemical research. The balance between polarity and molecular structure plays a crucial role in determining its solubility characteristics.

Interesting facts

Interesting Facts about 1,4-Dibromo-2-Methylbenzene

1,4-Dibromo-2-methylbenzene, commonly known as m-xylene dibromide, is a fascinating aromatic compound that has garnered interest in the fields of organic chemistry and industrial applications. Here are some intriguing aspects about this compound:

  • Structure and Symmetry: This compound features a unique arrangement with two bromine atoms substituting hydrogen atoms on the benzene ring at the 1 and 4 positions, while a methyl group is present at the 2 position. This arrangement contributes to the compound's interesting symmetry and reactivity.
  • Reactivity: The presence of bromine atoms makes this compound a valuable intermediate in organic synthesis. It can undergo further reactions such as substitution, which is essential for the development of more complex molecules.
  • Uses in Organic Synthesis: 1,4-Dibromo-2-methylbenzene is frequently employed as a reagent in various chemical reactions. It’s particularly useful in the preparation of agrochemicals, polymers, and pharmaceuticals, showcasing its industrial importance.
  • Research Applications: Due to its two reactive bromine sites, this compound is often utilized in materials science research, particularly in the development of new materials with tailored properties.
  • Environmental Impact: Like many brominated compounds, it is essential to study its environmental impact and biocompatibility, making research in this area highly relevant, especially in the context of sustainability.

The continuing exploration of 1,4-dibromo-2-methylbenzene is crucial for advancing both practical applications and theoretical understanding in the realm of organic chemistry.

Synonyms
2,5-DIBROMOTOLUENE
615-59-8
1,4-Dibromo-2-methylbenzene
Benzene, 1,4-dibromo-2-methyl-
Toluene, 2,5-dibromo-
3,6-dibromotoluene
2,5 Dibromotoluene
BAX67T68IK
NSC 6222
NSC-6222
EINECS 210-437-0
1,4-DIBROMOTOLUENE
DTXSID1050389
DTXCID2029406
210-437-0
MFCD00000090
2,5-DIBROMO TOLUENE
NSC6222
2,5-dibromo-toluene
UNII-BAX67T68IK
2,5-Dibromotoluene, 98%
Benzene,4-dibromo-2-methyl-
SCHEMBL177750
1,4-Dibromo-2-methylbenzene #
AKOS015888805
CS-W012652
DS-18293
SY010837
DB-053933
D2577
NS00021251
EN300-91457
Z1262253894
InChI=1/C7H6Br2/c1-5-4-6(8)2-3-7(5)9/h2-4H,1H