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Bromotoluene

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Identification
Molecular formula
C7H7Br
CAS number
591-17-3 (ortho), 591-18-4 (meta), 106-38-7 (para)
IUPAC name
1-bromo-2-methyl-benzene;1-bromo-3-methyl-benzene;1-bromo-4-methyl-benzene
State
State

Bromotoluene is a liquid at room temperature.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
184.00
Boiling point (Kelvin)
457.15
General information
Molecular weight
171.03g/mol
Molar mass
171.0340g/mol
Density
1.3850g/cm3
Appearence

Bromotoluene is a clear colorless to pale yellow liquid at room temperature. It has an aromatic odor characteristic of halogenated aromatic hydrocarbons.

Comment on solubility

Solubility of Bromo-Methylbenzenes

The solubility of the bromo-methylbenzene compounds, specifically 1-bromo-2-methyl-benzene, 1-bromo-3-methyl-benzene, and 1-bromo-4-methyl-benzene, can vary based on their molecular structures and the interactions they exhibit in different solvents.

Factors Influencing Solubility

When considering the solubility of these compounds, several factors can be taken into account:

  • Molecular Structure: The presence of bromine and methyl groups can influence how these molecules interact with solvents.
  • Polarity: These compounds are generally non-polar due to their hydrocarbon chain, which makes them more soluble in organic solvents than in polar solvents like water.
  • Temperature: As with many organic compounds, their solubility may increase with temperature.

In general, it can be summarized that:

  • The solubility of these bromo-methylbenzenes in water is typically quite low due to their hydrophobic nature.
  • They are more soluble in non-polar organic solvents such as hexane, benzene, or chloroform.

To quote a popular adage in chemistry, "Like dissolves like." This emphasizes how similar polarities between solutes and solvents play a crucial role in determining solubility.

In conclusion, while 1-bromo-2-methyl-benzene, 1-bromo-3-methyl-benzene, and 1-bromo-4-methyl-benzene might not be soluble in water, they serve as excellent examples of compounds that demonstrate the principles of solubility in organic chemistry.

Interesting facts

Interesting Facts about Bromotoluene Isomers

Bromotoluene isomers, including 1-bromo-2-methyl-benzene, 1-bromo-3-methyl-benzene, and 1-bromo-4-methyl-benzene, are fascinating compounds in the world of organic chemistry. Here are some intriguing aspects about these isomers:

  • Substitution Patterns: The three isomers differ in their substitution patterns on the benzene ring. The numbers indicate the position of the bromo group in relation to the methyl group, leading to distinct chemical properties and reactivities.
  • Applications: These compounds have found their niche in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. They can serve as intermediates in chemical reactions, exemplifying the importance of functional groups in organic synthesis.
  • Reactivity: The reactivity of these bromotoluene isomers can vary due to the difference in steric hindrance and electronic effects. For instance, 1-bromo-3-methyl-benzene may exhibit different reactivity compared to its ortho and para counterparts because of the positioning of the substituents.
  • Environmental Impact: As with many halogenated compounds, the environmental impact of bromotoluenes is an area of study. Understanding their reactivity and breakdown in natural processes is critical in assessing their ecological footprint.
  • Toxicity Considerations: While essential for industrial applications, bromotoluene isomers can pose toxicity issues. Safety protocols are necessary when handling these compounds, making it critical to understand their health implications.

As a student or scientist, exploring bromotoluene isomers offers a glimpse into the complexities of organic chemistry and the subtle relationships between molecular structure and function. Their unique characteristics underscore the significance of position in substitution reactions and their varied applications in the chemical industry.