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Benzyl bromide

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Identification
Molecular formula
C8H9Br
CAS number
100-39-0
IUPAC name
1-(bromomethyl)-2-methyl-benzene
State
State

Benzyl bromide is typically a liquid at room temperature.

Melting point (Celsius)
-3.00
Melting point (Kelvin)
270.00
Boiling point (Celsius)
201.00
Boiling point (Kelvin)
474.00
General information
Molecular weight
171.03g/mol
Molar mass
171.0340g/mol
Density
1.4380g/cm3
Appearence

Benzyl bromide is a colorless to slightly yellow liquid. Over time, and upon exposure to light and air, it can acquire a yellow to dark brown color due to decomposition. It may also have a pungent odor.

Comment on solubility

Solubility of 1-(bromomethyl)-2-methyl-benzene

1-(bromomethyl)-2-methyl-benzene, commonly referred to as a bromomethylated derivative of toluene, exhibits specific solubility characteristics that are intriguing from a chemical perspective.

  • Polarity: This compound contains both a bromine atom and a methyl group, affecting its overall polarity.
  • Solvent Compatibility: It tends to be more soluble in organic solvents such as:
    • Chloroform
    • Ether
    • Acetone
  • Insolubility in Water: Like many aromatic compounds, it is generally insoluble in water due to its hydrophobic nature.

In summary, the solubility of 1-(bromomethyl)-2-methyl-benzene is a reflection of its functional groups and the molecular structure. While it shows good solubility in non-polar or weakly polar solvents, its capability to dissolve in water is significantly limited. This behavior highlights the significance of molecular interactions and solvent choice in understanding solubility issues.

Interesting facts

Exploring 1-(Bromomethyl)-2-methyl-benzene

1-(Bromomethyl)-2-methyl-benzene, also known as o-bromotoluene, is a fascinating compound within the realm of organic chemistry. It embodies a rich blend of functional groups and structural features that make it a subject of interest for both chemists and chemical engineers.

Key Facts About 1-(Bromomethyl)-2-methyl-benzene:

  • Structural Significance: As an aromatic compound, it carries traits of both the benzene ring and the bromomethyl group, resulting in a versatile layout that is often utilized in synthesizing more complex molecules.
  • Reactivity: The presence of the bromine atom enhances its electrophilic character, making it a useful intermediate in various reactions, such as nucleophilic substitutions and cross-coupling reactions.
  • Industrial Applications: This compound is not just a theoretical curiosity. It's employed in the production of agrochemicals, pharmaceuticals, and dyes, demonstrating how fundamental chemistry plays a role in practical applications.
  • Isomerism: The compound is part of a broader family of bromotoluenes, possessing unique properties compared to its para- and meta-isomers. This distinct positioning has implications for its chemical behavior and functionality.
  • Safety Considerations: Like many brominated compounds, it should be handled with caution due to potential toxicity and environmental impacts. Understanding safety protocols is essential while working with such compounds in the laboratory.
  • Research Interest: Ongoing research into the properties and reactivity of 1-(Bromomethyl)-2-methyl-benzene offers insights into new synthesis pathways and better methodologies for chemical production.

In conclusion, 1-(Bromomethyl)-2-methyl-benzene stands as an intriguing compound in the landscape of organic chemistry. Its multi-faceted nature invites a deeper investigation into its reactivity and potential applications, making it a valuable topic for any chemistry enthusiast.

Synonyms
2-Methylbenzyl bromide
89-92-9
1-(Bromomethyl)-2-methylbenzene
O-XYLYL BROMIDE
alpha-Bromo-o-xylene
o-Methylbenzyl bromide
2-Xylyl bromide
2-(Bromomethyl)toluene
Benzene, 1-(bromomethyl)-2-methyl-
A-BROMO-O-XYLENE
2-Methylbenzylbromide
o-(Bromomethyl)toluene
1-(Bromomethyl)-2-Methyl-Benzene
.alpha.-Bromo-o-xylene
o-Xylene, alpha-bromo-
alpha-Bromo-ortho-xylene
NSC 60145
HSDB 2192
.alpha.-Bromo-ortho-xylene
o-Xylene, .alpha.-bromo-
EINECS 201-951-6
3NDQ4L309U
1-bromomethyl-2-methyl-benzene
NSC-60145
O-XYLYL BROMIDE [MI]
DTXSID00870422
28777-60-8
2-BROMOMETHYLTOLUENE
2-methyl benzyl bromide
UNII-3NDQ4L309U
Benzene, (bromomethyl)methyl-
o-Xylylbromid
alphaBromooxylene
2Xylyl bromide
oXylene, alphabromo
alphaBromoorthoxylene
oMethylbenzyl bromide
a-bromo-ortho-xylene
MFCD00000174
2methylbenzyl bromide
2(Bromomethyl)toluene
2-methylbenyl bromide
2-Methyl benzylbromide
2-methylphenylmethyl bromide
SCHEMBL4784
1(Bromomethyl)2methylbenzene
1-Bromomethyl-2-methylbenzene
2-Methylbenzyl bromide, 98%
o-Xylene, alpha-bromo-(8CI)
Benzene, 1(bromomethyl)2methyl
(BROMOMETHYL)METHYLBENZENE
DTXCID40818146
NSC60145
AKOS000446958
AS-40008
Benzene, 1-(bromomethyl)-2-methyl-(9CI)
DB-000159
B1004
NS00041093
A24608
Q27257752
1-(bromomethyl)-2-methyl-benzen;2-Xylyl bromide;2-xylylbromide;alpha-Bromo-ortho-xylene
201-951-6