Skip to main content

o-Chlorobenzyl bromide

ADVERTISEMENT
Identification
Molecular formula
C7H6BrCl
CAS number
89-98-5
IUPAC name
1-(bromomethyl)-2-chloro-benzene
State
State

o-Chlorobenzyl bromide is a liquid at room temperature. Its liquid state is maintained due to its relatively low melting point of -3°C, and it transitions to a vapor at its boiling point of 236°C.

Melting point (Celsius)
-3.00
Melting point (Kelvin)
270.15
Boiling point (Celsius)
236.00
Boiling point (Kelvin)
509.15
General information
Molecular weight
221.45g/mol
Molar mass
221.4510g/mol
Density
1.5480g/cm3
Appearence

o-Chlorobenzyl bromide appears as a colorless to pale yellow liquid with a pungent odor. It is often used in organic synthesis and can be sensitive to light, leading to gradual darkening. As with many halogenated compounds, it should be handled with care, using appropriate personal protective equipment to prevent skin and eye contact.

Comment on solubility

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

1-(bromomethyl)-2-chloro-benzene, also known as o-bromomethylchlorobenzene, displays distinct solubility characteristics influenced by its molecular structure and functional groups. Here are some key points regarding its solubility:

  • Nonpolar Nature: The compound is largely nonpolar due to its aromatic structure, which tends to limit its solubility in polar solvents.
  • Solubility in Organic Solvents: It is more soluble in organic solvents such as ether, benzene, and chloroform, making these suitable for applications in organic chemistry.
  • Poor Solubility in Water: Due to the lack of polar functional groups and the dominance of hydrophobic interactions, 1-(bromomethyl)-2-chloro-benzene exhibits low solubility in water.

In summary, the solubility of 1-(bromomethyl)-2-chloro-benzene can be categorized as:

  1. High in: Organic solvents (e.g., ether, benzene)
  2. Low in: Water

This solubility behavior is critical for chemists to consider during synthesis and reaction processes, as the choice of solvent can significantly affect the reactivity and outcomes of chemical reactions involving this compound.

Interesting facts

Interesting Facts about 1-(Bromomethyl)-2-chloro-benzene

1-(Bromomethyl)-2-chloro-benzene is a fascinating compound in the field of organic chemistry, showcasing the complexity and diversity of aromatic compounds. Here are some noteworthy points about this chemical:

  • Reactivity: The presence of both a bromomethyl and a chloro group in the benzene ring significantly impacts its reactivity. This compound can participate in various nucleophilic substitution reactions, making it valuable in synthetic organic chemistry.
  • Applications: Its derivatives serve as intermediates in the synthesis of pharmaceuticals, agrochemicals, and dyes. The compound is often investigated for its role in creating new materials with tailored properties.
  • Structure-Activity Relationship (SAR): Understanding how the substitution patterns influence the biological activity of benzene derivatives is crucial in medicinal chemistry. Researchers often study compounds like 1-(bromomethyl)-2-chloro-benzene to develop drugs with improved efficacy and reduced side effects.
  • Halogen Chemistry: The halogen atoms (bromine and chlorine) in this compound contribute to its unique chemical behavior. Halogens can stabilize or destabilize reaction intermediates, leading to diverse pathways in synthetic reactions.
  • Environmental Considerations: As with many halogenated compounds, 1-(bromomethyl)-2-chloro-benzene must be handled with care. Understanding its environmental impact and the fate of halogenated organic compounds in nature is essential for sustainable chemistry.

In sum, 1-(Bromomethyl)-2-chloro-benzene provides a rich ground for exploration and application in various fields. Its unique combination of substituents and structural properties makes it an important compound in both academic research and industrial applications. As scientists continue to study and utilize such compounds, the potential for innovation remains vast and exciting!

Synonyms
2-Chlorobenzyl bromide
1-(Bromomethyl)-2-chlorobenzene
o-Chlorobenzyl bromide
2chlorobenzyl bromide
ALPHA-BROMO-O-CHLOROTOLUENE
UNII-CEV23H8UV4
HSDB 2678
EINECS 210-257-2
PURSZYWBIQIANP-UHFFFAOYSA-
DTXSID40209974
.ALPHA.-BROMO-O-CHLOROTOLUENE [HSDB]
oChlorobenzyl bromide
Benzyl bromide, 2chloro
Toluene, alphabromoochloro
Benzyl bromide, 2-chloro
1(Bromomethyl)2chlorobenzene
Benzene, 1(bromomethyl)2chloro
DTXCID90132465
inchi=1/c7h6brcl/c8-5-6-3-1-2-4-7(6)9/h1-4h,5h2
purszywbiqianp-uhfffaoysa-n
611-17-6
Benzene, 1-(bromomethyl)-2-chloro-
alpha-Bromo-2-chlorotoluene
Benzyl bromide, 2-chloro-
Toluene, .alpha.-bromo-o-chloro-
CEV23H8UV4
2-chlorobenzylbromide
Toluene, alpha-bromo-o-chloro-
1-(bromomethyl)-2-chloro-benzene
MFCD00000566
0-chlorobenzyl bromide
2-chlorobenzyl-bromide
o-chloro-benzyl bromide
2-chloro benzyl bromide
a-Bromo-2-chlorotoluene
2-chlorophenylmethylbromide
2-chlorophenylmethyl bromide
SCHEMBL1821
bromomethyl-2-chloro-benzene
1-bromomethyl-2-chlorobenzene
2-Chlorobenzyl bromide, 97%
1-bromomethyl-2-chloro-benzene
Toluene, I+/--bromo-o-chloro-
1-(bromo-methyl)-2-chlorobenzene
1-(Bromomethyl)-2-chlorobenzene #
AKOS009156974
CS-W001917
PS-10049
DB-020920
NS00034573
A24598
EN300-129599
Q27275425
1-(bromomethyl)-2-chloro-benzen;alpha-bromo-o-chloro-toluen;