Skip to main content

Benzyl chloride

ADVERTISEMENT
Identification
Molecular formula
C7H7Cl2
CAS number
100-44-7
IUPAC name
1-chloro-2-(chloromethyl)benzene
State
State

At room temperature, benzyl chloride is a liquid.

Melting point (Celsius)
-39.50
Melting point (Kelvin)
233.65
Boiling point (Celsius)
179.30
Boiling point (Kelvin)
452.45
General information
Molecular weight
126.59g/mol
Molar mass
126.5860g/mol
Density
1.1003g/cm3
Appearence

Benzyl chloride is a colorless liquid that can sometimes appear with a faint yellowish tinge. It has a pungent, irritating odor. As a liquid, it is heavier than water.

Comment on solubility

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

The solubility of 1-chloro-2-(chloromethyl)benzene, also known as a chlorinated aromatic hydrocarbon, is primarily influenced by its molecular structure and the presence of polar functional groups. Here are some key points regarding its solubility:

  • Solvent Affinity: Due to its chlorinated nature, 1-chloro-2-(chloromethyl)benzene is generally more soluble in non-polar solvents, such as organic solvents like ethers and hydrocarbons.
  • Polar vs. Non-Polar: This compound exhibits low solubility in water, a polar solvent, because of the relatively hydrophobic character contributed by the aromatic ring and the chloromethyl groups.
  • Temperature Dependence: Like many organic compounds, its solubility can change with temperature. Increased temperatures typically enhance solubility in organic solvents.
  • Practical Applications: Understanding this solubility is crucial in various fields, including environmental science and organic synthesis, where solubility influences reaction rates and product formation.

As a rule, it can be stated that, “compounds with greater polar character exhibit higher solubility in polar solvents.” In contrast, 1-chloro-2-(chloromethyl)benzene's chlorinated structure tends to favor higher solubility in non-polar media.

Interesting facts

Interesting Facts about 1-Chloro-2-(chloromethyl)benzene

1-Chloro-2-(chloromethyl)benzene, a noteworthy compound in the field of organic chemistry, offers a variety of intriguing aspects for scientists and chemistry enthusiasts. Here are some compelling highlights:

  • Substituted Aromatic Compound: This compound is classified as a substituted aromatic hydrocarbon, which means it possesses a benzene ring substituted with two different chlorine groups. The chloromethyl and chloro groups can significantly influence the compound's reactivity and properties.
  • Reactivity and Applications: 1-Chloro-2-(chloromethyl)benzene is often used as an intermediate in the synthesis of more complex organic molecules. Its reactivity enables it to participate in nucleophilic substitution reactions, making it valuable in pharmaceuticals and agrochemicals.
  • Regiospecificity: The positioning of the chloromethyl (-CH2Cl) group relative to the chloro (-Cl) group is chemically significant. This arrangement can lead to distinct chemical behaviors and is essential when considering substitution patterns in organic reactions.
  • Environmental Impact: Like many chlorinated compounds, it’s important to handle 1-chloro-2-(chloromethyl)benzene with care, as chlorinated aromatic compounds can pose environmental and health risks. Ongoing research is focused on understanding their biological effects and how to mitigate potential hazards.
  • Synthesis Routes: There are multiple routes for synthesizing 1-chloro-2-(chloromethyl)benzene. One method involves the chloromethylation of toluene, which highlights the utility of existing aromatic compounds in generating valuable intermediates.

As we delve deeper into the world of organic compounds, understanding substances like 1-chloro-2-(chloromethyl)benzene plays a critical role in both academic research and practical applications in various industries, making it an essential part of the chemical sciences.

Synonyms
2-Chlorobenzyl chloride
1-Chloro-2-(chloromethyl)benzene
611-19-8
o-Chlorobenzyl chloride
alpha,2-Dichlorotoluene
2-Chlorobenzylchloride
Benzene, 1-chloro-2-(chloromethyl)-
alpha,o-Dichlorotoluene
Toluene, o,.alpha.-dichloro-
.alpha.,o-Dichlorotoluene
o,.alpha.-Dichlorotoluene
Ortho-alpha-dichlorotoluene
.alpha.,2-Dichlorotoluene
NSC 8446
ortho-Chlorobenzyl chloride
Toluene, alpha,o-dichloro-
Toluene, o,alpha-dichloro-
EINECS 210-258-8
H58DI83RMD
BRN 0471700
DTXSID3027241
AI3-14885
NSC-8446
DTXCID707241
EC 210-258-8
TOLUENE, .ALPHA.,2-DICHLORO-
UN2235
alpha, 2Dichlortoluol
o,alpha-dichlorotoluene
o, alphaDichlorotoluene
alpha, 2Dichlorotolueno
Toluene, alpha,odichloro
Toluene, o,alphadichloro
alpha, 2-Dichlorotoluene
1Chloro2(chloromethyl)benzene
Benzene, 1chloro2(chloromethyl)
Toluene, alpha,odichloro (8CI)
Toluene, alpha,o-dichloro-(8CI)
TOLUENE, ALPHA,2-DICHLORO-
210-258-8
1-Chloro-2-chloromethyl-benzene
Benzene, chloro(chloromethyl)-
MFCD00000893
Ortho-.alpha.-dichlorotoluene
40795-52-6
11-19-8
ar,alpha-Dichlorotoluene
Toluene, ar,alpha-dichloro-
a,2-dichlorotoluene
UNII-H58DI83RMD
1-Chloro-2-(chloromethyl)benzene; NSC 8446; o,a-Dichlorotoluene; o-Chlorobenzyl Chloride; a,2-Dichlorotoluene; a,o-Dichlorotoluene
OCBC
2-chorobenzyl chloride
2-chlorobenzyl-chloride
2,alpha-Dichlorotoluene
2-Chloro benzylchloride
2-chloro benzyl chloride
2-chloromethylchlorobenzene
2,.alpha.-Dichlorotoluene
SCHEMBL126469
CHEMBL3187054
NSC8446
2-Chlorobenzyl chloride, >=98%
2-Chlorobenzyl chloride, >=99%
BCP25774
Tox21_201089
BBL012560
STL163635
AKOS000119336
NCGC00164081-01
NCGC00164081-02
NCGC00258641-01
CAS-611-19-8
FC139220
VS-03389
DB-053795
D0420
NS00009159
EN300-18204
Q27279668
F2190-0261