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benzyl chloride

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Identification
Molecular formula
C7H7Cl
CAS number
100-44-7
IUPAC name
1-(chloromethyl)-2-methyl-benzene
State
State

At room temperature, benzyl chloride is a liquid.

Melting point (Celsius)
-39.94
Melting point (Kelvin)
233.21
Boiling point (Celsius)
179.30
Boiling point (Kelvin)
452.45
General information
Molecular weight
126.59g/mol
Molar mass
126.5860g/mol
Density
1.1000g/cm3
Appearence

Benzyl chloride is a colorless liquid that can appear as a pale yellow in impure or aged forms. It has a strong, pungent odor.

Comment on solubility

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

1-(Chloromethyl)-2-methyl-benzene, also known by its alternate name o-Tolyl chloromethyl ether, presents interesting characteristics concerning its solubility.

Solubility Characteristics:

  • This compound is generally considered to be insoluble in water due to the hydrophobic nature of the benzene ring and the chloromethyl group.
  • However, it exhibits good solubility in organic solvents such as ethanol, diethyl ether, and chloroform.
  • The solubility can be attributed to its non-polar nature and the lack of strong intermolecular forces with water.

The solubility of organic compounds like 1-(chloromethyl)-2-methyl-benzene is often influenced by the following factors:

  1. Polarity: Non-polar compounds tend to dissolve better in non-polar solvents.
  2. Temperature: Higher temperatures often increase solubility in organic solvents.
  3. Molecular Size: Larger molecules may experience limitations in solubility due to steric hindrance.

As a rule of thumb in chemistry, "like dissolves like". This principle helps to predict and understand the solubility behavior of substances. Therefore, one should keep in mind that while 1-(chloromethyl)-2-methyl-benzene is not soluble in water, it finds compatibility with a variety of organic solvents, which opens up avenues for its use in various chemical processes.

Interesting facts

Interesting Facts about 1-(Chloromethyl)-2-methyl-benzene

1-(Chloromethyl)-2-methyl-benzene, commonly known as o-tolyl chloromethyl, is an aromatic compound that presents a fascinating array of properties and applications. Here are some engaging insights:

  • Aromaticity: As an aromatic compound, o-tolyl chloromethyl exhibits a unique stability due to its delocalized π electrons. This makes it a valuable building block in organic synthesis.
  • Versatile Reactivity: The presence of a chloromethyl group (-CH2Cl) enhances its reactivity. This allows the compound to participate in various reactions, including nucleophilic substitutions, which are essential in creating more complex structures.
  • Industrial Applications: Owing to its chemical properties, 1-(chloromethyl)-2-methyl-benzene can serve as an intermediate in the manufacturing of dyes, agrochemicals, and pharmaceutical compounds. This versatility is crucial for developing new products in these industries.
  • A Key Component in Organic Synthesis: Its ability to undergo Friedel-Crafts reactions makes it an important reagent for creating substituted aromatic compounds, which are foundational in various chemical processes.
  • Safety Considerations: While working with such compounds, it is crucial to consider safety. O-tolyl chloromethyl can pose hazards, and appropriate precautions should be taken to minimize exposure.
  • Research Potential: The structure of 1-(chloromethyl)-2-methyl-benzene opens avenues for research in medicinal chemistry, particularly in developing potential therapeutic agents.

In summary, 1-(chloromethyl)-2-methyl-benzene is not merely a simple organic compound, but rather a versatile and valuable resource in the field of organic chemistry, with implications that extend to various industries and disciplines. Its interesting chemical properties and applications make it a worthy subject of study for both chemists and students alike.

Synonyms
2-Methylbenzyl chloride
1-(Chloromethyl)-2-methylbenzene
ALPHA-CHLORO-O-XYLENE
o-Methylbenzyl chloride
Benzene, 1-(chloromethyl)-2-methyl-
.alpha.-Chloro-o-xylene
UNII-EQT3V044TW
EQT3V044TW
DTXSID5044441
HSDB 2681
EINECS 209-013-8
.alpha.-Chloro-ortho-xylene
1-methyl-2-chloromethylbenzene
DTXCID3024441
99765-61-4
oXylyl chloride
omegaChlorooxylene
oXylylalphachloride
oXylene, alphachloro
oMethylbenzyl chloride
2methylbenzyl chloride
2(Chloromethyl)toluene
alpha-Chloro-ortho-xylene
1(Chloromethyl)2methylbenzene
Benzene, 1(chloromethyl)2methyl
O-METHYLBENZYL CHLORIDE (COMBUSTIBLE LIQUID, N.O.S.)
209-013-8
inchi=1/c8h9cl/c1-7-4-2-3-5-8(7)6-9/h2-5h,6h2,1h
un1760
vqrbxybbghogft-uhfffaoysa-n
552-45-4
o-Xylyl chloride
1-Chloromethyl-2-methyl-benzene
o-(Chloromethyl)toluene
2-(Chloromethyl)toluene
Benzene, (chloromethyl)methyl-
o-Xylene, .alpha.-chloro-
o-chloromethyltoluene
.omega.-Chloro-o-xylene
o-Xylyl-.alpha.-chloride
26519-66-4
2-Methylbenzylchloride
?-Chloro-o-xylene
omega-Chloro-o-xylene
o-Xylyl-alpha-chloride
o-Xylene, alpha-chloro-
MFCD00000899
o-Xylylchlorid
alpha-chloro o-xylene
alpha-chloro-orthoxylene
2-methyl-benzyl chloride
2-CH3C6H4CH2Cl
SCHEMBL52225
Chloromethyl)-2-methylbenzene
O-XYLYL CHLORIDE [MI]
2-Methylbenzyl chloride, 99%
CHEMBL3183322
Tox21_302160
STL141068
AKOS000121523
FM36760
NCGC00255750-01
AS-10899
CAS-552-45-4
DB-000160
NS00033268
EN300-21164
A26507
Q15632731
F2190-0256
1-(Chloromethyl)-2-methyl-benzen;2-(Chloromethyl)toluene