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1,2-Bis(chloromethyl)benzene

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Identification
Molecular formula
C8H8Cl2
CAS number
612-12-4
IUPAC name
1,2-bis(chloromethyl)benzene
State
State

At room temperature, 1,2-bis(chloromethyl)benzene exists as a liquid.

Melting point (Celsius)
17.00
Melting point (Kelvin)
290.15
Boiling point (Celsius)
244.00
Boiling point (Kelvin)
517.15
General information
Molecular weight
175.07g/mol
Molar mass
175.0660g/mol
Density
1.2390g/cm3
Appearence

1,2-Bis(chloromethyl)benzene is typically a colorless to pale yellow liquid. It is often found in a clear or slightly yellowish hue when pure.

Comment on solubility

Solubility of 1,2-bis(chloromethyl)benzene

1,2-bis(chloromethyl)benzene, also known as o-dichlorotoluene, demonstrates unique solubility characteristics due to its molecular structure and functional groups. Solubility is influenced by the polar and nonpolar regions of a molecule, which determine its interaction with solvents. Here are some key points to consider:

  • Polar vs. Nonpolar: The presence of chloromethyl groups contributes to some degree of polarity, allowing for solubility in certain polar solvents.
  • Common Solvents: It is generally well-soluble in organic solvents such as ethyl acetate and acetone due to favorable interactions.
  • Water Solubility: However, 1,2-bis(chloromethyl)benzene exhibits very low solubility in water because water, being a highly polar solvent, does not solvate the nonpolar aromatic ring effectively.
  • Practical Implications: Understanding its solubility can be critical for applications in chemical synthesis and industrial processes where selective solvents are needed.

In summary, while 1,2-bis(chloromethyl)benzene is soluble in organic solvents, particularly those that can interact favorably with its polar chloromethyl groups, it remains insoluble in water. Thus, the compound's solubility profile is essential for its effective use in various chemical applications.

Interesting facts

Interesting Facts about 1,2-bis(chloromethyl)benzene

1,2-bis(chloromethyl)benzene, often regarded for its intriguing structure and reactivity, belongs to a class of compounds that demonstrate significant utility in organic synthesis. Here are some compelling facts about this fascinating compound:

  • Structural Characteristics: The compound features two chloromethyl groups attached to a benzene ring, specifically at the 1 and 2 positions. This arrangement contributes to its unique reactivity patterns.
  • Reactivity: 1,2-bis(chloromethyl)benzene is known for participating in various chemical reactions, including electrophilic substitutions and nucleophilic attacks, making it a versatile building block in organic chemistry.
  • Applications: This compound serves as a precursor in the synthesis of other organic molecules, particularly in the creation of dyes, pharmaceuticals, and agrochemicals. Its chloromethyl groups can facilitate further chemical transformations.
  • Research Interest: Due to its potential applications in material science, including polymer production, researchers are keen on exploring its properties within various chemical environments.
  • Toxicity and Safety: As with many chlorinated compounds, caution is advised when handling 1,2-bis(chloromethyl)benzene due to its toxic and hazardous nature. Proper safety protocols must always be followed.

In summary, 1,2-bis(chloromethyl)benzene represents a vital compound in chemical research and industrial applications due to its unique structure and reactivity. The insights from studying such compounds not only advance our understanding of organic chemistry but also enhance the development of novel substances.

Synonyms
1,2-Bis(chloromethyl)benzene
alpha,alpha'-Dichloro-o-xylene
Benzene, 1,2-bis(chloromethyl)-
CCRIS 1773
EINECS 210-291-8
NSC 71934
BRN 2043675
DTXSID7052284
AI3-16046
.alpha.,.alpha.'-Dichloro-o-xylene
alpha,alpha-Dichloro-o-xylene
DTXCID7030856
.alpha.,.alpha.-Dichloro-o-xylene
4-05-00-00927 (Beilstein Handbook Reference)
210-291-8
fmgghngkhrcjll-uhfffaoysa-n
inchi=1/c8h8cl2/c9-5-7-3-1-2-4-8(7)6-10/h1-4h,5-6h
612-12-4
o-Xylylene dichloride
o-Bis(chloromethyl)benzene
12-Bis(chloromethyl)benzene
MFCD00000903
o-Xylylene Chloride
?,?'-Dichloro-o-xylene
o-XYLENE, alpha,alpha'-DICHLORO-
o-Xylylenchlorid
NSC71934
alpha,alpha'-dichloro xylene
2-chloromethylbenzyl chloride
Benzene,2-bis(chloromethyl)-
o-Xylene,.alpha.'-dichloro-
SCHEMBL150237
CHEMBL3561068
I+/-,I+/-'-dichloro-o-xylene
alpha , alpha '-Dichloro-o-xylene
Tox21_303964
NSC-71934
AKOS009157985
alpha,alpha'-Dichloro-o-xylene, 98%
FS-4096
o-Xylene, .alpha.,.alpha.'-dichloro-
NCGC00357194-01
CAS-612-12-4
PD195044
A8496
D0429
NS00034601
EN300-51315
E75751
A833100
AC-509/25002089
F0001-1608
alpha,alpha'-Dichloro-o-xylene, purum, >=98.0% (GC), white to light beige