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2-Chloro-6-methylbenzonitrile

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Identification
Molecular formula
C8H6ClN
CAS number
6575-24-2
IUPAC name
2-chloro-6-methyl-benzonitrile
State
State
Solid at room temperature, typically exists as crystalline powder.
Melting point (Celsius)
49.00
Melting point (Kelvin)
322.15
Boiling point (Celsius)
251.00
Boiling point (Kelvin)
524.15
General information
Molecular weight
151.60g/mol
Molar mass
151.5960g/mol
Density
1.1820g/cm3
Appearence

2-Chloro-6-methylbenzonitrile appears as a white to off-white crystalline solid. The compound may also appear slightly beige depending on the batch and degree of purity. It is typically handled in its solid form for synthesis and industrial applications.

Comment on solubility

Solubility of 2-chloro-6-methyl-benzonitrile

2-chloro-6-methyl-benzonitrile, with the chemical formula C9H8ClN, exhibits interesting solubility characteristics that are worth noting.

This compound is primarily characterized by its hydrophobic nature due to the presence of the aromatic ring and alkyl group. Here's what you need to know:

  • Solubility in Organic Solvents: 2-chloro-6-methyl-benzonitrile is soluble in organic solvents such as ethanol, acetone, and dichloromethane. This makes it useful for various organic reactions and extractions.

  • Water Solubility: The compound has limited solubility in water, which is typical for halogenated aromatics and nitriles. This hydrophobicity reduces its ability to dissolve in polar solvents.

  • Temperature Influence: Solubility can be influenced by temperature; generally, increased temperature leads to higher solubility in solvents, thus affecting its overall behavior in solution.

In summary, the solubility of 2-chloro-6-methyl-benzonitrile highlights its effectiveness in organic chemistry applications, while also emphasizing the challenges presented by its low water solubility. As with many chemical compounds, understanding these properties can significantly aid in practical applications and further research.

Interesting facts

Interesting Facts About 2-Chloro-6-methyl-benzonitrile

2-Chloro-6-methyl-benzonitrile is a fascinating compound that fits within the broader category of aromatic nitriles. Here are some compelling aspects that make this compound noteworthy:

Chemical Structure

This compound features a unique arrangement:

  • Chloro group at the ortho position
  • Methyl group at the meta position
  • Nitrile functional group (-C≡N) which is highly significant in organic reactions

Applications

2-Chloro-6-methyl-benzonitrile is not just a theoretical construct; it has practical applications, including:

  • Intermediates in the synthesis of various pharmaceutical compounds
  • A building block in the manufacture of agrochemicals

Reactivity

This compound’s reactivity is influenced by its substituents, making it an attractive candidate for:

  • Nucleophilic substitution reactions
  • Electrophilic aromatic substitution

Importance in Chemistry

Learning about 2-chloro-6-methyl-benzonitrile offers insights into:

  • The significance of nitriles in organic synthesis
  • The role of chlorine and methyl groups in modifying reactivity

As a scientist or student, understanding compounds like 2-chloro-6-methyl-benzonitrile broadens your grasp of organic chemistry and its myriad applications that impact drug discovery and materials science. This compound exemplifies how localized changes in molecular structure can lead to diversified functionalities.

Synonyms
2-CHLORO-6-METHYLBENZONITRILE
6575-09-3
Benzonitrile, 2-chloro-6-methyl-
2-Cyano-3-chlorotoluene
3-Chloro-2-toluonitrile
o-Tolunitrile, 6-chloro-
EINECS 229-499-5
41M65JIW54
NSC-80657
UNII-41M65JIW54
AI3-34983
DTXSID3022241
NSC 80657
DTXCID202241
inchi=1/c8h6cln/c1-6-3-2-4-8(9)7(6)5-10/h2-4h,1h
wqwqhjnuhqegtn-uhfffaoysa-n
MFCD00001782
2-Chloro-6-methyl benzonitrile
NSC80657
2-cyano3-chlorotoluene
2-chloro-6-methylbezonitrile
SCHEMBL103444
2-chloro-6-methyl-benzonitrile
BBL103511
CL9116
GEO-00710
STL557321
2-Chloro-6-methylbenzonitrile, 97%
AKOS005258121
DB-057851
NS00046932
Q27258450