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Methacrylonitrile

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Identification
Molecular formula
C5H7N
CAS number
126-98-7
IUPAC name
2-methylbut-2-enenitrile
State
State
At room temperature, methacrylonitrile is in a liquid state. It is volatile, so it can easily evaporate into the air at ambient conditions.
Melting point (Celsius)
-45.50
Melting point (Kelvin)
227.70
Boiling point (Celsius)
98.50
Boiling point (Kelvin)
371.70
General information
Molecular weight
67.12g/mol
Molar mass
67.0900g/mol
Density
0.8031g/cm3
Appearence

Methacrylonitrile is a clear, colorless liquid with a strong, pungent odor that is similar to that of acrylonitrile but less offensive. It is known for its high volatility.

Comment on solubility

Solubility of 2-methylbut-2-enenitrile

2-methylbut-2-enenitrile, also known as methacrylonitrile, displays interesting solubility characteristics due to its unique molecular structure. The compound is classified as a nitrile and possesses both hydrophobic and polar functional groups, which influences its solubility behavior in various solvents. Here are some key points regarding its solubility:

  • Polar Solvents: 2-methylbut-2-enenitrile is generally soluble in polar organic solvents such as alcohols and ethers. This is due to the presence of the nitrile group, which can form dipole-dipole interactions with the solvent molecules.
  • Apolar Solvents: When it comes to non-polar solvents, like hydrocarbons, its solubility tends to decrease. The hydrophobic nature of the hydrocarbon chain inhibits effective interaction with the solvent molecules.
  • Water Solubility: 2-methylbut-2-enenitrile has limited solubility in water, as its hydrophobic characteristics outweigh the polar interactions that could otherwise facilitate solvation.

In conclusion, the solubility of 2-methylbut-2-enenitrile is influenced by its molecular structure, making it more compatible with polar organic solvents while being less soluble in water and non-polar solvents. Understanding these solubility properties is crucial for its applications in various chemical processes and formulations.

Interesting facts

Interesting Facts about 2-methylbut-2-enenitrile

2-methylbut-2-enenitrile, also known as methacrylonitrile, is an intriguing member of the nitrile family with unique chemical properties. Here are some fascinating aspects of this compound:

  • Versatile Synthesis: This compound can be synthesized using various methods, including the reaction of isobutylene with acrylonitrile under specific conditions, showcasing its versatility in organic chemistry.
  • Polymer Production: 2-methylbut-2-enenitrile is a crucial monomer for producing polymers such as poly(methyl methacrylate) (PMMA), which is widely used in the manufacturing of acrylic glass, adhesives, and coatings. PMMA is favored for its optical clarity and weather resistance.
  • Biological Relevance: Interestingly, compounds like 2-methylbut-2-enenitrile have been studied for their potential biological activities, reflecting the growing interest in the pharmaceutical applications of nitriles.
  • Mechanism of Action: The double bond in its structure can participate in various reactions, such as polymerization and nucleophilic attacks, revealing the compound's reactivity and importance in synthetic chemistry.
  • Caution in Handling: As with many nitriles, 2-methylbut-2-enenitrile poses certain hazards; it's essential to handle it with appropriate safety measures to mitigate risks, emphasizing the importance of safety in the laboratory environment.

In summary, 2-methylbut-2-enenitrile is not just another chemical compound; its applications and reactions contribute significantly to both industrial and academic fields. Whether it's through polymer science or its potential in pharmaceuticals, the impact of this compound is enduring and multifaceted.

Synonyms
2-METHYL-2-BUTENENITRILE
4403-61-6
DTXSID0025577
DTXCID00809893
RefChem:818451
2-Butenenitrile, 2-methyl-
alpha-Methylcrotononitrile
MFCD00037169
2-Methylcrotononitrile
alpha,beta-Dimethylacrylonitrile
CCRIS 6055
EINECS 224-544-5
2-methylbutanennitrile
methyl-2-butenenitrile
Crotononitrile, 2-methyl-
UNII-59AA3QD9KX
2-methyl-2-butene-nitrile
59AA3QD9KX
SCHEMBL154297
SCHEMBL1053038
SCHEMBL3833743
SCHEMBL28236097
NSC 44233
SY052092
NS00083190