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3-Methylbut-3-enenitrile

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Identification
Molecular formula
C5H7N
CAS number
16529-56-9
IUPAC name
3-methylbut-3-enenitrile
State
State

At room temperature, 3-methylbut-3-enenitrile is a liquid.

Melting point (Celsius)
-66.00
Melting point (Kelvin)
207.15
Boiling point (Celsius)
117.50
Boiling point (Kelvin)
390.70
General information
Molecular weight
81.12g/mol
Molar mass
81.1220g/mol
Density
0.7763g/cm3
Appearence

3-Methylbut-3-enenitrile appears as a colorless liquid with a pungent odor. It is clear and has the typical characteristics of nitriles.

Comment on solubility

Solubility of 3-methylbut-3-enenitrile

3-methylbut-3-enenitrile, with its unique structure, displays interesting solubility characteristics. This compound is primarily classified as a nitrile, which generally leads to distinct solubility behavior:

  • Polar Nature: The nitrile group (-C≡N) imparts a degree of polarity to the molecule, influencing its interaction with solvents.
  • Water Solubility: While many nitriles possess moderate solubility in water, 3-methylbut-3-enenitrile's solubility is relatively limited due to its larger hydrocarbon portion that does not favor hydrogen bonding.
  • Organic Solvents: This compound is expected to be soluble in a range of organic solvents, such as ethanol, acetone, and diethyl ether, where the non-polar portions of the molecule can effectively interact.
  • Temperature Dependency: The solubility may vary with temperature, often increasing with rising temperatures as kinetic energy allows for better interaction between the solute and solvent.

In summary, while 3-methylbut-3-enenitrile is less soluble in water compared to many other nitriles, its solubility in organic solvents is more favorable. Understanding these solubility properties is essential for applications in chemical synthesis and reactions.

Interesting facts

Interesting Facts About 3-Methylbut-3-enenitrile

3-Methylbut-3-enenitrile, also known as isobutenyl cyanide, is a fascinating compound that holds significance in both organic chemistry and industrial applications. Here are some intriguing aspects:

  • Versatile Reactivity: Due to its unsaturated nature, this compound readily undergoes various reactions such as addition reactions and polymerization. This makes it a valuable starting material for synthesizing diverse organic compounds.
  • Importance in Synthesis: As an alkene, 3-methylbut-3-enenitrile can be employed in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals. Its functional group has made it a target for studies exploring new synthetic pathways.
  • Role in Theoretical Studies: The compound has been utilized in theoretical chemistry for modeling reactivity patterns and understanding bonding interactions important for developing new materials.
  • Potential Environmental Impacts: Understanding the reactivity and stability of 3-methylbut-3-enenitrile is essential, as it may play a role in atmospheric chemistry and could influence the development of new environmentally friendly practices.
  • Industrial Applications: This compound can be used in the production of crucial chemicals, hinting at its significance in industrial manufacturing processes.

Moreover, studying 3-methylbut-3-enenitrile enhances our comprehension of similar compounds and their behaviors. The research surrounding this compound continues to evolve, paving the way for potential innovations in chemical synthesis and materials science.

Synonyms
Methallyl cyanide
4786-19-0
3-methylbut-3-enenitrile
3-Methyl-3-butenenitrile
3-Butenenitrile, 3-methyl-
3-Methyl-3-butenonitrile
Methallylkyanid
3-Methyl-3-butennitril
MJF04I7OGH
NSC-163366
Methallylkyanid [Czech]
3-Methyl-3-butennitril [Czech]
UNII-MJF04I7OGH
NSC 163366
BRN 0506092
MFCD00039490
METHALLYLCYANIDE
4-02-00-01550 (Beilstein Handbook Reference)
WLN: NC1Y1&U1
OIQDAVBXDLGCID-UHFFFAOYSA-
DTXSID80197306
EAA78619
NSC163366
AKOS000167113
DB-255125
EN300-1263863
Q27284067
InChI=1/C5H7N/c1-5(2)3-4-6/h1,3H2,2H3