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Isobutyl 2-cyanoacrylate

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Identification
Molecular formula
C8H11NO2
CAS number
136-52-7
IUPAC name
isobutyl 2-cyanoprop-2-enoate
State
State

At room temperature, isobutyl 2-cyanoacrylate is in a liquid state. It remains stable under normal conditions but polymerizes rapidly upon contact with moisture.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
208.00
Boiling point (Kelvin)
481.15
General information
Molecular weight
153.18g/mol
Molar mass
153.1730g/mol
Density
0.9665g/cm3
Appearence

Isobutyl 2-cyanoacrylate is typically a clear, colorless liquid. However, it may sometimes appear pale yellow depending on purity and age. It can be slightly viscous and has a characteristic acrid odor often associated with cyanoacrylates.

Comment on solubility

Solubility of Isobutyl 2-cyanoprop-2-enoate

Isobutyl 2-cyanoprop-2-enoate is a chemical compound whose solubility can be influenced by various factors. Understanding its solubility is crucial for applications in organic synthesis and industrial processes.

Key Points on Solubility:

  • Polarity: Isobutyl 2-cyanoprop-2-enoate exhibits moderate polarity due to the presence of the cyano (–C≡N) group and the ester functional group. This polarity affects its solubility in different solvents.
  • Solvent Compatibility: This compound is likely to be soluble in:
    • Polar solvents: Such as water, alcohols, and acetonitrile.
    • Nonpolar solvents: Equally, it can dissolve in nonpolar solvents like hexane or toluene, albeit to a lesser extent.
  • Temperature Influence: As with many chemical compounds, solubility tends to increase with temperature. Thus, warming the solvent may enhance the dissolution of isobutyl 2-cyanoprop-2-enoate.
  • Application Considerations: In practical terms, knowledge of its solubility is essential for formulation in products such as paints, coatings, and adhesives where the effective dispersion of the compound is critical.

In summary, while the solubility of isobutyl 2-cyanoprop-2-enoate can vary with different solvents and conditions, it is generally favorable in polar environments and important to consider in the context of its intended application.

Interesting facts

Interesting Facts about Isobutyl 2-cyanoprop-2-enoate

Isobutyl 2-cyanoprop-2-enoate is an intriguing compound that belongs to the family of acrylates. Understanding its properties and applications can significantly enhance our grasp of organic chemistry. Here are some notable aspects:

  • Chemical Structure: This compound exhibits a unique structure characterized by the presence of both an isobutyl group and a cyanopropenyl moiety. This combination contributes to its reactivity and versatility in various chemical reactions.
  • Applications in Synthesis: Isobutyl 2-cyanoprop-2-enoate is widely used in organic synthesis. It serves as a key building block in the manufacture of pharmaceuticals, agricultural chemicals, and polymers.
  • Potential in Polymer Science: Due to its acrylate functionality, this compound can participate in polymerization reactions. It is utilized in the production of high-performance materials, including coatings and adhesives, showcasing its industrial relevance.
  • Importance in Research: The compound is a subject of interest in medicinal chemistry. Researchers study its derivatives to develop new drugs with enhanced efficacy and selectivity.
  • Safety Considerations: While exploring its uses, it is crucial to consider safety. Like many chemical compounds, proper handling and knowledge of its toxicological profile are essential.

In summary, isobutyl 2-cyanoprop-2-enoate stands out not only for its unique structural features but also for its broad applicability in various scientific fields. As we continue to uncover its potential, it remains an essential component in the toolkit of organic chemists and industrial manufacturers alike.

Synonyms
Bucrilate
BUCRYLATE
Isobutyl 2-cyanoacrylate
Bucrylate [USAN]
ISOBUTYL CYANOACRYLATE
Isobutyl 2-cyanacrylat
Bucrilatum [INN-Latin]
Bucrilate [INN]
Bucrilato [INN-Spanish]
CCRIS 1694
2-Propenoic acid, 2-cyano-, 2-methylpropyl ester
EINECS 213-958-1
UNII-2HJV1F859Z
Bucrilate (INN)
Bucrylate (USAN)
2HJV1F859Z
BUCRILATE [MART.]
BUCRILATE [WHO-DD]
DTXSID1061447
ISOBUTYL CYANOACRYLATE [MI]
Bucrilatum (INN-Latin)
Bucrilato (INN-Spanish)
BUCRILATE (MART.)
isobutylcyanoacrylate
Cyanoacrylate, Isobutyl
isobutyl-2-cyanoacrylate
isobutyl alpha-cyanoacrylate
Isobutyl alpha Cyanoacrylate
alpha-Cyanoacrylate, Isobutyl
ISOBUTYL 2 CYANOACRYLATE
DTXCID6033031
1069-55-2
2-methylpropyl 2-cyanoprop-2-enoate
Bucrilato
2-Propenoic acid,2-cyano-, 2-methylpropyl ester
IBC
Bucrilatum
26809-38-1
Isobutyl2-cyanoacrylate
SCHEMBL168360
CHEMBL2103950
BAA06955
AKOS006275709
NS00023433
D03172
EN300-1440051
Q10859787