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Isobutyl cyanoacrylate

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Identification
Molecular formula
C8H11NO2
CAS number
133978-15-1
IUPAC name
isobutyl 3-cyanoprop-2-enoate
State
State

At room temperature, isobutyl cyanoacrylate is in a liquid state.

Melting point (Celsius)
-31.00
Melting point (Kelvin)
242.15
Boiling point (Celsius)
63.50
Boiling point (Kelvin)
336.65
General information
Molecular weight
153.18g/mol
Molar mass
153.1710g/mol
Density
0.9625g/cm3
Appearence

Isobutyl cyanoacrylate is a clear or slightly yellow liquid. It is known for being a rapidly setting adhesive used in medical, industrial, and household applications.

Comment on solubility

Solubility of Isobutyl 3-cyanoprop-2-enoate

Isobutyl 3-cyanoprop-2-enoate, with the chemical formula C8H13N1O2, exhibits intriguing solubility characteristics that are essential for its applications in organic synthesis and manufacturing.

Solubility Insights:

  • Polar vs. Nonpolar Solvents: This compound tends to dissolve well in polar solvents, primarily due to the presence of a cyano group (-C≡N) and an ester functional group. These polar characteristics facilitate interactions with solvent molecules.
  • Water Solubility: Isobutyl 3-cyanoprop-2-enoate is generally insoluble in water. This can be attributed to its hydrophobic isobutyl group, which disfavors solvation with polar water molecules.
  • Organic Solvents: It is more soluble in organic solvents such as ethanol, methanol, and acetone, making it useful in various chemical processes.
  • Temperature Effects: As with many organic compounds, increasing the temperature can enhance solubility, allowing for better dissolution in solvents.

In summary, while isobutyl 3-cyanoprop-2-enoate may resist solubility in water, its affinity for polar organic solvents opens avenues for effective usage in chemical applications. As one might say, “the right solvent opens up a world of possibilities!”

Interesting facts

Interesting Facts about Isobutyl 3-Cyanoprop-2-enoate

Isobutyl 3-cyanoprop-2-enoate, also known as a member of the acrylate ester family, is a notable compound primarily utilized in organic synthesis and polymer chemistry. Here are some fascinating highlights regarding this versatile compound:

  • Functional Group Diversity: The presence of both a cyano group and an acrylate moiety in its structure allows isobutyl 3-cyanoprop-2-enoate to participate in various chemical reactions. This makes it an interesting candidate for developing functionalized polymers.
  • Applications in Material Science: Due to its ability to polymerize easily, this compound is often employed in the synthesis of coatings, adhesives, and sealants, proving essential in industries ranging from automotive to electronics.
  • Building Block for Synthesis: Isobutyl 3-cyanoprop-2-enoate serves as a crucial intermediate in the synthesis of biologically active compounds, making it a valuable tool in pharmaceutical research and discovery.
  • Reactivity: It readily undergoes Michael addition reactions, which increases its utility in creating complex molecular architectures that are important for drug development and agrochemicals.
  • Environmental Considerations: As researchers push for greener chemistry practices, compounds like isobutyl 3-cyanoprop-2-enoate are being studied for their potential to replace less sustainable alternatives in manufacturing processes.

In summary, isobutyl 3-cyanoprop-2-enoate exemplifies the intersection of chemistry and industry. Its unique structure allows for a diverse range of applications, stimulating ongoing research and innovations within the field.

Synonyms
ISOBUTYL 3-CYANOACRYLATE
RRE0127XKN
14056-10-1
UNII-RRE0127XKN
2-Methylpropyl 3-cyano-2-propenoate
2-Propenoic acid, 3-cyano-, 2-methylpropyl ester
SCHEMBL168359
OOGCHGUNVLXNNP-UHFFFAOYSA-N
Q27288257