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Methyl cyanoacrylate

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Identification
Molecular formula
C11H9NO2
CAS number
137-05-3
IUPAC name
methyl 2-cyano-3-phenyl-prop-2-enoate
State
State

At room temperature, methyl cyanoacrylate is typically in a liquid state. It is known for its rapid polymerization in the presence of moisture, making it useful as a fast-acting adhesive.

Melting point (Celsius)
-25.00
Melting point (Kelvin)
248.15
Boiling point (Celsius)
54.00
Boiling point (Kelvin)
327.15
General information
Molecular weight
147.20g/mol
Molar mass
147.1550g/mol
Density
1.1032g/cm3
Appearence

Methyl cyanoacrylate is a colorless liquid that can appear slightly yellow in some conditions. It has a characteristic sharp, acrid odor. When it is exposed to moisture in the air, it can cure into a clear solid form, often with a glossy finish.

Comment on solubility

Solubility of Methyl 2-Cyano-3-phenyl-prop-2-enoate

Methyl 2-cyano-3-phenyl-prop-2-enoate, a compound featuring a distinctive structure, exhibits interesting solubility characteristics that are essential for its application in various chemical processes. Understanding the solubility of this compound can help chemists predict its behavior in different solvents:

  • Hydrophilicity vs. Hydrophobicity: While the presence of the cyano group (-C≡N) suggests some potential for solubility in polar solvents, the overall structure leans toward hydrophobic behavior because of the aromatic phenyl group.
  • Common Solvents: Methyl 2-cyano-3-phenyl-prop-2-enoate is typically more soluble in organic solvents such as ethanol, acetone, and dichloromethane, rather than in water.
  • Temperature Influence: Higher temperatures can enhance solubility, as increased kinetic energy allows for greater interaction with the solvent molecules.
  • Concentration Factors: As with many organic compounds, concentration will affect its solubility; at higher concentrations, solubility may degrade due to potential precipitation.

In summary, the solubility of methyl 2-cyano-3-phenyl-prop-2-enoate is influenced by the interplay of its molecular structure and the solvent environment. This balance dictates its compatibility in various applications, making it a fascinating compound for study!

Interesting facts

Interesting Facts about Methyl 2-Cyano-3-Phenyl-Prop-2-Enoate

Methyl 2-cyano-3-phenyl-prop-2-enoate, often referred to in the scientific community for its unique structural features, plays a significant role in various chemical applications. Here are some intriguing aspects of this compound:

  • Versatile Intermediate: This compound serves as a valuable intermediate in organic synthesis, particularly in the production of various biologically active molecules.
  • Michael Addition: Its reactive double bond makes it a prime candidate for Michael addition reactions, an important method used in building carbon-carbon bonds.
  • Pharmaceutical Applications: Due to its phenyl and cyano functionalities, methyl 2-cyano-3-phenyl-prop-2-enoate is often explored in the development of pharmaceuticals, potentially enhancing the potency and efficacy of drug candidates.
  • Research Importance: The compound is frequently studied in the field of medicinal chemistry, as researchers are keen on understanding its reactivity and potential derivatives that can lead to new therapeutic agents.
  • Structural Elegance: The specific arrangement of its functional groups adds to its chemical versatility, allowing for multiple mechanisms of transformation which are valuable in synthetic organic chemistry.

The intriguing blend of reactivity and structural characteristics makes methyl 2-cyano-3-phenyl-prop-2-enoate a compound of great interest, both academically and industrially. As highlighted by many chemists, “In the world of organic synthesis, the simplest changes in structure can lead to monumental changes in reactivity and application.”

As students and scientists alike delve deeper into the chemical nuances of this compound, they reaffirm its importance in advancing both theoretical understanding and practical applications in chemistry.

Synonyms
METHYL (2E)-2-CYANO-3-PHENYLPROP-2-ENOATE
Methyl-2-cyano-3-phenylacrylate
MFCD00025864
methyl 2-cyano-3-phenylprop-2-enoate
methyl benzylidenecyanoacetate
CHEMBL4587082
XLNFLJOWTRDNCX-UHFFFAOYSA-N
AKOS025243625
SY014783
DB-063606
DB-069469