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Methyl 2-cyanoprop-2-enoate

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Identification
Molecular formula
C5H5NO2
CAS number
926-43-6
IUPAC name
methyl 2-cyanoprop-2-enoate
State
State

At room temperature, methyl 2-cyanoprop-2-enoate is in a liquid state. It is characterized by its ester group which often influences its state and behavior.

Melting point (Celsius)
-37.00
Melting point (Kelvin)
236.15
Boiling point (Celsius)
179.50
Boiling point (Kelvin)
452.65
General information
Molecular weight
111.10g/mol
Molar mass
111.1060g/mol
Density
1.0683g/cm3
Appearence

Methyl 2-cyanoprop-2-enoate is typically a liquid at room temperature and is often described as a colorless to pale yellow liquid. It may exhibit a sharp or ester-like odor characteristic of similar organic esters.

Comment on solubility

Solubility of Methyl 2-cyanoprop-2-enoate

Methyl 2-cyanoprop-2-enoate, a compound featuring both an ester and nitrile functional group, exhibits interesting solubility characteristics. It is typically soluble in a variety of organic solvents due to its polar nature. Here are some key points regarding its solubility:

  • Solvents: This compound is generally soluble in ethanol, acetone, and other polar organic solvents.
  • Water Solubility: Methyl 2-cyanoprop-2-enoate has limited solubility in water, attributable to its hydrophobic carbon chain.
  • Temperature Dependency: The solubility can be affected by temperature; increasing temperature often enhances solubility in organic solvents.

To sum up, while methyl 2-cyanoprop-2-enoate is primarily soluble in organic media, its compatibility with water is restricted, making it essential to consider the polarity of the solvent when working with this compound. As the saying goes, "like dissolves like," and understanding such interactions is crucial in chemical formulations.

Interesting facts

Interesting Facts about Methyl 2-Cyanoprop-2-enoate

Methyl 2-cyanoprop-2-enoate is a unique compound that belongs to the class of acrylic esters and has garnered attention in various fields of chemistry due to its intriguing properties and applications. Here are some fascinating insights into this compound:

  • Synthesis: The compound can be synthesized through the Michael addition reaction, where it acts as a versatile building block in organic synthesis. This pathway illustrates the utility of methyl 2-cyanoprop-2-enoate in producing more complex molecules.
  • Applications: Its derivatives find uses in several industries, including:
    • Coatings and adhesives: Due to its strong adhesion properties, it is often used in protective coatings.
    • Pesticides: Some derivatives act as effective pesticides or herbicides, influencing agriculture positively.
    • Pharmaceuticals: It may serve as a precursor in drug synthesis, helping in the development of new medicinal compounds.
  • Reactivity: Methyl 2-cyanoprop-2-enoate exhibits interesting reactivity patterns:
    • It can participate in nucleophilic reactions, making it valuable in formulating more complex structures.
    • Its double bond structure allows for polymerization, contributing to production materials such as plastics and sealants.
  • Environmental Aspects: While synthetic processes often raise environmental concerns, the application of this compound can lead to more sustainable materials and formulations compared to traditional chemicals, thus offering potential benefits in reducing chemical hazards.
  • Chemistry Enthusiast Note: The compound's presence in the world of organic synthesis highlights the importance of exploring less common compounds as they can yield innovative and eco-friendly solutions in various realms of research.

In conclusion, the study of methyl 2-cyanoprop-2-enoate not only enhances our understanding of organic compounds but also sheds light on the broader implications of chemistry in industry and research. As we engage with such compounds, we unveil new possibilities for applications and sustainable practices.

Synonyms
Mecrylate
137-05-3
METHYL 2-CYANOACRYLATE
2-Propenoic acid, 2-cyano-, methyl ester
Methyl cyanoacrylate
Mecrilate
Cyanolit
Mecrilat
Adhere
Coapt
methyl 2-cyanoprop-2-enoate
Krazy-Glue
Mecrilato
Mecrylate [USAN]
2-Cyanoacrylic acid, methyl ester
Eastman 910
Eastman 910 monomer
Borden Ad/Here
Eastman 910 adhesive
Mecrilatum
Cemedine 3000
METHYL-2-CYANOACRYLATE
Mecrilatum [INN-Latin]
Mecrilate [INN]
Mecrilato [INN-Spanish]
ARON alpha A
Cemedine 3000 Type II
Methyl 2-cyano-2-propenoate
Cyanoacrylic acid methyl ester
Cyanoacrylate
Acrylic acid, 2-cyano-, methyl ester
CCRIS 1692
HSDB 1207
Coapt.
alpha-Cyanoacrylic acid methyl ester
EINECS 205-275-2
Mecrilate (INN)
Mecrylate (USAN)
2-Cyano-2-propenoic acid methyl ester
BRN 1751282
Aron alpha A (TN)
MECRYLATE [HSDB]
MECRILATE [MART.]
WN7979561R
MECRILATE [WHO-DD]
DTXSID4025589
CYANOACRYLATE METHYL ESTER
METHYL CYANOACRYLATE [MI]
EC 205-275-2
Methyl ester of 2-cyano-2-propenoic acid
Mecrilatum (INN-Latin)
ad/here
Mecrilato (INN-Spanish)
MECRILATE (MART.)
25067-29-2
methyl-alpha-cyanoacrylate
Methyl alpha-cyanoacrylate
KrazyGlue
UNII-WN7979561R
2-cyanoacrylic acid methyl ester
methylcyanoacrylate
Methyl ester of 2-cyanoacrylic acid
Cyanoacrylate (JAN)
methyl a-cyanoacrylate
CYANOBOND SS
methyl cyanoacrylic acid
Methyl 2cyano2propenoate
CA 7 (ADHESIVE)
CEMEDINE 3000DX
CYANOBOND 5000
THREE BOND 1701
Methyl .alpha.-cyanoacrylate
SCHEMBL15701
SICOMET 7000
FIMOFIX P 1048
DTXCID505589
CHEMBL2106424
EASTMAN 910 SUPER GLUE
2Cyanoacrylic acid, methyl ester
CEMEDINE 3000 TYPE-II
Methyl 2-cyanoacrylate (ACGIH)
a-Cyanoacrylic acid, methyl ester
2Cyano2propenoic acid methyl ester
alphaCyanoacrylic acid methyl ester
Acrylic acid, 2cyano, methyl ester
MFCD00079082
2-propenoic acid-2-cyano-methyl ester
AKOS006274385
2Propenoic acid, 2cyano, methyl ester
.alpha.-Cyanoacrylic acid, methyl ester
AS-85630
NS00001878
D03460
G71629
Q209367
METHYL 2-CYANOACRYLATE (STABILIZED WITH MEHQ)
205-275-2