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2,2,2-Trifluoroethyl 2-cyanoacrylate

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Identification
Molecular formula
C7H7F3NO2
CAS number
2358-84-1
IUPAC name
(2,2,2-trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate
State
State

At room temperature, 2,2,2-Trifluoroethyl 2-cyanoacrylate exists as a liquid. It is notable for its quick-setting adhesive properties when exposed to moisture or certain other substances, where it rapidly polymerizes to form a strong bond.

Melting point (Celsius)
2.00
Melting point (Kelvin)
275.15
Boiling point (Celsius)
60.00
Boiling point (Kelvin)
333.15
General information
Molecular weight
175.13g/mol
Molar mass
175.1260g/mol
Density
1.0850g/cm3
Appearence

2,2,2-Trifluoroethyl 2-cyanoacrylate typically appears as a clear, colorless liquid. It is often used as an adhesive due to its strong bonding properties when polymerized. The liquid is quite viscous in nature and may emit a sharp odor similar to other cyanoacrylates.

Comment on solubility

Solubility of (2,2,2-trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate

(2,2,2-trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate, a compound characterized by its unique structure, exhibits notable solubility properties influenced by its fluorinated and cyano groups. The solubility of this compound can be understood through several key factors:

  • Polar Characteristics: The presence of the cyano group (-C≡N) increases the polarity of the compound, which typically enhances its solubility in polar solvents.
  • Fluorination Effects: The trifluoro methyl group contributes to the hydrophobicity and could diminish solubility in non-polar solvents, creating a complex balance in terms of solvent compatibility.
  • Temperature Influence: Generally, solubility might increase with temperature, suggesting that this compound may dissolve better in warm solvents compared to cold ones.

In summary, the solubility of (2,2,2-trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate is likely to be:

  1. High in polar solvents, especially water and alcohols due to its polar functional groups.
  2. Moderate to low in non-polar solvents, pushed by the presence of fluorinated groups.

Understanding the solubility dynamics of this compound is crucial for its applications in various fields, particularly in organic synthesis and material science.

Interesting facts

Interesting Facts about (2,2,2-Trifluoro-1-methyl-ethyl) 2-Cyanoprop-2-enoate

(2,2,2-Trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate, often referred to in chemical contexts by its systematic name, is a fascinating compound that incorporates unique chemical functionalities. Here are some intriguing aspects of this compound:

  • Fluorinated Compound: One of the standout features of this compound is the presence of trifluoro groups. The substitution of hydrogen atoms with fluorine enhances the compound's reactivity and stability, making it a valuable player in various chemical reactions.
  • Diverse Applications: Compounds like (2,2,2-trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate are often utilized in the synthesis of pharmaceuticals and agrochemicals. This is due to their unique properties that facilitate the creation of more complex molecular structures.
  • Cyanopropenoate Moiety: The 2-cyanoprop-2-enoate portion of the molecule indicates it can participate in Michael addition reactions, thereby acting as a reactive intermediate in organic synthesis.
  • Environmentally Relevant: The inclusion of fluorine atoms in chemical products raises interesting discussions regarding environmental impact and stability, often posing a contrast between effectiveness and ecological considerations.

In conclusion, the unique structure and properties of (2,2,2-trifluoro-1-methyl-ethyl) 2-cyanoprop-2-enoate reveal its importance in the field of organic chemistry, showcasing how modifications to molecular structures can lead to compounds with significant utility in synthetic chemistry.

Synonyms
FLUCRYLATE
23023-91-8
Flucrilato
Flucrilatum
BA 4197
MBR-4197
6N5Y3AHS7P
BA-4197
2-Propenoic acid, 2-cyano-, 2,2,2-trifluoro-1-methylethyl ester
fluoropropylcyanoacrylate
RefChem:910237
beta,beta, beta-trifluoroisopropyl alpha-cyanoacrylate
607-189-4
Flucrilate
1,1,1-trifluoropropan-2-yl 2-cyanoprop-2-enoate
Flucrylate [USAN]
Flucrilate [INN]
2,2,2-Trifluoro-1-methylethyl 2-cyanoacrylate
Flucrilate (INN)
Flucrylate (USAN/INN)
Flucrilatum [INN-Latin]
Flucrilato [INN-Spanish]
UNII-6N5Y3AHS7P
MBR 4197
SCHEMBL2109351
CHEMBL2105885
DTXSID50865080
D04202
beta,beta,beta-Trifluoroisopropyl alpha-cyanoacrylate
Q27265195