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Methyl cyanoacetate

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Identification
Molecular formula
C4H5NO2
CAS number
105-34-0
IUPAC name
methyl 2-cyanoacetate
State
State

Methyl cyanoacetate is a liquid at room temperature. It is used as an intermediate in the synthesis of pharmaceuticals and agrochemical compounds.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
113.09g/mol
Molar mass
113.1100g/mol
Density
1.0805g/cm3
Appearence

Methyl cyanoacetate is a colorless or pale yellow liquid. It has a slightly sweet, fruity odor that might be detected upon exposure.

Comment on solubility

Solubility of Methyl 2-Cyanoacetate

Methyl 2-cyanoacetate, with the chemical formula C5H7N1O2, exhibits notable solubility characteristics that make it an interesting compound for various applications in organic chemistry. Understanding its solubility can provide insight into how it behaves in different solvents and environments.

Key Points on Solubility:

  • Polar Solvents: Methyl 2-cyanoacetate is generally soluble in polar solvents such as water, methanol, and ethanol due to its cyano and ester functional groups.
  • Non-Polar Solvents: Its solubility decreases in non-polar solvents, reflecting a typical pattern observed in compounds with polar and non-polar regions.
  • Concentration Effects: The solubility may vary with concentration, temperature, and pressure, making it important to consider these factors in practical applications.
  • Functional Group Influence: The presence of the cyano group (-C≡N) enhances the compound's interactions with solvents, which can significantly impact the overall solubility.

In summary, the solubility of methyl 2-cyanoacetate is influenced by its molecular structure, with polar solvents facilitating better solubility. Understanding these solubility dynamics is crucial for chemists as they navigate the complexities of synthesis and application in various chemical processes.

Interesting facts

Interesting Facts About Methyl 2-Cyanoacetate

Methyl 2-cyanoacetate is an intriguing compound that supports various applications in organic synthesis and pharmaceutical chemistry. Here are some fascinating aspects of this compound:

  • Versatile Building Block: Methyl 2-cyanoacetate serves as a valuable building block in the synthesis of β-keto esters and various heterocyclic compounds, making it an essential reagent in organic chemistry.
  • Click Chemistry: This compound is a prime candidate for click chemistry reactions, specifically in the synthesis of functionalized compounds through simple and efficient processes.
  • Pharmaceutical Applications: Methyl 2-cyanoacetate is often involved in the preparation of biologically active molecules. Researchers utilize it to synthesize potential drug candidates.
  • Increased Solubility: Its ester functionality grants this compound enhanced solubility in organic solvents, facilitating diverse synthetic procedures.
  • 100-Year-Old Legacy: First reported in organic synthesis around the 20th century, methyl 2-cyanoacetate continues to be a topic of interest for chemists exploring innovative synthetic routes.

Overall, methyl 2-cyanoacetate is not just a chemical compound; it is a pivotal participant in the ever-evolving field of organic and medicinal chemistry. As you explore this compound further, you'll discover its impact on research and industry alike!

Synonyms
METHYL CYANOACETATE
Methyl 2-cyanoacetate
105-34-0
Cyanoacetic acid methyl ester
Methyl cyanoethanoate
Acetic acid, cyano-, methyl ester
USAF KF-22
MethylCyanoacetate
Methylester kyseliny kyanoctove
Malonic methyl ester nitrile
Acetic acid, 2-cyano-, methyl ester
NSC 3113
EINECS 203-288-8
methyl cyano acetate
3-Methoxy-3-oxopropanenitrile
UNII-A28RI36V30
Methylester kyseliny kyanoctove [Czech]
BRN 0773945
DTXSID8033649
CHEBI:51928
2-cyanoacetic acid, methyl ester
AI3-05599
A28RI36V30
NSC-3113
NSC-68507
Cyanoacetic acid, methyl ester
MLS002177808
2-cyanoacetic acid methyl ester
DTXCID6013649
EC 203-288-8
METHYL .ALPHA.-CYANOACETATE
J4.029K
SMR001261799
WLN: NC1VO1
MFCD00001939
methylcyanacetate
methyl-cyanoacetate
methyl-cyano-acetate
Methyl 2cyanoacetate
methyl 2-cyanoethanoate
starbld0016244
methyl alpha-cyanoacetate
NCCH2CO2CH3
Methyl cyanoacetate, 99%
cid_7747
(Methoxycarbonyl)acetonitrile
cyano acetic acid methyl ester
cyano-acetic acid methyl ester
CHEMBL1532013
BDBM74253
2-Cyano-acetic acid methyl ester
Acetic acid, cyano, methyl ester
NSC3113
Acetic acid, 2cyano, methyl ester
BCP25864
NSC68507
STR01166
Tox21_200938
STL146530
AKOS000118973
CS-W016657
NCGC00090994-01
NCGC00090994-02
NCGC00258492-01
BP-13327
CAS-105-34-0
FM157807
NS00005550
EN300-19214
Methyl cyanoacetate, purum, >=99.0% (GC)
D77797
Q22829041
F0001-0103
203-288-8