Methyl cyanoacetate - ≥99% , CAS No.105-34-0

CAS: 105-34-0 Cat. No.: M110112 Molecular Weight: 99.09 Beilstein Registry Number: 773945 EC Number: 203-288-8

GRADE & PURITY ≥99%

Synonyms

D77797 | DTXSID8033649 | J-001390 | 2-cyanoacetic acid methyl ester | 2-Cyano-acetic acid methyl ester | AKOS000118973 | Cyanoacetic acid, methyl ester | Malonic methyl ester nitrile | cyano acetic acid methyl ester | SMR001261799 | Methylester kyseliny k

Storage

Room temperature

Shipped In

Normal

Overview

product description：
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α-cyanocinnamic esters.

application：

Methyl cyanoacetate may be used in the synthesis of various 1,2,5-tricarbonyl compounds.

Specifications

Synonyms

D77797 | DTXSID8033649 | J-001390 | 2-cyanoacetic acid methyl ester | 2-Cyano-acetic acid methyl ester | AKOS000118973 | Cyanoacetic acid, methyl ester | Malonic methyl ester nitrile | cyano acetic acid methyl ester | SMR001261799 | Methylester kyseliny k

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504751441
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751441
• Canonical Smiles: COC(=O)CC#N
• IUPAC Name: methyl 2-cyanoacetate
• InChIKey: ANGDWNBGPBMQHW-UHFFFAOYSA-N
• INCHI: 1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3
• Isomeric SMILES: COC(=O)CC#N
• WGK Germany: 1
• RTECS: AG4375000
• Molecular Weight: 99.09
• Beilstein: 773945
• Reaxy-Rn: 773945
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=773945&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives
        • Level5 Carboxylic acid esters
          • Level6 Methyl esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Carboxylic acid esters
• Direct Parent: Methyl esters
• Alternative Parents: Nitriles Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Methyl ester - Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group.
• External Descriptors: alkyl cyanoacetate ester

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water. Miscible with ethanol and ether. Double in water 117 g/L
• Sensitivity: Light sensitive.
• Refractive Index: 1.417
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 204-207°C
• Melt Point(°C): -13°C
• Molecular Weight: 99.090 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 99.032 Da
• Monoisotopic Mass: 99.032 Da
• Topological Polar Surface Area: 50.100 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 110.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yuqing Shen, Chaoping Yuan, Xianyi Zhu, Qin Chen, Shenjun Lu, Haibo Xie.  (2021)  Engineering cellulose into water soluble poly(protic ionic liquid) electrolytes in the DBU/CO2/DMSO solvent system as an organocatalyst for the Knoevenagel condensation reaction.  GREEN CHEMISTRY,  23  (24): (9922-9934).  [PMID:] [10.1039/D1GC03148A]