Cas no 74446-19-8 (Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate)

Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate is a versatile intermediate in organic synthesis, particularly valued for its α,β-unsaturated ester and nitrile functionalities. The presence of the 2-chlorophenyl group enhances its reactivity in conjugate addition and cyclization reactions, making it useful in the synthesis of heterocyclic compounds and pharmaceuticals. Its electron-withdrawing substituents facilitate nucleophilic attack, enabling efficient derivatization. The compound exhibits stability under standard conditions, ensuring reliable handling and storage. Its structural features make it a valuable building block for constructing complex molecules in medicinal chemistry and agrochemical research. High purity grades are available to meet rigorous synthetic requirements.
Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate structure
74446-19-8 structure
Product Name:Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate
CAS No:74446-19-8
MF:C11H8ClNO2
MW:221.639721870422
CID:556532
PubChem ID:709828
Update Time:2025-10-31

Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid,3-(2-chlorophenyl)-2-cyano-, methyl ester
    • METHYL 2-CHLORO-α-CYANOCINNAMATE
    • 3-(2-CHLOROPHENYL)-2-CYANOACRYLIC ACID METHYL ESTER
    • AKOS USSH-4110258
    • MFCD00192282
    • Methyl 2-chloro-alpha-cyanocinnamate
    • Z44298074
    • SCHEMBL21457535
    • Methyl 2-chloro-alpha-cyanocinnamate, 99%
    • MBUUIEJTXSMODJ-RMKNXTFCSA-N
    • AKOS003677137
    • 74446-19-8
    • EN300-258353
    • methyl (2E)-3-(2-chlorophenyl)-2-cyanoprop-2-enoate
    • Acrylic acid, 3-(2-chlorophenyl)-2-cyano-, methyl ester
    • METHYL (E)-3-(2-CHLOROPHENYL)-2-CYANO-2-PROPENOATE
    • 54440-98-1
    • Methyl 2-chloro- alpha -cyanocinnamate
    • methyl (E)-3-(2-chlorophenyl)-2-cyanoprop-2-enoate
    • InChI=1/C11H8ClNO2/c1-15-11(14)9(7-13)6-8-4-2-3-5-10(8)12/h2-6H,1H3/b9-6
    • methyl 3-(2-chlorophenyl)-2-cyanoprop-2-enoate
    • CCG-244659
    • 2-Propenoic acid, 3-(2-chlorophenyl)-2-cyano-, methyl ester
    • Methyl (2E)-3-(2-chlorophenyl)-2-cyanoacrylate
    • STK662328
    • Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate
    • Inchi: 1S/C11H8ClNO2/c1-15-11(14)9(7-13)6-8-4-2-3-5-10(8)12/h2-6H,1H3/b9-6+
    • InChI Key: MBUUIEJTXSMODJ-RMKNXTFCSA-N
    • SMILES: ClC1C=CC=CC=1/C=C(\C#N)/C(=O)OC

Computed Properties

  • Exact Mass: 221.02400
  • Monoisotopic Mass: 221.0243562g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 316
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 50.1?2

Experimental Properties

  • Melting Point: 108-110?°C(lit.)
  • PSA: 50.09000
  • LogP: 2.41998

Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate Security Information

  • WGK Germany:3
  • Hazard Category Code: 20/21/22-36/37/38
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xn
  • Risk Phrases:R20/21/22; R36/37/38

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Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate Related Literature

Additional information on Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate

Comprehensive Overview of Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate (CAS No. 74446-19-8)

Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate, with the CAS number 74446-19-8, is a specialized organic compound that has garnered significant attention in the fields of pharmaceuticals, agrochemicals, and material science. This compound, characterized by its unique 2-chlorophenyl and cyanoacrylate functional groups, serves as a versatile intermediate in synthetic chemistry. Its molecular structure, combining a methyl ester and a nitrile group, enables diverse reactivity, making it valuable for constructing complex molecules.

In recent years, the demand for Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate has surged due to its role in the development of bioactive compounds and advanced materials. Researchers are particularly interested in its potential applications in drug discovery, where it acts as a precursor for heterocyclic scaffolds. The compound's ability to participate in Michael additions and cyclization reactions has made it a focal point in medicinal chemistry.

The synthesis of Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate typically involves the condensation of 2-chlorobenzaldehyde with methyl cyanoacetate, followed by dehydration. This process highlights the compound's relevance in green chemistry, as modern synthetic routes emphasize atom economy and reduced waste. Environmental concerns and regulatory pressures have driven innovations in its production, aligning with the global push for sustainable chemical manufacturing.

From an industrial perspective, CAS 74446-19-8 is often discussed in the context of high-value intermediates and custom synthesis. Companies specializing in fine chemicals and contract research frequently list this compound in their portfolios, catering to clients in the pharmaceutical and agrochemical sectors. Its stability under various conditions and compatibility with multiple reaction types make it a preferred choice for scale-up processes.

One of the trending topics surrounding Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate is its potential role in cancer research. Preliminary studies suggest that derivatives of this compound exhibit anti-proliferative activity against certain cancer cell lines. While further validation is needed, these findings have sparked interest in its structure-activity relationships and mechanistic studies.

Another area of exploration is the compound's utility in polymer chemistry. The presence of both electron-withdrawing and electron-donating groups in its structure allows for tailored modifications, enabling the creation of functional polymers with specific properties. This aligns with the growing demand for smart materials in electronics and coatings.

For those searching for Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate suppliers or CAS 74446-19-8 price, it's essential to consider factors like purity, batch consistency, and regulatory compliance. Reputable suppliers often provide technical data sheets and certificates of analysis, ensuring transparency and quality assurance. Additionally, the compound's storage conditions and handling guidelines are critical for maintaining its integrity.

In summary, Methyl 3-(2-Chlorophenyl)-2-cyanoprop-2-enoate (74446-19-8) is a multifaceted compound with broad applications across scientific and industrial domains. Its significance in drug development, material science, and sustainable chemistry underscores its value as a research tool and commercial product. As advancements in synthetic methodologies continue, this compound is poised to remain a key player in innovation-driven industries.

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