Cas no 1011-92-3 (2-Cyano-3-phenylprop-2-enoic Acid)

2-Cyano-3-phenylprop-2-enoic acid is a versatile organic compound characterized by its cyano and carboxylic acid functional groups attached to a phenyl-substituted propene backbone. This structure makes it a valuable intermediate in organic synthesis, particularly for constructing heterocycles and conjugated systems. Its electron-withdrawing cyano group enhances reactivity in Michael additions and cyclization reactions, while the carboxylic acid moiety allows for further derivatization. The compound is commonly employed in pharmaceutical and agrochemical research due to its ability to serve as a precursor for bioactive molecules. Its stability under standard conditions and compatibility with various reaction conditions further contribute to its utility in synthetic chemistry.
2-Cyano-3-phenylprop-2-enoic Acid structure
1011-92-3 structure
Product Name:2-Cyano-3-phenylprop-2-enoic Acid
CAS No:1011-92-3
MF:C10H7NO2
MW:173.168082475662
MDL:MFCD00016813
CID:83308
PubChem ID:87565568
Update Time:2025-06-13

2-Cyano-3-phenylprop-2-enoic Acid Chemical and Physical Properties

Names and Identifiers

    • alpha-cyanocinnamic acid
    • Cyanocinnamicacid
    • α-Cyanocinnamic Acid
    • &alpha
    • 2-Cyano-3-phenylacrylic Acid
    • AURORA KA-3649
    • A-CYANOCINNAMIC ACID
    • alpha-cyanocinnamate
    • 2-CYANOCINNAMIC ACID
    • à-cyanocinnamic acid
    • alpha-cyano-cinnamicaci
    • AKOS BBS-00007761
    • ɑ-Cyanocinnamic acid, 96%
    • 2-cyano-3-phenylprop-2-enoic acid
    • (E)-2-Cyano-3-phenylacrylic acid
    • (Z)-2-Cyano-3-phenylacrylic acid
    • 2-Propenoic acid, 2-cyano-3-phenyl-
    • ALPHA-CYANOCINNAMICACID
    • cyanocinnamic acid
    • 2-CYANO-3-PHENYL-2-PROPENOIC ACID
    • CDUQMGQIHYISOP-UHFFFAOYSA-N
    • a-CYANO-b-PHENYLACRYLIC ACID
    • alpha-cyano-beta-phenyl-acrylic acid
    • Z44303374
    • AS-62210
    • CS-0205762
    • (2E)-2-Cyano-3-phenyl-2-propenoic acid #
    • (E)-2-cyano-3-phenylprop-2-enoic acid
    • Cinnamic acid, alpha-cyano-
    • .alpha.-Cyanocinnamic acid
    • .alpha.-Cyano-.beta.-phenylacrylic acid
    • (E)-2-Cyano-3-phenylacrylicacid
    • 2-propenoic acid, 2-cyano-3-phenyl-, (2E)-
    • benzylidenemalononitrile (BMN) deriv. 26
    • 14378-06-4
    • alpha -cyanocinnamic acid
    • EINECS 213-788-8
    • (2E)-2-cyano-3-phenylacrylic acid
    • CDUQMGQIHYISOP-RMKNXTFCSA-N
    • CHEMBL77595
    • AKOS000274287
    • Benzylidene ethylcyanoacetane
    • GTPL11299
    • Cinnamic acid, alpha-cyano-, (E)-
    • UKC5X33HR6
    • NSC 298
    • 3-Phenyl-2-cyano-2-propenoic acid
    • SCHEMBL305982
    • (2E)-2-cyano-3-phenylprop-2-enoic acid
    • 1011-92-3
    • AF-213/30142035
    • MFCD00016813
    • alpha-Cyano-beta-phenylacrylic acid
    • BDBM4342
    • HMS1757L09
    • NSC-298
    • InChI=1/C10H7NO2/c11-7-9(10(12)13)6-8-4-2-1-3-5-8/h1-6H,(H,12,13)/b9-6
    • (2E)-2-Cyano-3-phenyl-2-propenoic acid
    • STL281379
    • 2-Cyano-3-phenylprop-2-enoic Acid
    • MDL: MFCD00016813
    • Inchi: 1S/C10H7NO2/c11-7-9(10(12)13)6-8-4-2-1-3-5-8/h1-6H,(H,12,13)/b9-6+
    • InChI Key: CDUQMGQIHYISOP-RMKNXTFCSA-N
    • SMILES: OC(/C(/C#N)=C/C1C=CC=CC=1)=O
    • BRN: 2329199

Computed Properties

  • Exact Mass: 173.04800
  • Monoisotopic Mass: 173.048
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 266
  • 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: 2.2
  • Topological Polar Surface Area: 61.1
  • Surface Charge: 0

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.285
  • Melting Point: 180.0 to 184.0 deg-C
  • Boiling Point: 337.9°Cat760mmHg
  • Flash Point: 158.1°C
  • PSA: 61.09000
  • LogP: 1.67818
  • Solubility: Not determined
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

2-Cyano-3-phenylprop-2-enoic Acid Security Information

2-Cyano-3-phenylprop-2-enoic Acid Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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2-Cyano-3-phenylprop-2-enoic Acid Related Literature

Additional information on 2-Cyano-3-phenylprop-2-enoic Acid

Comprehensive Overview of 2-Cyano-3-phenylprop-2-enoic Acid (CAS No. 1011-92-3): Properties, Applications, and Innovations

2-Cyano-3-phenylprop-2-enoic Acid (CAS No. 1011-92-3), also known as α-Cyano-β-phenylacrylic acid, is a versatile organic compound with a wide range of applications in pharmaceuticals, agrochemicals, and material science. This cyanoacrylate derivative is characterized by its unique molecular structure, featuring a cyano group and a phenyl ring, which contribute to its reactivity and functional diversity. In recent years, this compound has garnered significant attention due to its potential in drug discovery, organic synthesis, and green chemistry initiatives.

The growing interest in sustainable chemical processes has positioned 2-Cyano-3-phenylprop-2-enoic Acid as a key intermediate in the development of eco-friendly methodologies. Researchers are exploring its role in catalysis and biodegradable materials, aligning with global trends toward reducing environmental impact. Additionally, its pharmacological properties have been investigated for potential applications in anti-inflammatory and antimicrobial agents, making it a subject of interest in medicinal chemistry.

From a structural perspective, the presence of both electron-withdrawing (cyano) and electron-donating (phenyl) groups in 2-Cyano-3-phenylprop-2-enoic Acid enables diverse chemical transformations. This duality facilitates its use in Michael additions, cycloadditions, and other name reactions, which are critical for constructing complex molecules. Its melting point, solubility, and stability under various conditions further enhance its utility in industrial and laboratory settings.

In the context of user-searched queries, common questions include: "What are the synthetic routes for 2-Cyano-3-phenylprop-2-enoic Acid?" and "How is this compound used in peptide coupling reactions?". Addressing these, the compound is typically synthesized via Knoevenagel condensation between phenylacetaldehyde and cyanoacetic acid, a method praised for its high yield and mild reaction conditions. Its role in peptide synthesis stems from its ability to act as a protecting group or coupling agent, streamlining the production of bioactive peptides.

Another trending topic is the integration of 2-Cyano-3-phenylprop-2-enoic Acid into nanotechnology and smart materials. Recent studies highlight its potential in conductive polymers and sensors, where its π-conjugated system enhances electron transfer. This aligns with the surge in demand for wearable electronics and energy storage solutions, further expanding its market relevance.

Quality control and analytical methods for CAS No. 1011-92-3 are also frequently discussed. Techniques such as HPLC, NMR, and mass spectrometry are employed to ensure purity and consistency, particularly for pharmaceutical-grade batches. Regulatory compliance, including REACH and GMP standards, underscores the compound's safe handling and commercialization.

In summary, 2-Cyano-3-phenylprop-2-enoic Acid (CAS No. 1011-92-3) is a multifaceted compound bridging traditional chemistry and cutting-edge innovations. Its applications span from life sciences to advanced materials, driven by its adaptable chemistry and alignment with sustainability goals. As research progresses, its role in addressing global challenges like drug resistance and renewable energy is expected to grow, solidifying its importance in modern science.

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