Cas no 1519-55-7 (-alpha-Cyano-4-methoxycinnamic acid)

Technical Introduction: α-Cyano-4-methoxycinnamic Acid α-Cyano-4-methoxycinnamic acid is a crystalline organic compound widely utilized as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry. Its key advantages include strong UV absorption, efficient ionization of peptides and small proteins, and compatibility with a broad mass range. The compound's cyano and methoxy functional groups enhance its proton affinity, improving signal intensity and resolution in analytical applications. It is particularly effective for low-molecular-weight analytes (<10 kDa) and is valued for its reproducibility and stability under laser irradiation. Suitable for both positive and negative ion modes, it is a preferred choice for proteomics and biomolecular research.
-alpha-Cyano-4-methoxycinnamic acid structure
1519-55-7 structure
Product Name:-alpha-Cyano-4-methoxycinnamic acid
CAS No:1519-55-7
MF:C11H9NO3
MW:203.194062948227
CID:83747
PubChem ID:736236
Update Time:2025-06-08

-alpha-Cyano-4-methoxycinnamic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Methoxybenzylidenecyanoacetic acid
    • alpha-Cyano-4-methoxycinnamic acid
    • α-CYANO-4-METHOXYCINNAMIC ACID
    • α-Cyano-p-methoxycinnamic Acid
    • 1-carboxy-1-cyano-2-(4-methoxyphenyl)ethylene
    • 2-Cyan-3-(4-methoxy-phenyl)-acrylsaeure
    • 2-cyano-3-(4-methoxy-phenyl)-acrylic acid
    • 4-Methoxy-benzalmalonsaeure-mononitril
    • a-Cyano-4-methoxycinnamic acid
    • Anisalcyanessigsaeure
    • Anisylidencyanessigsaeure
    • Nsc31629
    • à-cyano-4-methoxycinnamic acid
    • LABOTEST-BB LT00455210
    • ɑ-Cyano-4-methoxycinnamic acid, 98+%
    • ^a-Cyano-4-methoxycinnamic acid, 98+%
    • alpha-Cyano-4-methoxycinnamic acid, 98+%
    • (E)-2-CYANO-3-(4-METHOXYPHENYL)ACRYLIC ACID
    • 2-cyano-3-(4-methoxyphenyl)acrylic acid
    • CS-0218070
    • BIM-0010971.P001
    • 1519-55-7
    • AKOS001018352
    • SMSF0003775
    • AS-60371
    • benzylidenemalononitrile (BMN) deriv. 27
    • CHEMBL77524
    • (E)-2-cyano-3-(4-methoxyphenyl)prop-2-enoic acid
    • BDBM4343
    • SCHEMBL782091
    • (2E)-2-cyano-3-(4-methoxyphenyl)prop-2-enoic acid
    • MFCD00051722
    • CB14144
    • NSC-31629
    • alpha-cyano 4-methoxycinnamic acid
    • alpha -Cyano-4-methoxycinnamic acid
    • G77664
    • STK809530
    • KMHNRJDDHTZZDZ-RMKNXTFCSA-N
    • 14378-08-6
    • -alpha-Cyano-4-methoxycinnamic acid
    • Inchi: 1S/C11H9NO3/c1-15-10-4-2-8(3-5-10)6-9(7-12)11(13)14/h2-6H,1H3,(H,13,14)/b9-6+
    • InChI Key: KMHNRJDDHTZZDZ-RMKNXTFCSA-N
    • SMILES: O(C)C1C=CC(/C=C(\C#N)/C(=O)O)=CC=1
    • BRN: 2110241

Computed Properties

  • Exact Mass: 203.05800
  • Monoisotopic Mass: 203.058
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 305
  • 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
  • Surface Charge: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 70.3

Experimental Properties

  • Color/Form: Yellow solid.
  • Density: 1.28
  • Melting Point: 230-234?°C(lit.)
  • Boiling Point: 392.8°C at 760 mmHg
  • Flash Point: 191.4°C
  • Refractive Index: 1.606
  • PSA: 70.32000
  • LogP: 1.68678
  • Solubility: Insoluble in water

-alpha-Cyano-4-methoxycinnamic acid Security Information

  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xi
  • Safety Term:S26;S36
  • Risk Phrases:R36/37/38

-alpha-Cyano-4-methoxycinnamic 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%

-alpha-Cyano-4-methoxycinnamic acid Pricemore >>

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Additional information on -alpha-Cyano-4-methoxycinnamic acid

α-Cyano-4-methoxycinnamic acid (CAS No. 1519-55-7): A Versatile Compound in Modern Scientific Research

α-Cyano-4-methoxycinnamic acid, often abbreviated as α-CCA or 4-methoxycinnamic acid derivative, is a highly specialized organic compound with significant applications in analytical chemistry and material science. Its CAS registry number, 1519-55-7, is a critical identifier for researchers sourcing this compound. The molecule features a cyano group (-CN) and a methoxy substituent (-OCH3) on its aromatic ring, which contribute to its unique physicochemical properties, including UV absorption and matrix-assisted laser desorption/ionization (MALDI) compatibility.

In recent years, α-Cyano-4-methoxycinnamic acid has gained attention due to its role as a MALDI matrix for mass spectrometry. Scientists frequently search for "best MALDI matrix for peptides" or "1519-55-7 solubility in acetonitrile," highlighting its practical relevance. The compound’s ability to facilitate ionization of biomolecules like proteins and peptides makes it indispensable in proteomics research. Its optimized crystal structure promotes efficient energy transfer during laser irradiation, a topic often explored in "MALDI-TOF method optimization" discussions.

Beyond mass spectrometry, α-CCA is investigated for its photophysical properties. Researchers studying "organic UV absorbers" or "nonlinear optical materials" have reported its potential in photostabilizers and optoelectronic devices. The compound’s conjugated π-system and electron-withdrawing cyano group enable applications in "fluorescence quenching studies" and "solar cell materials," aligning with renewable energy trends.

Synthetic protocols for 1519-55-7 often involve Knoevenagel condensation, a reaction frequently queried as "how to synthesize α-cyano cinnamic acid derivatives." The compound’s purity (>98%) is crucial for reproducibility, a concern reflected in searches like "HPLC purification of MALDI matrices." Storage recommendations (e.g., "1519-55-7 stability at -20°C") are also widely discussed, emphasizing its sensitivity to light and humidity.

In material science, 4-methoxycinnamic acid derivatives are explored for cocrystal engineering. Queries such as "co-crystallization with API using α-CCA" demonstrate its utility in pharmaceutical solid-state chemistry. Its hydrogen-bonding capacity and polymorphic behavior are subjects of ongoing research, particularly in "crystal structure prediction" algorithms.

From an industrial perspective, α-Cyano-4-methoxycinnamic acid is manufactured under strict GMP guidelines for research use. FAQs like "1519-55-7 supplier with COA" or "bulk pricing for α-CCA" reflect commercial interest. Regulatory compliance (e.g., "REACH certification for 1519-55-7") ensures its safe handling in laboratories worldwide.

Emerging studies link α-CCA to antimicrobial coatings, responding to searches like "cinnamic acid derivatives as biocides." Its methoxy group’s role in enhancing bioactivity is a hotspot in "structure-activity relationship (SAR) studies." Such applications align with global demands for novel antimicrobial solutions.

In summary, CAS 1519-55-7 represents a nexus of interdisciplinary research. Whether as a "MALDI-MS matrix" or a "photoactive material precursor," its versatility continues to inspire innovations. The compound’s optimization for "high-throughput screening" and "green chemistry synthesis" remains a vibrant area of exploration, ensuring its enduring relevance in science.

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