Cas no 76636-17-4 ((E)-Ethyl 3-hydroxy-2-phenylacrylate)

E)-Ethyl 3-hydroxy-2-phenylacrylate is a versatile organic compound featuring a hydroxyl group and a phenylacrylate moiety. Its unique structural properties confer high reactivity, making it suitable for various synthetic applications. This compound exhibits excellent stability under normal conditions, facilitating ease of handling and processing. Its distinct chemical structure allows for selective functionalization in organic synthesis, offering a broad range of potential applications in pharmaceuticals, agrochemicals, and fine chemicals.
(E)-Ethyl 3-hydroxy-2-phenylacrylate structure
76636-17-4 structure
Product Name:(E)-Ethyl 3-hydroxy-2-phenylacrylate
CAS No:76636-17-4
MF:C11H12O3
MW:192.211183547974
MDL:MFCD27978579
CID:1057452
PubChem ID:10987094
Update Time:2025-10-31

(E)-Ethyl 3-hydroxy-2-phenylacrylate Chemical and Physical Properties

Names and Identifiers

    • (E)-Ethyl 3-hydroxy-2-phenylacrylate
    • ethyl (E)-3-hydroxy-2-phenylprop-2-enoate
    • ETHYL 3-HYDROXY-2-PHENYLACRYLATE
    • ethyl 2-phenyl-3-hydroxypropenoate
    • Hydroxymethylen-phenyl-essigsaaeure-aethylester
    • BDA63617
    • 76636-17-4
    • AC7751
    • CS-0319451
    • (E)-Ethyl3-hydroxy-2-phenylacrylate
    • SCHEMBL10732842
    • 19242-50-3
    • MDL: MFCD27978579
    • Inchi: 1S/C11H12O3/c1-2-14-11(13)10(8-12)9-6-4-3-5-7-9/h3-8,12H,2H2,1H3/b10-8+
    • InChI Key: ZQCUSIHDKTWLTA-CSKARUKUSA-N
    • SMILES: O(CC)C(/C(=C/O)/C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 192.07900
  • Monoisotopic Mass: 192.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 215
  • 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: 2.6
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53000
  • LogP: 2.14860

(E)-Ethyl 3-hydroxy-2-phenylacrylate Customs Data

  • HS CODE:2918199090
  • Customs Data:

    China Customs Code:

    2918199090

    Overview:

    HS: 2918199090. Other alcohol containing but not other oxy carboxylic acids(Including its anhydride\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). 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:

    2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

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Additional information on (E)-Ethyl 3-hydroxy-2-phenylacrylate

(E)-Ethyl 3-hydroxy-2-phenylacrylate and CAS No. 76636-17-4: A Comprehensive Overview

(E)-Ethyl 3-hydroxy-2-phenylacrylate, identified by the CAS number 76636-17-4, is a significant compound in the realm of organic chemistry and pharmaceutical research. This ester derivative exhibits a unique structural configuration that makes it a valuable intermediate in the synthesis of various bioactive molecules. The presence of both hydroxyl and phenyl groups in its molecular framework imparts distinct chemical properties, rendering it particularly useful in medicinal chemistry and material science applications.

The compound's molecular structure consists of an acrylate moiety linked to an ethyl group and a hydroxyl substituent on the adjacent carbon atom. This arrangement facilitates its role as a precursor in the synthesis of more complex molecules, including pharmaceuticals and specialty chemicals. The phenyl ring further enhances its reactivity, making it a versatile building block for organic synthesis.

In recent years, there has been growing interest in (E)-Ethyl 3-hydroxy-2-phenylacrylate due to its potential applications in drug development. Researchers have been exploring its utility as a scaffold for designing novel therapeutic agents. The hydroxyl group, in particular, serves as a reactive site for further functionalization, allowing chemists to tailor the molecule for specific biological targets.

One of the most compelling areas of research involving this compound is its role in the development of anti-inflammatory agents. Studies have demonstrated that derivatives of (E)-Ethyl 3-hydroxy-2-phenylacrylate can modulate inflammatory pathways by interacting with specific enzymes and receptors. This has led to the discovery of several promising lead compounds that are currently undergoing further investigation in preclinical studies.

The phenyl ring in the molecule also contributes to its pharmacological potential. Phenolic compounds are well-known for their antioxidant and anti-inflammatory properties, and incorporating this motif into drug candidates can enhance their biological activity. Recent studies have shown that certain derivatives of (E)-Ethyl 3-hydroxy-2-phenylacrylate exhibit significant inhibitory effects on enzymes such as COX-2, which is a key target in the treatment of inflammation-related diseases.

Beyond pharmaceutical applications, (E)-Ethyl 3-hydroxy-2-phenylacrylate has found utility in material science. Its ability to undergo polymerization reactions makes it a valuable monomer for creating novel polymers with tailored properties. These polymers can be used in various industries, including coatings, adhesives, and advanced materials for electronics.

The synthesis of (E)-Ethyl 3-hydroxy-2-phenylacrylate typically involves well-established organic reactions, such as esterification and hydroxylation. Advances in synthetic methodologies have enabled more efficient and scalable production processes, making it more accessible for industrial and research applications. The compound's stability under various conditions also enhances its practicality as an intermediate.

In conclusion, (E)-Ethyl 3-hydroxy-2-phenylacrylate (CAS No. 76636-17-4) is a multifaceted compound with significant potential in both pharmaceuticals and material science. Its unique structural features make it an invaluable building block for synthesizing bioactive molecules, particularly those targeting inflammatory diseases. As research continues to uncover new applications for this compound, its importance in modern chemistry is likely to grow even further.

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