Cas no 20397-61-9 (2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-)

2-Propenoic acid, 2-fluoro-3-phenyl-, (2Z)-, is a fluorinated unsaturated carboxylic acid derivative with a phenyl substituent at the β-position and a Z-configuration around the double bond. This compound is of interest in synthetic organic chemistry due to its reactive α,β-unsaturated carbonyl structure and the presence of a fluorine atom, which can influence electronic and steric properties. The Z-configuration may confer selectivity in cycloaddition or conjugate addition reactions. Its structural features make it a potential intermediate for pharmaceuticals, agrochemicals, or advanced materials, where fluorination can enhance metabolic stability or binding affinity. Handling requires standard precautions for reactive acrylate derivatives.
2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- structure
20397-61-9 structure
Product Name:2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-
CAS No:20397-61-9
MF:C9H7FO2
MW:166.149086236954
CID:241135
PubChem ID:1550911
Update Time:2025-11-02

2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-
    • (2Z)-2-FLUORO-3-PHENYLACRYLIC ACID
    • ALPHA-FLUOROCINNAMIC ACID
    • (E)-2-fluoro-2-butenal
    • (Z)-2-fluoro-2-butenal
    • (Z)-2-fluoro-3-phenyl-2-propenoic acid
    • (Z)-2-fluoro-3-phenylacrylic acid
    • (Z)-2-fluoro-but-2-enal
    • (Z)-2-fluorocrotonaldehyde
    • 2-Butenal, 2-fluoro-, (Z)-
    • CTK2A7609
    • Z-2-Fluor-2-butenal
    • (2Z)-2-Fluoro-3-phenyl-2-propenoic acid
    • .alpha.-Fluorocinnamic acid
    • alpha-FLUORO CINNAMIC ACID
    • (2Z)-2-fluoro-3-phenylprop-2-enoic acid
    • EN300-376285
    • A822528
    • QONCEXMULRJPPY-VURMDHGXSA-
    • 20397-61-9
    • FGR8LT33FT
    • Cinnamic acid, alpha-fluoro-
    • NSC-102780
    • NS00041668
    • 1-09-00-00237 (Beilstein Handbook Reference)
    • Cinnamic acid, .alpha.-fluoro-
    • MFCD00004222
    • 2-Fluoro-3-phenylpropenoic acid
    • Z-2-fluoro-3-phenylpropenoic acid
    • 2-Fluoro-3-phenyl-2-propenoic acid
    • alpha-Fluorocinnamic acid, 98%
    • (2Z)-2-Fluoro-3-phenyl-2-propenoic acid #
    • NSC102780
    • EINECS 206-508-0
    • 2-fluoro-3-phenylacrylic acid
    • 2-Propenoic acid, 2-fluoro-3-phenyl-, (2Z)-
    • 350-90-3
    • J-019864
    • alpha -Fluorocinnamic acid
    • BRN 2501318
    • WLN: QVYFU1R
    • NSC 102780
    • 2-Propenoic acid, 2-fluoro-3-phenyl-
    • UNII-FGR8LT33FT
    • CHEMBL4064181
    • InChI=1/C9H7FO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-6H,(H,11,12)/b8-6-
    • trans-alpha-Fluorocinnamic acid
    • AKOS005255389
    • CS-0269704
    • Q27454816
    • (Z)-2-fluoro-3-phenylprop-2-enoic acid
    • Inchi: 1S/C9H7FO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-6H,(H,11,12)/b8-6-
    • InChI Key: QONCEXMULRJPPY-VURMDHGXSA-N
    • SMILES: F/C(/C(=O)O)=C\C1C=CC=CC=1

Computed Properties

  • Exact Mass: 166.043
  • Monoisotopic Mass: 166.043
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 193
  • 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
  • Topological Polar Surface Area: 37.3A^2
  • XLogP3: 2.2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.275
  • Melting Point: 156-159?°C(lit.)
  • Boiling Point: 290?°C(lit.)
  • Flash Point: 128.7°C
  • Refractive Index: 1.585
  • PSA: 37.30000
  • LogP: 2.08160
  • Solubility: Not available

2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- Security Information

  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26-36
  • RTECS:GD9080000
  • Hazardous Material Identification: Xi
  • Risk Phrases:36/37/38

2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- Pricemore >>

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Additional information on 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-

2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- (CAS No. 20397-61-9): A Comprehensive Overview

2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-, with the CAS number 20397-61-9, is a specialized organic compound that has garnered significant attention in the fields of synthetic chemistry and material science. This compound, also known as (2Z)-2-fluoro-3-phenylacrylic acid, belongs to the class of fluoro-substituted acrylic acids, which are known for their unique chemical properties and versatile applications. The presence of both a fluoro group and a phenyl ring in its structure makes it a valuable intermediate in the synthesis of more complex molecules.

The chemical formula of 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- is C9H7FO2, and its molecular weight is approximately 166.15 g/mol. The compound is characterized by its Z-configuration, which refers to the spatial arrangement of substituents around the double bond. This configuration is crucial for its reactivity and interaction with other molecules. The fluoro group at the 2-position and the phenyl group at the 3-position contribute to its distinct electronic and steric properties, making it a subject of interest in various research studies.

One of the most notable applications of 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- is in the field of pharmaceutical research. The compound serves as a key building block in the synthesis of bioactive molecules, including potential drug candidates. Its fluoro-substituted acrylic acid moiety is often incorporated into larger frameworks to enhance the biological activity of the resulting compounds. Researchers are particularly interested in its potential role in developing anti-inflammatory and antimicrobial agents, given the known effects of fluorine in improving drug efficacy and metabolic stability.

In addition to its pharmaceutical applications, 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- is also explored in material science. The compound's ability to participate in polymerization reactions makes it a candidate for creating novel fluorinated polymers. These polymers are valued for their exceptional thermal stability, chemical resistance, and low surface energy, which are desirable properties for coatings, adhesives, and specialty films. The incorporation of fluorine atoms into polymer chains can significantly alter their physical and chemical characteristics, opening up new possibilities for advanced materials.

The synthesis of 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- typically involves the condensation reaction of appropriate precursors under controlled conditions. Researchers have developed various methods to optimize the yield and purity of this compound, including the use of catalysts and solvent systems that favor the formation of the Z-isomer. The choice of reaction conditions is critical to avoid the formation of unwanted by-products and to ensure the desired stereochemistry.

From an environmental and safety perspective, 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- is generally considered to have low toxicity under standard handling conditions. However, like many organic compounds, it should be handled with care to avoid exposure to skin and eyes. Proper personal protective equipment (PPE), such as gloves and goggles, is recommended when working with this chemical. Its storage should be in a cool, dry place, away from direct sunlight and incompatible materials.

The market demand for 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- has been steadily increasing, driven by its expanding applications in pharmaceuticals and advanced materials. Suppliers and manufacturers are focusing on scaling up production while maintaining high purity standards to meet the needs of research institutions and industrial clients. The compound is often available in small quantities for laboratory use, with custom synthesis options for larger-scale requirements.

Recent advancements in green chemistry have also influenced the production and use of 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-. Researchers are exploring more sustainable synthetic routes that minimize waste and reduce the use of hazardous reagents. This aligns with the growing emphasis on environmentally friendly practices in chemical manufacturing, which is a hot topic among both industry professionals and regulatory bodies.

For those interested in purchasing 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)-, it is essential to verify the CAS number 20397-61-9 to ensure the correct product is obtained. Reputable suppliers provide detailed technical data sheets (TDS) and certificates of analysis (CoA) to confirm the identity, purity, and quality of the compound. Buyers should also consider the supplier's reputation, delivery times, and compliance with relevant regulations.

In summary, 2-Propenoic acid,2-fluoro-3-phenyl-, (2Z)- is a versatile and valuable compound with significant potential in both pharmaceutical and material science applications. Its unique structural features, including the fluoro group and phenyl ring, make it a subject of ongoing research and development. As the demand for specialized chemicals continues to grow, this compound is likely to play an increasingly important role in scientific and industrial advancements.

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