Cas no 89911-47-7 ((2Z)-2-methyl-3-phenylbut-2-enedioic acid)

(2Z)-2-Methyl-3-phenylbut-2-enedioic acid is a dicarboxylic acid derivative characterized by its conjugated double bond and phenyl substituent, contributing to its reactivity in organic synthesis. The (Z)-configuration of the alkene moiety enhances its utility in stereoselective reactions, while the methyl group introduces steric effects that can influence regioselectivity. This compound is particularly valuable as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals, where its structural features enable the construction of complex molecular frameworks. Its dicarboxylic functionality allows for further derivatization, including esterification, amidation, or cyclization reactions. The compound’s stability under standard conditions facilitates handling and storage in laboratory settings.
(2Z)-2-methyl-3-phenylbut-2-enedioic acid structure
89911-47-7 structure
Product Name:(2Z)-2-methyl-3-phenylbut-2-enedioic acid
CAS No:89911-47-7
MF:C11H10O4
MW:206.194703578949
CID:585423
PubChem ID:66610285
Update Time:2025-10-19

(2Z)-2-methyl-3-phenylbut-2-enedioic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Butenedioic acid, 2-methyl-3-phenyl-, (Z)-
    • 2-methyl-3-phenylbut-2-enedioic acid
    • (2Z)-2-methyl-3-phenylbut-2-enedioic acid
    • MFCD30835797
    • (2Z)-2-METHYL-3-PHENYLBUT-2-ENEDIOICACID
    • SCHEMBL162761
    • AKOS027473691
    • (Z)-2-methyl-3-phenylbut-2-enedioic acid
    • EN300-1074164
    • 89911-47-7
    • SCHEMBL8466096
    • Inchi: 1S/C11H10O4/c1-7(10(12)13)9(11(14)15)8-5-3-2-4-6-8/h2-6H,1H3,(H,12,13)(H,14,15)/b9-7-
    • InChI Key: WMYRVJWWRBMLMI-CLFYSBASSA-N
    • SMILES: OC(/C(=C(\C(=O)O)/C)/C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 206.05790880g/mol
  • Monoisotopic Mass: 206.05790880g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 298
  • 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: 1.6
  • Topological Polar Surface Area: 74.6?2

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Additional information on (2Z)-2-methyl-3-phenylbut-2-enedioic acid

Introduction to (2Z)-2-methyl-3-phenylbut-2-enedioic Acid (CAS No. 89911-47-7)

(2Z)-2-methyl-3-phenylbut-2-enedioic acid, identified by its Chemical Abstracts Service number CAS No. 89911-47-7, is a specialized organic compound that has garnered significant attention in the field of chemical and pharmaceutical research. This dicarboxylic acid derivative, characterized by its unique molecular structure, exhibits a range of intriguing properties that make it a valuable candidate for various applications, particularly in medicinal chemistry and synthetic biology.

The molecular formula of (2Z)-2-methyl-3-phenylbut-2-enedioic acid is C12H10O4, reflecting its composition of carbon, hydrogen, and oxygen atoms. The presence of two carboxylic acid groups (-COOH) at the 2 and 4 positions, along with a phenyl group attached to the 3-position carbon, contributes to its complex reactivity and potential biological activity. This structural arrangement not only influences its chemical behavior but also opens up possibilities for diverse functionalization and derivatization, making it a versatile building block in synthetic chemistry.

In recent years, the interest in (2Z)-2-methyl-3-phenylbut-2-enedioic acid has been fueled by its potential applications in drug discovery and development. The compound's ability to act as a precursor or intermediate in the synthesis of more complex molecules has made it a focal point for researchers exploring novel therapeutic agents. Its dual functionality allows for the creation of chiral centers and other structural motifs that are crucial for designing molecules with specific biological activities.

One of the most compelling aspects of (2Z)-2-methyl-3-phenylbut-2-enedioic acid is its role in the development of bioactive compounds. Studies have demonstrated its utility in the synthesis of nonsteroidal anti-inflammatory agents (NSAIDs) and other pharmacologically relevant molecules. The phenyl ring and the conjugated system formed by the double bond contribute to its interaction with biological targets, making it a promising candidate for further investigation.

The pharmacological potential of this compound has been explored through various preclinical studies. Researchers have investigated its effects on enzymes and receptors involved in inflammatory pathways, suggesting that derivatives of (2Z)-2-methyl-3-phenylbut-2-enedioic acid could exhibit anti-inflammatory properties comparable to existing NSAIDs but with improved efficacy or reduced side effects. These findings underscore the importance of this compound as a scaffold for developing next-generation therapeutic agents.

Moreover, the synthetic pathways involving (2Z)-2-methyl-3-phenylbut-2-enedioic acid have been optimized to enhance yield and purity, making it more accessible for industrial-scale production. Advances in catalytic methods and green chemistry principles have enabled researchers to produce this compound efficiently while minimizing environmental impact. Such innovations are crucial for ensuring sustainable practices in pharmaceutical manufacturing.

The versatility of (CAS No. 89911-47-7) extends beyond its applications in drug development. It has also been utilized in materials science, where its structural features contribute to the development of novel polymers and coatings with enhanced mechanical properties or biodegradability. The ability to incorporate functional groups into polymers derived from this compound opens up new possibilities for creating advanced materials with tailored characteristics.

In conclusion, (2Z)-2-methyl-3-phenylbut-2-enedioic acid represents a significant advancement in chemical research, offering a wealth of opportunities for innovation across multiple disciplines. Its unique molecular structure, coupled with its potential biological activities, makes it an indispensable tool for researchers aiming to develop new drugs, materials, and technologies. As scientific understanding continues to evolve, the applications of this compound are expected to expand even further, solidifying its place as a cornerstone of modern chemical research.

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