Cas no 56905-07-8 (methyl 4-chloro-2-methylbut-2-enoate)

Methyl 4-chloro-2-methylbut-2-enoate is a versatile ester compound characterized by its reactive α,β-unsaturated carbonyl structure and chloro substituent. This functional group combination makes it a valuable intermediate in organic synthesis, particularly for Michael additions, nucleophilic substitutions, and cyclization reactions. The presence of both an electron-withdrawing ester group and a chloro moiety enhances its reactivity in conjugate addition processes, while the methyl substitution at the β-position influences regioselectivity. Its moderate volatility and stability under standard conditions facilitate handling in laboratory and industrial settings. The compound is commonly employed in the preparation of pharmaceuticals, agrochemicals, and fine chemicals, where its bifunctional reactivity enables efficient construction of complex molecular frameworks.
methyl 4-chloro-2-methylbut-2-enoate structure
56905-07-8 structure
Product Name:methyl 4-chloro-2-methylbut-2-enoate
CAS No:56905-07-8
MF:C6H9ClO2
MW:148.587461233139
CID:347423
PubChem ID:15947949
Update Time:2025-06-09

methyl 4-chloro-2-methylbut-2-enoate Chemical and Physical Properties

Names and Identifiers

    • 2-Butenoic acid, 4-chloro-2-methyl-, methyl ester, (E)-
    • methyl 4-chloro-2-methylbut-2-enoate
    • EN300-7354156
    • BS-12319
    • 56905-07-8
    • methyl4-chloro-2-methylbut-2-enoate
    • methyl (E)-4-chloro-2-methylbut-2-enoate
    • CS-0346650
    • 2-Methyl-4-chloro-2-butenoic acid methyl ester
    • EN300-93113
    • METHYL (2E)-4-CHLORO-2-METHYLBUT-2-ENOATE
    • AKOS006387437
    • methyl (2E)-4-chloro-2-methyl-2-butenoate
    • Inchi: 1S/C6H9ClO2/c1-5(3-4-7)6(8)9-2/h3H,4H2,1-2H3/b5-3+
    • InChI Key: LTZAWBBRKABPAL-HWKANZROSA-N
    • SMILES: ClC/C=C(/C(=O)OC)\C

Computed Properties

  • Exact Mass: 148.02917
  • Monoisotopic Mass: 148.0291072g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 129
  • 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: 1.3
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • PSA: 26.3

methyl 4-chloro-2-methylbut-2-enoate Pricemore >>

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Additional information on methyl 4-chloro-2-methylbut-2-enoate

Methyl 4-Chloro-2-methylbut-2-enoate (CAS No. 56905-07-8): An Overview of Its Properties, Applications, and Recent Research

Methyl 4-chloro-2-methylbut-2-enoate (CAS No. 56905-07-8) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique structural features, which include a chlorinated and methylated butenyl ester moiety. These properties make it an attractive building block for a wide range of applications, from the synthesis of complex organic molecules to the development of novel pharmaceuticals.

The chemical structure of methyl 4-chloro-2-methylbut-2-enoate is defined by its molecular formula, C6H9ClO2. The presence of the chlorine atom and the double bond in the butenyl chain imparts specific reactivity and stability characteristics to the molecule. These features are crucial for its use in various chemical reactions and synthetic pathways.

In the context of organic synthesis, methyl 4-chloro-2-methylbut-2-enoate serves as a valuable intermediate for the preparation of more complex molecules. Its reactivity can be harnessed through a variety of chemical transformations, including nucleophilic substitution reactions, addition reactions, and elimination processes. Recent studies have explored its utility in asymmetric synthesis, where it has been used to generate chiral intermediates with high enantioselectivity. This capability is particularly important in the pharmaceutical industry, where the production of enantiomerically pure compounds is often required.

The pharmaceutical applications of methyl 4-chloro-2-methylbut-2-enoate are also noteworthy. As a building block for drug discovery, it has been utilized in the synthesis of several biologically active compounds. For instance, it has been employed in the development of anti-inflammatory agents and antiviral drugs. The chlorine atom in its structure can influence the pharmacokinetic properties of the final drug molecule, such as its solubility and metabolic stability. This makes it a valuable starting material for optimizing drug candidates during preclinical studies.

Recent research has also highlighted the potential of methyl 4-chloro-2-methylbut-2-enoate in materials science. Its unique combination of functional groups makes it suitable for the synthesis of polymers with tailored properties. For example, it has been used to create copolymers with improved mechanical strength and thermal stability. These materials find applications in various industries, including electronics, automotive, and biomedical devices.

In addition to its synthetic and pharmaceutical applications, methyl 4-chloro-2-methylbut-2-enoate has been studied for its environmental impact. Researchers have investigated its biodegradability and toxicity to ensure that its use does not pose significant environmental risks. Preliminary findings suggest that it degrades readily under certain conditions, making it a more sustainable choice for industrial processes.

The safety profile of methyl 4-chloro-2-methylbut-2-enoate is another critical aspect that has been extensively studied. Safety data sheets (SDS) provide detailed information on handling, storage, and disposal procedures to ensure that users can work with this compound safely. Proper precautions are essential to minimize exposure risks and prevent accidents in laboratory settings.

In conclusion, methyl 4-chloro-2-methylbut-2-enoate (CAS No. 56905-07-8) is a multifaceted compound with a wide range of applications in organic synthesis, pharmaceutical research, and materials science. Its unique structural features and reactivity make it an indispensable tool for chemists and researchers working in these fields. Ongoing research continues to uncover new possibilities for its use, further solidifying its importance in modern chemistry.

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