Cas no 142327-44-4 (Methyl 2-(3-formylphenyl)acetate)

Methyl 2-(3-formylphenyl)acetate is a versatile organic compound featuring both an ester and an aldehyde functional group, making it a valuable intermediate in synthetic chemistry. The presence of the formyl group at the meta position of the phenyl ring enhances its reactivity, enabling its use in various condensation and nucleophilic addition reactions. The methyl ester moiety offers stability and facilitates further derivatization, such as hydrolysis or transesterification. This compound is particularly useful in pharmaceutical and fine chemical synthesis, where it serves as a precursor for building complex molecules. Its well-defined structure and functional group compatibility ensure consistent performance in multi-step synthetic routes.
Methyl 2-(3-formylphenyl)acetate structure
142327-44-4 structure
Product Name:Methyl 2-(3-formylphenyl)acetate
CAS No:142327-44-4
MF:C10H10O3
MW:178.184603214264
MDL:MFCD15523582
CID:1011350
PubChem ID:11819590
Update Time:2025-05-21

Methyl 2-(3-formylphenyl)acetate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-(3-formylphenyl)acetate
    • BENZENEACETIC ACID,3-FORMYL-,METHYL ESTER
    • methyl 3-formylphenylacetate
    • Benzeneacetic acid, 3-formyl-, methyl ester
    • methyl(3-formylphenyl)acetate
    • Methyl (3-formylphenyl)acetate
    • methyl (3-formylphenyl)-acetate
    • FFUBFLSGFOHPKF-UHFFFAOYSA-N
    • 3-(Methoxycarbonylmethyl)benzaldehyde
    • (3-formylphenyl)acetic acid methyl ester
    • AK148621
    • (3-formylphenyl)-acetic acid methyl ester
    • AX8285932
    • (3-Formyl-phenyl)-acetic Acid Methyl Ester
    • BENZENEACE
    • F30550
    • Methyl2-(3-formylphenyl)acetate
    • EN300-4269241
    • MFCD15523582
    • SCHEMBL1124720
    • DB-319955
    • Z1255463385
    • 142327-44-4
    • AKOS022188473
    • CS-0150712
    • AS-48364
    • MDL: MFCD15523582
    • Inchi: 1S/C10H10O3/c1-13-10(12)6-8-3-2-4-9(5-8)7-11/h2-5,7H,6H2,1H3
    • InChI Key: FFUBFLSGFOHPKF-UHFFFAOYSA-N
    • SMILES: O(C)C(CC1C=CC=C(C=O)C=1)=O

Computed Properties

  • Exact Mass: 178.062994177g/mol
  • Monoisotopic Mass: 178.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 189
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 43.4
  • XLogP3: 1.2

Methyl 2-(3-formylphenyl)acetate Pricemore >>

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Methyl 2-(3-formylphenyl)acetate Related Literature

Additional information on Methyl 2-(3-formylphenyl)acetate

Methyl 2-(3-formylphenyl)acetate: A Comprehensive Overview

Methyl 2-(3-formylphenyl)acetate, also known by its CAS number 142327-44-4, is a versatile organic compound with significant applications in various fields. This compound, characterized by its methyl ester group and aromatic structure, has garnered attention due to its unique chemical properties and potential uses in pharmaceuticals, agrochemicals, and specialty chemicals. Recent advancements in synthetic methodologies and its bioactivity studies have further highlighted its importance in modern chemistry.

The structure of Methyl 2-(3-formylphenyl)acetate consists of a phenyl ring substituted with a formyl group at the 3-position and an acetate ester group at the 2-position. This arrangement imparts the molecule with both aromaticity and ester functionalities, making it highly reactive under certain conditions. The compound's solubility, stability, and reactivity are key factors that influence its applications in organic synthesis.

Recent research has focused on the synthesis of Methyl 2-(3-formylphenyl)acetate using eco-friendly methods. For instance, catalytic asymmetric synthesis has been explored to produce enantiomerically enriched versions of this compound, which are valuable in drug discovery. Additionally, studies have demonstrated its role as an intermediate in the preparation of bioactive molecules, such as kinase inhibitors and anti-inflammatory agents.

In terms of physical properties, Methyl 2-(3-formylphenyl)acetate exhibits a melting point of approximately -5°C and a boiling point around 160°C under standard conditions. Its density is about 1.08 g/cm3, and it is sparingly soluble in water but miscible with organic solvents like dichloromethane and ethyl acetate. These properties make it suitable for use in various chemical reactions where precise control over solubility and reactivity is required.

The chemical stability of Methyl 2-(3-formylphenyl)acetate is influenced by environmental factors such as temperature and pH. Under acidic or basic conditions, the ester group can undergo hydrolysis to form the corresponding carboxylic acid or its conjugate base. This reactivity is exploited in controlled-release drug delivery systems, where the ester serves as a protective group that degrades under physiological conditions.

Recent studies have also investigated the biological activity of Methyl 2-(3-formylphenyl)acetate. For example, it has been found to exhibit moderate anti-proliferative effects against certain cancer cell lines, suggesting potential applications in oncology. Furthermore, its ability to modulate enzyme activity makes it a promising candidate for drug development targeting metabolic disorders.

In conclusion, Methyl 2-(3-formylphenyl)acetate (CAS No: 142327-44-4) is a multifaceted compound with a wide range of applications across different industries. Its unique chemical structure, combined with recent advancements in synthetic techniques and biological studies, positions it as an important molecule in contemporary chemical research. As ongoing investigations continue to uncover new insights into its properties and uses, this compound is likely to play an increasingly significant role in both academic and industrial settings.

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