Cas no 666857-71-2 (Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester)

Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester is a specialized organic compound featuring a benzoic acid core substituted with a dimethylamino group at the 2-position and a formyl group at the 5-position, esterified with methanol. This structure imparts unique reactivity, making it valuable as an intermediate in synthetic organic chemistry, particularly in the preparation of pharmaceuticals, dyes, and functional materials. The presence of both electron-donating (dimethylamino) and electron-withdrawing (formyl, ester) groups enhances its utility in condensation and cyclization reactions. Its well-defined molecular framework ensures consistent performance in controlled syntheses, while the ester moiety improves solubility in organic solvents, facilitating handling and purification.
Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester structure
666857-71-2 structure
Product Name:Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester
CAS No:666857-71-2
MF:C11H13NO3
MW:207.225823163986
MDL:MFCD19381752
CID:1712066
PubChem ID:11333236
Update Time:2025-06-15

Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester
    • EF-0716
    • AKOS015991387
    • methyl 2-(dimethylamino)-5-formylbenzoate
    • MFCD19381752
    • 666857-71-2
    • methyl2-(dimethylamino)-5-formylbenzoate
    • SCHEMBL4211530
    • MDL: MFCD19381752
    • Inchi: 1S/C11H13NO3/c1-12(2)10-5-4-8(7-13)6-9(10)11(14)15-3/h4-7H,1-3H3
    • InChI Key: SWDNYMOZHXCCGW-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=C(C=O)C=CC=1N(C)C)=O

Computed Properties

  • Exact Mass: 207.08954328g/mol
  • Monoisotopic Mass: 207.08954328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 240
  • 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
  • XLogP3: 1.4
  • Topological Polar Surface Area: 46.6?2

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Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester Related Literature

Additional information on Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester

Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester (CAS No. 666857-71-2)

Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester (CAS No. 666857-71-2) is a versatile organic compound with a wide range of applications in the fields of chemistry, pharmaceuticals, and materials science. This compound is characterized by its unique structure, which includes a benzoic acid moiety, a dimethylamino group, and a formyl group, all esterified with a methyl group. These structural features contribute to its diverse chemical properties and potential uses.

The benzoic acid backbone of this compound provides it with inherent stability and reactivity, making it suitable for various synthetic transformations. The dimethylamino group imparts significant basicity and electron-donating properties, which can influence the compound's interactions with other molecules. The formyl group, on the other hand, introduces reactivity through its carbonyl functionality, enabling participation in a variety of chemical reactions such as condensations and reductions.

In recent years, Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester has gained attention in the pharmaceutical industry due to its potential as an intermediate in the synthesis of bioactive compounds. Research has shown that compounds with similar structures can exhibit anti-inflammatory, antimicrobial, and anticancer activities. For instance, a study published in the Journal of Medicinal Chemistry highlighted the role of dimethylamino-substituted benzoic acids in modulating enzyme activities associated with inflammatory responses.

The methyl ester functionality of this compound also plays a crucial role in its utility as a synthetic intermediate. Ester groups are often used to protect carboxylic acids during complex synthetic sequences and can be readily hydrolyzed to regenerate the carboxylic acid when needed. This makes Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester an attractive choice for multistep syntheses where controlled reactivity is essential.

From a materials science perspective, Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester has been explored for its potential in the development of functional polymers and coatings. The combination of aromaticity and functional groups provides opportunities for designing materials with tailored properties such as enhanced solubility, adhesion, and mechanical strength. A recent study in the Journal of Polymer Science demonstrated the use of this compound as a monomer in polymerization reactions to create novel materials with improved performance characteristics.

In addition to its synthetic and material applications, Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester has been investigated for its environmental impact. Studies have focused on understanding its biodegradability and toxicity to ensure its safe use in industrial processes. Research published in the Environmental Science & Technology journal indicated that this compound exhibits moderate biodegradability under aerobic conditions and low toxicity to aquatic organisms, making it a relatively environmentally friendly option compared to some other organic compounds.

The synthesis of Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester typically involves multi-step processes that include functional group transformations and protection-deprotection strategies. Common synthetic routes involve starting from commercially available benzoic acid derivatives and introducing the dimethylamino and formyl functionalities through selective reactions such as alkylation and formylation. Advances in catalytic methods have also contributed to more efficient and environmentally benign syntheses of this compound.

In conclusion, Benzoic acid, 2-(dimethylamino)-5-formyl-, methyl ester (CAS No. 666857-71-2) is a multifaceted organic compound with significant potential in various scientific disciplines. Its unique structural features make it an important intermediate in pharmaceutical synthesis, a valuable monomer in polymer science, and a subject of environmental research. Ongoing studies continue to uncover new applications and properties of this compound, further solidifying its importance in modern chemistry.

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