Cas no 15144-81-7 ([1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy-)

[1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy-, is a biphenyl derivative featuring a carboxylic acid functional group at the 2-position and a methoxy substituent at the 5-position. This compound is valued for its role as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. The methoxy group enhances its solubility in organic solvents, facilitating further functionalization, while the carboxylic acid moiety allows for versatile derivatization, such as esterification or amidation. Its rigid biphenyl core contributes to stability, making it suitable for applications requiring robust molecular scaffolds. The compound is typically handled under standard laboratory conditions, with purity and reactivity optimized for synthetic workflows.
[1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy- structure
15144-81-7 structure
Product Name:[1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy-
CAS No:15144-81-7
MF:C14H12O3
MW:228.243284225464
CID:158933
PubChem ID:299000
Update Time:2025-05-19

[1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy- Chemical and Physical Properties

Names and Identifiers

    • [1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy-
    • 4-methoxy-2-phenylbenzoic acid
    • 2-Phenyl-4-methoxybenzoic Acid
    • 4-Methoxy-2-phenyl-benzoesaeure
    • 5-methoxy-[1,1'-biphenyl]-2-carboxylic acid
    • 5-Methoxy-2-biphenylcarbonsaeure
    • 5-Methoxy-2-biphenylcarboxylic Acid
    • 5-methoxybiphenyl-2-carboxylic acid
    • 5-methoxy-biphenyl-2-carboxylic acid
    • AC1L6TYJ
    • CTK0H7030
    • NSC171437
    • SureCN6701301
    • 5-Methoxy[1,1'-biphenyl]-2-carboxylic acid
    • DTXSID60305669
    • NSC-171437
    • SCHEMBL6701301
    • 15144-81-7
    • Inchi: 1S/C14H12O3/c1-17-11-7-8-12(14(15)16)13(9-11)10-5-3-2-4-6-10/h2-9H,1H3,(H,15,16)
    • InChI Key: ILMBLFOACOFDEV-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC(C(=O)O)=C(C=1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 228.07866
  • Monoisotopic Mass: 228.079
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 258
  • 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: 2.9
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • Density: 1.193
  • Boiling Point: 360.9°C at 760 mmHg
  • Flash Point: 136.2°C
  • Refractive Index: 1.589
  • PSA: 46.53

[1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy- Pricemore >>

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Additional information on [1,1'-Biphenyl]-2-carboxylicacid, 5-methoxy-

Introduction to [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- (CAS No. 15144-81-7)

[1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- is a significant compound in the field of organic chemistry and pharmaceutical research. With the CAS number CAS No. 15144-81-7, this molecule has garnered attention due to its unique structural properties and potential applications in drug development and material science. The compound belongs to the biphenyl derivatives, which are known for their diverse chemical behaviors and biological activities.

The molecular structure of [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- consists of two benzene rings connected by a single carbon-carbon bond, with a methoxy group (-OCH?) at the 5-position and a carboxylic acid (-COOH) at the 2-position. This specific arrangement imparts unique electronic and steric properties to the molecule, making it a valuable candidate for various chemical syntheses and functional applications.

In recent years, there has been growing interest in biphenyl derivatives due to their role as intermediates in the synthesis of pharmaceuticals and agrochemicals. The presence of both the carboxylic acid and methoxy functional groups allows for further chemical modifications, enabling the creation of more complex molecules with tailored properties. This flexibility has made [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- a subject of extensive research in synthetic chemistry.

One of the most compelling aspects of this compound is its potential application in medicinal chemistry. Researchers have been exploring its use as a building block for the development of novel therapeutic agents. The biphenyl core is particularly interesting because it is found in many bioactive molecules, including some that exhibit significant pharmacological effects. The methoxy and carboxylic acid groups provide additional sites for functionalization, allowing chemists to design molecules with specific interactions with biological targets.

Recent studies have highlighted the compound's utility in the synthesis of inhibitors targeting various disease pathways. For instance, modifications of the biphenyl ring have been shown to enhance binding affinity to enzymes involved in metabolic disorders. Additionally, the methoxy group can be used to introduce solubility-enhancing properties, which is crucial for drug formulation. These findings underscore the importance of [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- as a versatile intermediate in drug discovery.

The compound's structural features also make it a valuable material in industrial applications. Biphenyl derivatives are known for their stability and resistance to environmental degradation, making them suitable for use in coatings, adhesives, and specialty polymers. The methoxy group can further enhance these properties by improving compatibility with other materials. This dual functionality has opened up new possibilities for developing advanced materials with improved performance characteristics.

In terms of synthesis, [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- can be prepared through various organic reactions. One common approach involves the coupling of biphenyl-2-carboxylic acid with methyl iodide or dimethyl sulfate in the presence of a base catalyst. Alternatively, palladium-catalyzed cross-coupling reactions can be employed to introduce the methoxy group at the desired position. These synthetic strategies highlight the compound's accessibility and versatility in laboratory settings.

The growing body of research on biphenyl derivatives underscores their significance in both academic and industrial contexts. As our understanding of molecular interactions continues to evolve, compounds like [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- are expected to play an increasingly important role in developing innovative solutions across multiple disciplines. Their unique structural features and functional potential make them indispensable tools for chemists and researchers worldwide.

In conclusion, [1,1'-Biphenyl]-2-carboxylic acid, 5-methoxy- (CAS No. 15144-81-7) is a multifaceted compound with broad applications in pharmaceuticals and material science. Its structural versatility and reactivity make it a valuable intermediate for synthetic chemists and drug developers alike. As research continues to uncover new possibilities for this molecule, its importance is likely to grow even further.

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