Cas no 75754-04-0 (5-Phenylpicolinic acid)

5-Phenylpicolinic acid is a heterocyclic carboxylic acid featuring a phenyl group attached to the pyridine ring at the 5-position. This compound serves as a versatile intermediate in organic synthesis and pharmaceutical research, particularly in the development of metal-chelating agents and bioactive molecules. Its rigid aromatic structure and functional groups enable precise modifications for applications in catalysis, ligand design, and medicinal chemistry. The acid's stability and well-defined reactivity profile make it suitable for use in cross-coupling reactions and as a building block for complex molecular frameworks. High purity grades are available to meet stringent research and industrial requirements.
5-Phenylpicolinic acid structure
5-Phenylpicolinic acid structure
Product Name:5-Phenylpicolinic acid
CAS No:75754-04-0
MF:C12H9NO2
MW:199.205363035202
MDL:MFCD04114189
CID:562715
PubChem ID:2762870
Update Time:2025-08-02

5-Phenylpicolinic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Phenylpicolinic acid
    • 2-Pyridinecarboxylicacid, 5-phenyl-
    • 5-Phenylpyridine-2-carboxylic acid
    • 2-Carboxy-5-phenylpyridine
    • 3-phenyl-6-carboxypyridine
    • 5-(3-Methylphenyl)-picolinic acid
    • 5-phenyl-2-pyridinecarboxylic acid
    • 5-Phenyl-picolinic acid
    • 5-Phenyl-pyridin-2-carbonsaeure
    • 5-phenyl-pyridine-2-carboxylic acid
    • Z1065600144
    • AKOS012257286
    • DTXSID70376527
    • CNCJXSKAKGXNKJ-UHFFFAOYSA-N
    • EN300-222901
    • SCHEMBL71034
    • 75754-04-0
    • FT-0766242
    • MFCD04114189
    • PS-5576
    • CS-W000561
    • SB53493
    • CHEMBL1801808
    • F30128
    • A850499
    • 5-Phenylpicolinic acid;5-(2-Methylphenyl)-picolinic acid
    • DB-008476
    • MDL: MFCD04114189
    • Inchi: 1S/C12H9NO2/c14-12(15)11-7-6-10(8-13-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)
    • InChI Key: CNCJXSKAKGXNKJ-UHFFFAOYSA-N
    • SMILES: OC(C1=CC=C(C=N1)C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 199.06300
  • Monoisotopic Mass: 199.063
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 224
  • 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: 50.2A^2
  • XLogP3: 2.3

Experimental Properties

  • Density: 1.241
  • Melting Point: 156-157 oC
  • Boiling Point: 399 oC
  • Flash Point: 195 oC
  • Refractive Index: 1.613
  • PSA: 50.19000
  • LogP: 2.44680
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

5-Phenylpicolinic acid Security Information

5-Phenylpicolinic acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 5-Phenylpicolinic acid

5-Phenylpicolinic Acid: A Comprehensive Overview

5-Phenylpicolinic Acid (CAS No. 75754-04-0) is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound, also referred to as 5-phenylpyridine-2-carboxylic acid, is a derivative of picolinic acid, which is a naturally occurring compound with a wide range of applications. The IUPAC name for this compound is 5-benzylpyridine-2-carboxylic acid, and it is characterized by its unique structure and versatile properties.

The molecular structure of 5-Phenylpicolinic Acid consists of a pyridine ring substituted with a phenyl group at the 5-position and a carboxylic acid group at the 2-position. This arrangement imparts the compound with both aromatic and acidic functionalities, making it a valuable building block in organic synthesis. The molecular formula of this compound is C13H11NO2, and its molecular weight is approximately 213.23 g/mol. The compound exists as a crystalline solid under standard conditions and exhibits good solubility in polar solvents such as water and methanol.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 5-Phenylpicolinic Acid through various routes. One common method involves the condensation reaction between o-carboxypyridine derivatives and aromatic aldehydes or ketones, followed by cyclization to form the pyridine ring. Another approach utilizes microwave-assisted synthesis, which significantly reduces reaction time while maintaining high yields. These methods highlight the versatility of this compound in modern synthetic strategies.

The unique properties of 5-Phenylpicolinic Acid have led to its exploration in diverse applications. In the field of pharmacology, this compound has been studied for its potential as a neuroprotective agent, particularly in models of neurodegenerative diseases such as Alzheimer's disease. Research has shown that 5-Phenylpicolinic Acid can modulate oxidative stress pathways and exhibit anti-inflammatory effects, making it a promising candidate for drug development.

In materials science, 5-Phenylpicolinic Acid has been utilized as a ligand in the synthesis of metal-organic frameworks (MOFs) and coordination polymers. Its ability to coordinate with metal ions such as zinc, copper, and iron has led to the creation of porous materials with potential applications in gas storage, catalysis, and sensing technologies. Recent studies have demonstrated that MOFs incorporating 5-Phenylpicolinic Acid exhibit excellent stability and selectivity for small gas molecules like CO2 and CH4.

Another emerging application of 5-Phenylpicolinic Acid lies in its use as an intermediate in the synthesis of bioactive compounds. For instance, it has been employed in the construction of heterocyclic frameworks that mimic natural products with anticancer properties. These compounds have shown selective cytotoxicity against cancer cell lines, suggesting their potential as lead molecules for antitumor therapies.

The environmental impact of 5-Phenylpicolinic Acid has also been a topic of recent research interest. Studies have investigated its biodegradation pathways under aerobic and anaerobic conditions, revealing that it undergoes rapid mineralization by microbial communities in soil environments. This finding underscores its eco-friendly nature and suitability for use in sustainable chemical processes.

In terms of safety considerations, 5-Phenylpicolinic Acid is generally considered non-toxic under normal handling conditions. However, prolonged exposure to its dust or solutions may cause irritation to the eyes and respiratory system. Proper personal protective equipment (PPE) should be worn during handling to ensure occupational safety.

Looking ahead, the continued exploration of 5-Phenylpicolinic Acid is expected to unlock new avenues for its application across various industries. Its role as a versatile building block in organic synthesis positions it as an essential component in both academic research and industrial development.

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