Cas no 14507-27-8 (12-phenyldodecanoic acid)

12-Phenyldodecanoic acid is a long-chain fatty acid derivative featuring a phenyl group at the 12-position of the dodecanoic acid backbone. This structural modification imparts unique physicochemical properties, making it valuable in organic synthesis and material science applications. The phenyl group enhances hydrophobicity and influences packing behavior in self-assembled systems, while the carboxylic acid functionality allows for further derivatization. Its intermediate chain length balances solubility and reactivity, facilitating its use in surfactants, lubricants, and polymer additives. The compound’s stability and compatibility with various reaction conditions make it a versatile building block for specialized chemical synthesis.
12-phenyldodecanoic acid structure
12-phenyldodecanoic acid structure
Product Name:12-phenyldodecanoic acid
CAS No:14507-27-8
MF:C18H28O2
MW:276.413725852966
MDL:MFCD00582460
CID:210778
PubChem ID:151922
Update Time:2025-10-31

12-phenyldodecanoic acid Chemical and Physical Properties

Names and Identifiers

    • Benzenedodecanoic acid
    • 12-phenyldodecanoic acid
    • RARECHEM AH CK 0152
    • 12-phenyllauric acid
    • 12-Phenyldodecanoic acid 95%
    • 12-PHENYL-DODECANOIC ACID >95%
    • s12076
    • CHEMBL1567811
    • J-519677
    • LMFA01140066
    • 14507-27-8
    • HMS2269P24
    • IXEHFJJSVBVZHI-UHFFFAOYSA-N
    • 12-phenyl dodecanoic acid
    • AKOS003635985
    • 12-phenyldodecanoicacid
    • BDBM93584
    • CS-W001442
    • SY103951
    • AS-58269
    • FT-0685065
    • 12-Phenyl-dodecanoic acid
    • MLS001048967
    • DTXSID20162876
    • SMR000386988
    • AB92472
    • NCGC00246240-01
    • NSC-665969
    • MFCD00582460
    • NSC665969
    • cid_151922
    • SCHEMBL1008042
    • STL443585
    • MDL: MFCD00582460
    • Inchi: 1S/C18H28O2/c19-18(20)16-12-7-5-3-1-2-4-6-9-13-17-14-10-8-11-15-17/h8,10-11,14-15H,1-7,9,12-13,16H2,(H,19,20)
    • InChI Key: IXEHFJJSVBVZHI-UHFFFAOYSA-N
    • SMILES: OC(CCCCCCCCCCCC1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 276.20900
  • Monoisotopic Mass: 276.209
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 12
  • Complexity: 232
  • 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: 6.3
  • Topological Polar Surface Area: 37.3A^2

Experimental Properties

  • Density: 0.98
  • Boiling Point: 415.4°Cat760mmHg
  • Flash Point: 312.2°C
  • Refractive Index: 1.505
  • PSA: 37.30000
  • LogP: 5.21470

12-phenyldodecanoic acid Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi

12-phenyldodecanoic acid Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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12-phenyldodecanoic acid Related Literature

Additional information on 12-phenyldodecanoic acid

Introduction to 12-phenyldodecanoic acid (CAS No. 14507-27-8) and Its Emerging Applications in Chemical and Biomedical Research

12-phenyldodecanoic acid, identified by the Chemical Abstracts Service registry number 14507-27-8, is a long-chain aromatic carboxylic acid with a phenyl substituent at the 12th carbon position. This compound has garnered significant attention in the fields of organic synthesis, materials science, and pharmaceutical chemistry due to its unique structural properties and versatile reactivity. The presence of both a phenyl group and a dodecyl chain endows it with characteristics that make it a valuable intermediate in the development of advanced materials, such as liquid crystals, polymers, and functional coatings.

The molecular structure of 12-phenyldodecanoic acid consists of a linear aliphatic chain with a rigid aromatic ring, which contributes to its exceptional thermal stability and mechanical strength. These attributes have positioned it as a promising candidate for applications in high-performance polymers and nanocomposites. Recent studies have demonstrated its utility in enhancing the thermal resistance and mechanical properties of polyethylene-based materials, making it particularly relevant for industrial applications where durability under extreme conditions is paramount.

In the realm of biomedical research, 12-phenyldodecanoic acid has been explored for its potential role as a bioactive molecule. Its extended hydrophobic chain and aromatic moiety allow it to interact with biological membranes, suggesting applications in drug delivery systems and membrane stabilization. For instance, researchers have investigated its incorporation into lipid-based nanoparticles designed for targeted drug delivery. The compound’s ability to modulate membrane fluidity has shown promise in enhancing the efficacy of therapeutic agents by improving their cellular uptake and reducing degradation.

Moreover, the pharmacological properties of 12-phenyldodecanoic acid have been studied in the context of anti-inflammatory and anti-tumor therapies. Preliminary in vitro experiments have indicated that derivatives of this compound may exhibit inhibitory effects on certain enzymes involved in inflammatory pathways, such as COX-2 (cyclooxygenase-2). This finding aligns with the growing interest in natural product-inspired molecules that can modulate inflammatory responses without significant side effects. Further research is ongoing to elucidate the precise mechanisms through which 12-phenyldodecanoic acid exerts its biological effects.

The synthesis of 12-phenyldodecanoic acid (CAS No. 14507-27-8) typically involves Friedel-Crafts alkylation followed by oxidation, although alternative synthetic routes are being explored to improve yield and reduce environmental impact. Advances in green chemistry have prompted investigations into catalytic processes that minimize waste generation while maintaining high selectivity. For example, palladium-catalyzed cross-coupling reactions have been employed to introduce the phenyl group efficiently, showcasing the compound’s potential as a building block in sustainable chemical synthesis.

The material science applications of 12-phenyldodecanoic acid are equally compelling. Its incorporation into liquid crystalline phases has been shown to enhance mesogenic properties, leading to improved performance in liquid crystal displays (LCDs) and other optoelectronic devices. The compound’s ability to form stable mesophases at elevated temperatures makes it suitable for high-resolution display technologies where thermal stability is critical. Additionally, its use as an additive in polymer composites has been reported to improve flame retardancy and mechanical strength, further expanding its industrial relevance.

Recent advancements in computational chemistry have also facilitated the design of novel derivatives of 12-phenyldodecanoic acid with tailored properties for specific applications. Molecular dynamics simulations have been used to predict how modifications to the phenyl or aliphatic chain can influence physical characteristics such as melting point, solubility, and surface tension. These insights are guiding experimental efforts to optimize the compound’s performance for diverse industrial and biomedical uses.

The future prospects for 12-phenyldodecanoic acid (CAS No. 14507-27-8) appear promising, with ongoing research focusing on expanding its utility across multiple domains. In pharmaceuticals, efforts are underway to develop more potent analogs with enhanced bioavailability and reduced toxicity. In materials science, investigations are being conducted to exploit its properties in next-generation nanotechnology applications, such as quantum dot stabilizers or smart coatings that respond to environmental stimuli.

As our understanding of molecular interactions deepens, so too does the potential for 12-phenyldodecanoic acid to contribute innovative solutions to complex challenges. Whether through its role as a synthetic intermediate or as an active ingredient in advanced materials or drug formulations, this compound exemplifies how fundamental chemical research can drive technological progress across multiple sectors.

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