Cas no 187344-44-1 ([1,1'-Biphenyl]-2,4'-dimethanol)

[1,1'-Biphenyl]-2,4'-dimethanol is a biphenyl-based diol compound characterized by its two hydroxymethyl functional groups positioned at the 2- and 4'-positions of the biphenyl scaffold. This structure imparts rigidity and reactivity, making it a valuable intermediate in organic synthesis, particularly for constructing complex frameworks in pharmaceuticals, liquid crystals, and polymer chemistry. Its bifunctional nature allows for selective derivatization, enabling applications in cross-coupling reactions and as a building block for chiral ligands or dendrimers. The compound's stability and well-defined stereochemistry further enhance its utility in asymmetric synthesis and material science research. Proper handling under inert conditions is recommended due to potential sensitivity to oxidation.
[1,1'-Biphenyl]-2,4'-dimethanol structure
187344-44-1 structure
Product Name:[1,1'-Biphenyl]-2,4'-dimethanol
CAS No:187344-44-1
MF:C14H14O2
MW:214.259764194489
CID:115014
PubChem ID:1393127
Update Time:2025-10-30

[1,1'-Biphenyl]-2,4'-dimethanol Chemical and Physical Properties

Names and Identifiers

    • [1,1'-Biphenyl]-2,4'-dimethanol
    • [4-[2-(hydroxymethyl)phenyl]phenyl]methanol
    • Biphenyl-2,4'-dimethanol
    • 2,4'-BiphenyldiyldiMethanol
    • 1,1'-Biphenyl]-3,4'-dimethanol
    • [1,1'-BIPHENYL]-2,4'-DIYLDIMETHANOL
    • SCHEMBL6448256
    • 1,1'-Biphenyl-2,4'-dimethanol
    • 1,1/'-Biphenyl]-3,4/'-dimethanol
    • 187344-44-1
    • CS-0449015
    • DTXSID30362663
    • MDL: MFCD05980429
    • Inchi: 1S/C14H14O2/c15-9-11-5-7-12(8-6-11)14-4-2-1-3-13(14)10-16/h1-8,15-16H,9-10H2
    • InChI Key: QEYKYHBKQHGNPQ-UHFFFAOYSA-N
    • SMILES: OCC1C=CC=CC=1C1C=CC(CO)=CC=1

Computed Properties

  • Exact Mass: 214.099379685g/mol
  • Monoisotopic Mass: 214.099379685g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 197
  • 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: 1.8
  • Topological Polar Surface Area: 40.5?2

[1,1'-Biphenyl]-2,4'-dimethanol Pricemore >>

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Additional information on [1,1'-Biphenyl]-2,4'-dimethanol

Comprehensive Analysis of [1,1'-Biphenyl]-2,4'-dimethanol (CAS No. 187344-44-1): Properties, Applications, and Industry Trends

[1,1'-Biphenyl]-2,4'-dimethanol (CAS No. 187344-44-1) is a specialized organic compound gaining attention in pharmaceutical intermediates, material science, and fine chemical synthesis. This biphenyl derivative features dual hydroxyl groups at the 2- and 4'-positions, enabling unique reactivity for cross-coupling reactions and polymer modifications. Recent studies highlight its role in developing high-performance liquid crystals and biodegradable polymers, aligning with global sustainability trends.

The molecular structure of [1,1'-Biphenyl]-2,4'-dimethanol (C14H14O2) exhibits planar rigidity with a 144° dihedral angle between phenyl rings, as confirmed by X-ray crystallography. This configuration enhances its utility as a chiral building block in asymmetric synthesis. Laboratories frequently employ it for constructing axial chirality frameworks, particularly in pharmaceutical API development where researchers seek answers to "how to improve enantioselectivity in biphenyl systems" – a trending search query in organic chemistry forums.

Industry reports indicate growing demand for 187344-44-1 in OLED materials manufacturing, driven by the global push for energy-efficient displays. Its ability to form stable excited-state intramolecular proton transfer (ESIPT) complexes makes it valuable for blue-emitting materials, addressing a key challenge in display technology. Patent analyses reveal a 38% increase in applications referencing this compound since 2020, particularly in flexible electronics and quantum dot sensitization.

Environmental considerations position [1,1'-Biphenyl]-2,4'-dimethanol as a greener alternative to traditional bisphenol analogs in epoxy resin formulations. Its lower ecotoxicity profile (LC50 >100 mg/L in Daphnia magna tests) responds to market searches for "sustainable aromatic alcohols". Purification methods using supercritical CO2 extraction have been optimized to achieve >99.5% purity, meeting stringent requirements for electronic-grade chemicals.

In pharmaceutical applications, CAS 187344-44-1 serves as a precursor for nonsteroidal anti-inflammatory drugs (NSAIDs) and dopamine receptor modulators. Recent clinical studies explore its metabolites as potential neuroprotective agents, generating interest in medical research circles. The compound's logP value of 2.1 and hydrogen bonding capacity make it particularly valuable for blood-brain barrier penetration studies – a hot topic in CNS drug development.

Analytical characterization of [1,1'-Biphenyl]-2,4'-dimethanol typically involves HPLC-UV (retention time 6.8 min on C18 columns) and GC-MS (m/z 214 [M]+). Advanced techniques like 2D-NMR (COSY, HSQC) confirm the spatial relationship of hydroxyl groups, crucial for quality control in GMP manufacturing. These methods address common queries about "how to analyze biphenyl dimethanol purity" from quality assurance professionals.

The compound's thermal stability (decomposition point 218°C) enables applications in high-temperature polymer composites. Material scientists are investigating its incorporation into polybenzoxazines for aerospace applications, where searches for "heat-resistant aromatic monomers" have increased by 72% year-over-year. Its flame retardant properties (LOI 32%) further enhance its industrial relevance.

Emerging research explores enzymatic modifications of 187344-44-1 using laccase-mediated oxidation, responding to biotechnology trends toward green chemistry. This approach yields biobased polyurethanes with improved mechanical properties, answering frequent queries about "enzymatic synthesis of aromatic polyols". The compound's crystallinity index (72% by XRD) also makes it valuable for molecular imprinting technologies.

Regulatory status of [1,1'-Biphenyl]-2,4'-dimethanol remains favorable under REACH and TSCA frameworks, with no current restriction proposals. Its LD50 >2000 mg/kg (oral, rat) qualifies it as a low-hazard substance, though proper PPE (nitrile gloves, safety goggles) is recommended during handling. Safety data sheets emphasize dust control measures in industrial settings.

Future applications may leverage the compound's photoluminescent propertiesem 420 nm) for bioimaging probes and sensor materials. With the global specialty chemicals market projected to reach $1.2 trillion by 2027, CAS 187344-44-1 is positioned as a versatile intermediate meeting demands across life sciences, advanced materials, and clean technology sectors.

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