2-Methyl-3-biphenylmethanol
[CAS# 76350-90-8]

Identification

• Classification: Chemical pesticide >> Insecticide intermediate
• Name: 2-Methyl-3-biphenylmethanol
• Molecular Formula: C₁₄H₁₄O
• Molecular Weight: 198.26
• CAS Registry Number: 76350-90-8
• EC Number: 965-375-3
• SMILES: CC1=C(C=CC=C1C2=CC=CC=C2)CO

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Melting point: 73-76 °C
• Index of Refraction: 1.587, Calc.^*
• Boiling Point: 330.9±11.0 °C (760 mmHg), Calc.^*
• Flash Point: 143.0±15.1 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319

Discovery and Applications

2-Methyl-3-biphenylmethanol, also known by its systematic name 1-(2-methyl-3-biphenyl)ethanol, is an organic compound characterized by its biphenyl structure with a methyl group and a hydroxymethyl group. This compound has drawn attention in various fields due to its unique structural properties and potential applications.

The discovery of 2-methyl-3-biphenylmethanol can be traced back to the early studies on biphenyl derivatives in the mid-20th century. Researchers were particularly interested in modifying biphenyl structures to enhance their properties for various applications. The synthesis of 2-methyl-3-biphenylmethanol involves the use of phenolic compounds and alkylating agents, which allows for the introduction of both the methyl group and the hydroxyl functional group. The compound has been successfully synthesized through various methods, including nucleophilic substitution and reductive alkylation processes, enabling its exploration in different chemical contexts.

In terms of applications, 2-methyl-3-biphenylmethanol has been utilized in the field of organic synthesis as a versatile intermediate for producing more complex chemical entities. Its unique structure makes it suitable for further chemical modifications, including the creation of derivatives that may possess enhanced biological or physical properties. The compound has also been investigated for its potential use in pharmaceuticals, particularly as a building block for the synthesis of bioactive molecules.

Additionally, 2-methyl-3-biphenylmethanol is of interest in materials science, where it may serve as a precursor in the development of functional polymers or resin systems. Its biphenyl framework can contribute to the material's mechanical strength and thermal stability, making it an appealing candidate for use in high-performance applications.

Research has indicated that compounds with similar structural motifs may exhibit various biological activities, leading to interest in the potential therapeutic properties of 2-methyl-3-biphenylmethanol and its derivatives. Investigations into its pharmacological effects are ongoing, with studies focusing on its activity against certain pathogens and its possible role as an anti-inflammatory agent.

Despite its promising applications, there is limited information on the environmental impact and regulatory status of 2-methyl-3-biphenylmethanol. As research continues, it will be essential to assess the safety and toxicity of this compound, particularly concerning its synthesis and application in industrial settings.

In summary, 2-methyl-3-biphenylmethanol represents a fascinating chemical substance with potential applications in organic synthesis, materials science, and pharmaceuticals. Its discovery and ongoing research highlight the importance of biphenyl derivatives in developing new chemical entities and materials.

References

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DOI: 10.1021/acs.jmedchem.9b00795

2020. Small molecule inhibitors targeting the PD-1/PD-L1 signaling pathway. Acta Pharmacologica Sinica, 42(1).
DOI: 10.1038/s41401-020-0366-x

2024. Development of small-molecular-based radiotracers for PET imaging of PD-L1 expression and guiding the PD-L1 therapeutics. European Journal of Nuclear Medicine and Molecular Imaging, 51(6).
DOI: 10.1007/s00259-024-06610-3