2-Methyl-3-biphenylmethanol

Base Information

• Chemical Name: 2-Methyl-3-biphenylmethanol
• CAS No.: 76350-90-8
• Deprecated CAS: 94590-99-5
• Molecular Formula: C14H14O
• Molecular Weight: 198.265
• Hs Code.: 2942000000
• DSSTox Substance ID: DTXSID3074101
• Nikkaji Number: J383.005E
• Wikidata: Q72488246
• ChEMBL ID: CHEMBL4092122
• Mol file: 76350-90-8.mol

Synonyms:76350-90-8;2-Methyl-3-biphenylmethanol;(2-Methyl-[1,1'-biphenyl]-3-yl)methanol;3-Hydroxymethyl-2-methylbiphenyl;(2-methyl-3-phenylphenyl)methanol;[1,1'-Biphenyl]-3-methanol, 2-methyl-;(2-Methyl-3-biphenylyl)methanol;2-Methylbiphenyl-3-methanol;CHEMBL4092122;(2-methylbiphenyl-3-yl)methanol;MFCD00134200;(1,1'-Biphenyl)-3-methanol, 2-methyl-;2-Methyl-3-hydroxymethyldiphenyl;2-Methyl-3-biphenylmethyanol;BP Alcohol;SCHEMBL358303;2-Methyl-3-Biphenyl Methanol;2-methyl-3-biphenylyl methanol;DTXSID3074101;2-Methyl-3-hydroxymethylbiphenyl;BGTLHJPGBIVQLJ-UHFFFAOYSA-;(2-methyl-3phenylphenyl)methanol;AMY13550;BDBM50504097;AKOS015890329;2-Methyl[1,1'-biphenyl]-3-methanol;AC-23995;AS-14208;SY052566;3-(Hydroxymethyl)-2-methyl-1,1-biphenyl;(2-Methyl[1,1'-biphenyl]-3-yl)methanol;CS-0092461;FT-0615848;FT-0631215;H0777;(2-Methyl[1,1'-biphenyl]-3-yl)methanol #;O10051;(2-METHYL-[1,1-BIPHENYL]-3-YL)METHANOL;A838678;(2-methyl-3-phenyl-phenyl)methanol;(2-Methyl-[1,1 inverted exclamation mark -biphenyl]-3-yl)methanol

Chemical Property of 2-Methyl-3-biphenylmethanol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 6.44E-05mmHg at 25°C
• Melting Point: 73-76 °C(lit.)
• Refractive Index: 1.587
• Boiling Point: 330.922 °C at 760 mmHg
• PKA: 14.28±0.10(Predicted)
• Flash Point: 143.013 °C
• PSA: 20.23000
• Density: 1.073 g/cm³
• LogP: 3.15430
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 198.104465066
• Heavy Atom Count: 15
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-3-biphenylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1C2=CC=CC=C2)CO

Technology Process of 2-Methyl-3-biphenylmethanol

There total 16 articles about 2-Methyl-3-biphenylmethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-bromo-2-methylbenzyl alcohol (83647-43-2) + phenylboronic acid (98-80-6) → (2-methyl-[1,1′-biphenyl]-3-yl)methanol (76350-90-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; In ethanol; toluene; at 80 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00293

Reference yield: 95.0%

1,3-dihydro-4-phenylisobenzofuran (502483-86-5) → (2-methyl-[1,1′-biphenyl]-3-yl)methanol (76350-90-8)

Guidance literature:

1,3-dihydro-4-phenylisobenzofuran; With lithium; 4,4'-di-tert-butylbiphenyl; In tetrahydrofuran; at -78 ℃; for 3h;

With water; In tetrahydrofuran; at -78 ℃; for 0.333333h;

With water; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1016/j.tet.2008.02.072

Reference yield: 91.0%

3-chloromethyl-2-methyl-[1,1'-biphenyl] (84541-46-8) → (2-methyl-[1,1′-biphenyl]-3-yl)methanol (76350-90-8)

Guidance literature:

With tetrabutylammomium bromide; water; sodium acetate; at 100 ℃; for 15h; Reagent/catalyst;

upstream raw materials:

Bifenthrin

4-bromo-1,3-dihydroisobenzofuran

2,3-dimethylbromobenzene

3-bromo-1,2-bis(bromomethyl)benzene

Downstream raw materials:

(S)-1-(2,6-dimethoxy-4-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)benzyl)piperidine-2-carboxylic acid

N-(2-(((2-methoxy-6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridin-3-yl)methyl)amino)ethyl)acetamide

Refernces

• 1、 Wang, Yubo,Zhou, Yuanyuan,Cao, Sheng,Sun, Yue,Dong, Zhiqiang,Li, Chen,Wang, Haoran,Yao, Yuhong,Yu, Haiyan,Song, Xiangyi,Li, Ming,Wang, Jiefu,Wei, Mingming,Yang, Guang,Yang, Cheng. "In vitro and in vivo degradation of programmed cell death ligand 1 (PD-L1) by a proteolysis targeting chimera (PROTAC)". supporting information. . Retrieved 2021/04/12.
• 2、 Butera, Roberto,Wa?yńska, Marta,Magiera-Mularz, Katarzyna,Plewka, Jacek,Musielak, Bogdan,Surmiak, Ewa,Sala, Dominik,Kitel, Radoslaw,De Bruyn, Marco,Nijman, Hans W.,Elsinga, Philip H.,Holak, Tad A.,D?mling, Alexander. "Design, Synthesis, and Biological Evaluation of Imidazopyridines as PD-1/PD-L1 Antagonists". supporting information. p. 768 - 773. Retrieved 2021/05/31.