2-Methyl-3-biphenylmethanol Chemical Properties

Melting point:

73-76 °C(lit.)

Boiling point:

330.9±11.0 °C(Predicted)

Density 

1.072±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

14.28±0.10(Predicted)

color 

White to Off-White

InChI

InChI=1S/C14H14O/c1-11-13(10-15)8-5-9-14(11)12-6-3-2-4-7-12/h2-9,15H,10H2,1H3

InChIKey

BGTLHJPGBIVQLJ-UHFFFAOYSA-N

SMILES

C1(C2=CC=CC=C2)=CC=CC(CO)=C1C

CAS DataBase Reference

76350-90-8(CAS DataBase Reference)

EPA Substance Registry System

[1,1'-Biphenyl]-3-methanol, 2-methyl- (76350-90-8)

Safety Information

WGK Germany 

3

HS Code 

2906290090

MSDS

• Language:English Provider:SigmaAldrich

2-Methyl-3-biphenylmethanol Usage And Synthesis

Description

2-Methyl-3-biphenylmethanol is a pharmaceutical intermediate and organic chemical synthesis reagent, which can be used in the preparation of drugs such as Bifenthrin and PD-L1 inhibitors, and also in the synthesis of other organic compounds such as 2-methyl-3-phenylphenethylboronic acid pinacol ester, biphenyl-1,2,3-triazole couplings and biphenyl alcohols.

Chemical Properties

white to light yellow crystal powde

Uses

Bifenthrin intermediate.

Synthesis

Carrying out a Suzuki coupling reaction between 3-bromo-2-methylbenzoic acid and phenyl substituted boric acid or phenyl substituted borate to obtain 3-phenyl-2-methylbenzoic acid, and then carrying out a reduction reaction to obtain 2-Methyl-3-biphenylmethanol, wherein the Suzuki coupling reaction is carried out at 10-150°C for 1-12 hours under the action of an alkali. 3-phenyl-2-methylbenzoic acid can be directly reduced with a reducing agent such as borane and lithium aluminium hydride to obtain 2-Methyl-3-biphenylmethanol.

References

[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 13, p. 5857 - 5867
[2] Patent: WO2018/200571, 2018, A1. Location in patent: Page/Page column 44-45
[3] Patent: WO2015/34820, 2015, A1. Location in patent: Page/Page column 42
[4] Patent: US2015/291549, 2015, A1. Location in patent: Paragraph 0210; 0211
[5] Patent: WO2017/118762, 2017, A1. Location in patent: Page/Page column 39; 40

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