2'-Methyl[1,1'-biphenyl]-2-ol

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2'-Methyl[1,1'-biphenyl]-2-ol Basic information
Product Name:2'-Methyl[1,1'-biphenyl]-2-ol
Synonyms:AKOS BAR-1256;[1,1'-Biphenyl]-2-ol, 2'-methyl-;2-Methyl-2'-hydroxybiphenyl;2'-Methyl[1,1'-biphenyl]-2-ol
CAS:77897-02-0
MF:C13H12O
MW:184.23
EINECS:
Product Categories:
Mol File:Mol File
2'-Methyl[1,1'-biphenyl]-2-ol Structure
2'-Methyl[1,1'-biphenyl]-2-ol Chemical Properties
Boiling point 290.7±9.0 °C(Predicted)
density 1.087±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka9.84±0.30(Predicted)
Safety Information
MSDS Information
2'-Methyl[1,1'-biphenyl]-2-ol Usage And Synthesis
Synthesis
Dibenzofuran

132-64-9

Trimethylaluminium

75-24-1

2'-METHYL[1,1'-BIPHENYL]-2-OL

77897-02-0

The general procedure for the synthesis of 2'-methyl-[1,1'-biphenyl]-2-ol from dibenzofuran and trimethylaluminum was as follows: to a 10 mL sample vial in a nitrogen-protected glove box, Ni(cod)2 (3.4 mg, 0.025 mmol), ICy-HBF4 (4.0 mg, 0.025 mmol), NaOtBu ( 48 mg, 0.50 mmol) and toluene (0.50 mL), followed by a Teflon-sealed screw cap. The mixture was stirred at room temperature for 3 minutes. Next, a toluene solution (0.50 mL) of aryl methyl ether (0.25 mmol) and AlMe3 (1.8 M toluene solution, 0.14 mL, 0.25 mmol) were added to the vial and resealed. The reaction mixture was stirred at 80 °C for 6 to 18 hours. After completion of the reaction, the mixture was cooled to room temperature and the crude product was treated with ethanol (EtOH). The reaction mixture was filtered through a silica gel pad and subsequently analyzed by GC. The filtrate was concentrated under vacuum and the residue obtained was purified by rapid column chromatography on silica gel.

References[1] Chemistry Letters, 2015, vol. 44, # 12, p. 1729 - 1731
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