89951-79-1

Basic information

• Product Name: (4'-METHYLBIPHENYL-3-YL)-METHANOL
• Synonyms: (4'-METHYLBIPHENYL-3-YL)-METHANOL;(4'-METHYL[1,1'-BIPHENYL]-3-YL)METHANOL;AKOS BAR-1215;RARECHEM AL BD 1348;3-(4-Tolyl)benzyl alcohol
• CAS NO: 89951-79-1
• Molecular Formula: C14H14O
• Molecular Weight: 198.26
• Product Categories: pharmacetical
• Mol File: 89951-79-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 346.3±11.0 °C(Predicted)
• Appearance: /
• Density: 1.072±0.06 g/cm3(Predicted)
• PKA: 14.31±0.10(Predicted)
• CAS DataBase Reference: (4'-METHYLBIPHENYL-3-YL)-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (4'-METHYLBIPHENYL-3-YL)-METHANOL(89951-79-1)
• EPA Substance Registry System: (4'-METHYLBIPHENYL-3-YL)-METHANOL(89951-79-1)

Safety Data

• Hazardous Substances Data: 89951-79-1(Hazardous Substances Data)

Usage

Synthesis

To a suspension of potassium flfluoride (350 mg, 6.0 mmol, spray dried) in DMF (50 mL) were added ethyldiflfluoro-(4-methyl)silane (560 mg, 3.0 mmol), 3-iodobenzyl alcohol (250 mg, 2.0 mmol), and (η3 -C3H5PdCl)2 (37 mg, 0.1 mmol). The resulting mixture was stirred at 100 °C for 15 h, cooled to room temperature, poured into saturated aqueous sodium bicarbonate solution, and extracted with diethyl ether (3 × 20 mL). The combined ethereal layer was then dried over magnesium sulfate. The solvent was removed under reduced pressure. The crude material was purifified by silica gel chromatography eluting a mixture of hexane:EtOAc (5:1) to give 340 mg (86%) of 3-hydroxymethyl-4′-methylbiphenyl as a colorless solid.Reference: Hatanaka, Y; Goda, K.; Okahara, Y.; Hiyama, T. Tetrahedron 1994, 50, 8301?8316.

Upstream product

• 57455-06-8 3-iodobenzylalcohol 
• 126485-51-6 ethyl(difluoro)(4-methylphenyl)silane 
• 5720-05-8 4-methylphenylboronic acid 
• 208941-39-3 4-(4-Carboxy-butoxy)-benzoic acid 3-iodo-benzyl ester 
• 35005-21-1 4-(4-Carboxy-butoxy)-benzoic acid 
• 624-31-7 4-tolyl iodide 
• 87199-15-3 [3-(hydroxymethyl)phenyl]boronic acid 
• 106-38-7 para-bromotoluene 
• 873-63-2 m-chlorobenzyl alcohol 
• 5142-75-6 tri(p-tolyl)bismuth 
• 135273-60-8 (dichloro)(ethyl)(4-methylphenyl)silane 

Relevant articles and documents

Pd-catalyzed atom-efficient cross-coupling of triarylbismuth reagents with protecting group-free iodophenylmethanols: Synthesis of biarylmethanols

An atom-efficient procedure for the synthesis of functionalized biarylmethanols via the Pd-catalyzed cross-coupling reactions of differently functionalized iodophenylmethanols and triarylbismuth reagents is described. This protecting group-free direct couplings of 2-, 3- or 4-iodophenylmethanols with triarylbismuth reagents afforded biarylmethanols in good to high yields.

Dinuclear triphenylphosphine-cyclopalladated 2,4-dichloropyrimidine complex with a Pd-Pd bond: Synthesis, crystal structure, and application in Suzuki reaction of 3-(hydroxymethyl)phenylboronic acid in water

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Studies on Pd/NiFe2O4 catalyzed ligand-free Suzuki reaction in aqueous phase: Synthesis of biaryls, terphenyls and polyaryls

Palladium supported on nickel ferrite (Pd/NiF2O4) was found to be a highly active catalyst for the Suzuki coupling reaction between various aryl halides and arylboronic acids. The reaction gave excellent yields (70-98%) under ligand free conditions in a 1:1 DMF/H2O solvent mixture, in short reaction times (10-60 min). The catalyst could be recovered easily by applying an external magnetic field. The polyaryls were similarly synthesized.