114772-78-0

Basic information

• Product Name: (4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL
• Synonyms: (4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL;[1,1'-Biphenyl]-2-Methanol, 4'-Methyl-;(4'-Methylbiphenyl-2-yl)-methanol
• CAS NO: 114772-78-0
• Molecular Formula: C₁₄H₁₄O
• Molecular Weight: 198.26036
• Mol File: 114772-78-0.mol

Chemical Properties

• Melting Point: 41.5-43.0 °C
• Boiling Point: 360.5±21.0 °C(Predicted)
• Appearance: /
• Density: 1.072±0.06 g/cm3(Predicted)
• PKA: 14.52±0.10(Predicted)
• CAS DataBase Reference: (4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL(114772-78-0)
• EPA Substance Registry System: (4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL(114772-78-0)

Safety Data

• Hazardous Substances Data: 114772-78-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL is used as a chemical precursor for the synthesis of various pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, (4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL is employed as a starting material for the creation of diverse organic compounds, expanding the scope of chemical research and applications.
Used in Dye and Pigment Production:
(4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL is utilized as a key component in the manufacturing process of dyes and pigments, playing a significant role in the coloration and appearance of various products.
Used in Industrial Chemicals:
(4'-METHYL-1,1'-BIPHENYL-2-YL)METHANOL is also used in the production of other industrial chemicals, highlighting its versatility and importance in various chemical processes and applications.

Upstream product

• 4294-57-9 para-methylphenylmagnesium bromide 
• 5720-05-8 4-methylphenylboronic acid 
• 106-44-5 p-cresol 
• 57598-33-1 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 624-31-7 4-tolyl iodide 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 7148-03-0 o-tolylbenzoic acid 
• 74201-13-1 N-(2-hydroxy-1,1-dimethyl)-2-methoxybenzamide 
• 84392-32-5 4,4-dimethyl-2-(4'-methyl-biphenyl-2-yl)-4,5-dihydrooxazole 
• 579-75-9 2-Methoxybenzoic acid 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 18982-54-2 o-bromobenzyl alcohol 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 106-43-4 para-chlorotoluene 

Downstream Products

• 16191-28-9 2-(4-methylphenyl)benzaldehyde 
• 133910-06-2 2-<2-fluoro-2-(benzenesulfonyl)ethen-1-yl>-4'-methylbiphenyl 
• 124750-63-6 2-(4'-methylbiphenyl-2-yl)-1-(benzenesulfonyl)acrylonitrile 
• 133910-05-1 2-<2-fluoro-1-hydroxy-2-(benzenesulfonyl)ethyl>-4'-methylbiphenyl 
• 114772-53-1 2-Cyano-4'-methylbiphenyl 

Relevant articles and documents

A new vinyl ether type linker for solid-phase synthesis

A new vinyl ether type of linker based on 4.-hydroxy phenethyl alcohol is developed for the solid-phase synthesis as demonstrated in the Suzuki type of aryl-aryl coupling reaction for the preparation of various biphenyl tetrazole derivatives. (C) 2000 Elsevier Science Ltd.

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.

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.

Synthesis and use of phenylpropionic acid derivatives

The invention discloses a series of phenylpropionic acid derivatives, a preparation method thereof, and a use of the derivatives in pharmacy. The derivatives are compounds represented by formula I. Pharmacodynamic experiments show that the compounds of formula I have good agonist activity to GPR120; an in-vivo metabolism research result shows that the compounds of the formula I have good metabolism stability; and unexpectedly, the compounds have substantially higher agonist activity to the GPR120 after a difluoro substitute group is introduced to a phenyl ring at the carboxyl terminal of the compounds of the formula I. The compounds of the formula I can be used for drugs for preventing diabetes, obesity and other metabolic diseases.

Intramolecular Acylation of Unactivated Pyridines or Arenes via Multiple C-H Functionalizations: Synthesis of All Four Azafluorenones and Fluorenones

An unprecedented intramolecular acylation of unactivated pyridines via multiple C(sp3/sp2)-H functionalizations of a methyl, hydroxymethyl, or aldehyde group has been developed providing a general access to all four azafluorenones. The application of this protocol is further demonstrated to the synthesis of azafluorenone related fused nitrogen heterocycles and fluorenones. In addition, design and synthesis of a novel fluorene based organic emitter for potential use in organic light emitting devices (OLEDs) is also reported.

Water-soluble palladacycles containing hydroxymethyl groups: Synthesis, crystal structures and use as catalysts for amination and Suzuki coupling of reactions

Two water-soluble monophosphine [PPh3 and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl(Sphos)]-palladacycles containing hydroxymethyl groups 2-3 were prepared by cyclopalladation and chloride bridge-splitting reactions. The complexes were characterized by elemental analysis, ESI-MS and NMR. In addition, single-crystal X-ray analysis reveals that they have one-dimensional lamellar structures involving intermolecular hydrogen bonds and π-π interactions. The use of these palladacycles as catalysts for amination and Suzuki coupling of aryl chlorides in water was investigated. Complex 3 was found to be very efficient for these coupling reactions. Additionally, it was also successfully used in Suzuki coupling of (hydroxymethyl)phenylboronic acid for the synthesis of substituted 2-N-heterocyclic biarylmethanols.

Well-defined air-stable palladium HASPO complexes for efficient Kumada-Corriu cross-couplings of (Hetero)aryl or alkenyl tosylates

Palladium complexes of representative heteroatom-substituted secondary phosphine oxide (HASPO) preligands were synthesized and fully characterized, including X-ray crystal structure analysis. Importantly, these well-defined complexes served as highly efficient catalysts for Kumada-Corriu cross-coupling reactions of aryl, alkenyl, and even heteroaryl tosylates. Particularly, an air-stable catalyst derived from inexpensive PinP(O)H displayed a remarkably high catalytic efficacy, which resulted in cross-couplings at low catalyst loadings under exceedingly mild reaction conditions with ample scope.

Highly efficient and versatile synthesis of polyarylfluorenes via Pd-catalyzed C-H bond activation

A facile protocol for the Pd-catalyzed preparative synthesis of fluorene derivatives has been developed. While a wide range of fluorenes were easily obtained with high efficiency and selectivity under mild conditions, excellent functional group tolerance

Bu3SnH mediated oxidative radical cyclisations: Synthesis of 6H-benzo[c]chromen-6-ones

Attempts to synthesise 6H-benzo[c]chromen-6-ones by Bu3SnH mediated cyclisation of o-(benzoyl)aryl radicals failed because of the preferred trans conformation of the ester. This problem was overcome by using cyclisation of o-(benzyloxy)aryl and o-[(aryloxy)methyl]aryl radicals to yield 6H-benzo[c]chromenes followed by oxidation to the 6H-benzo[c]chromen-6-ones. 3-Methoxy-6H-benzo[c]chromen-6-one 1, one of the main biologically active constituents of shilajit, a herbal medicine used in countries surrounding the Himalayan mountains, was synthesised using Bu3SnH mediated cyclisation of 1-benzyloxy-2,4-dibromo-5-methoxybenzene 31 to yield 3-methoxy-6H-benzo[c]chromene 25 followed by PCC oxidation of the 6-position. In order to avoid the problems of rearrangement, the aryl radical cyclisation must be designed such that whichever way the spirodienyl intermediate rearranges, the same product is obtained. For instance, the Bu3SnH mediated cyclisation of 1-iodo- and 1-bromo-2-(3-methoxy-phenyloxymethyl)benzenes 22 and 23 respectively gave both the isomers, 1-methoxy-6H-benzo[c]chromenes 24 and 3-methoxy-6H-benzo[c]chromenes 25 via rearrangement of the intermediate spirodienyl radical. The synthesised 6H-benzo[c]chromenes were oxidised in high yield to the corresponding 6H-benzo[c]chromen-6-ones. The mechanism of the 'oxidative' Bu3SnH mediated cyclisation is discussed.