30451-49-1

Usage

Uses

Used in Pharmaceutical Industry:
[1,1-Biphenyl]-4-ol,3-methyl-(9CI) is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs with specific therapeutic properties.
Used in Dye Industry:
In the dye industry, [1,1-Biphenyl]-4-ol,3-methyl-(9CI) is utilized in the production of different types of dyes. Its chemical properties make it suitable for creating a wide range of colors and hues.
Used in Organic Compounds Production:
[1,1-Biphenyl]-4-ol,3-methyl-(9CI) is used in the production of various organic compounds. Its versatility as a chemical intermediate enables the creation of a broad spectrum of organic molecules for different applications.
Used as a Reagent or Catalyst in Chemical Reactions:
[1,1-Biphenyl]-4-ol,3-methyl-(9CI) may be employed as a reagent or catalyst in certain chemical reactions. Its specific chemical properties allow it to facilitate or enhance the efficiency of these reactions, leading to the desired products.
Used in Biological and Pharmacological Research:
[1,1-Biphenyl]-4-ol,3-methyl-(9CI) has been studied for its potential biological and pharmacological properties. Its unique structure and chemical characteristics make it a promising candidate for research into new therapeutic agents and biological activities.

Upstream product

• 917-54-4 methyllithium 
• 591-51-5 phenyllithium 
• 106-51-4 p-benzoquinone 
• 617-86-7 triethylsilane 
• 2362-12-1 4-Bromo-2-methylphenol 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1189340-57-5 4-hydroxy-2-methyl-4-phenyl-2,5-cyclohexadienone 
• 95913-42-1 3-Methyl-5-phenyl-brenzcatechin 
• 107410-07-1 2-methoxy-5-phenylbenzoic acid 
• 613-37-6 4-methoxylbiphenyl 

Relevant academic research and scientific papers

Catalytic Activation of Unstrained C(Aryl)-C(Alkyl) Bonds in 2,2′-Methylenediphenols

Catalytic activation of unstrained and nonpolar C-C bonds remains a largely unmet challenge. Here, we describe our detailed efforts in developing a rhodium-catalyzed hydrogenolysis of unstrained C(aryl)-C(alkyl) bonds in 2,2′-methylenediphenols aided by removable directing groups. Good yields of the monophenol products are obtained with tolerating a wide range of functional groups. In addition, the reaction is scalable, and the catalyst loading can be reduced to as low as 0.5 mol %. Moreover, this method proves to be effective to cleave C(aryl)-C(alkyl) linkages in both models of phenolic resins and commercial novolacs resins. Finally, detailed experimental and computational mechanistic studies show that with C-H activation being a competitive but reversible off-cycle reaction, this transformation goes through a directed C(aryl)-C(alkyl) oxidative addition pathway.

Benzylic C?H Functionalisation by [Et3SiH+KOtBu] leads to Radical Rearrangements in o-tolyl Aryl Ethers, Amines and Sulfides

Reaction of Et3SiH+KOtBu with diaryl ethers, sulfides and amines that feature an ortho alkyl group leads to rearrangement products. The rearrangements arise from formation of benzyl radicals, likely formed through hydrogen atom abstraction by triethylsilyl radicals. The rearrangements involve cyclisation of the benzyl radical onto the partner arene, which, from computation, is the rate determining step. In the case of diaryl ethers, Truce-Smiles rearrangements arise from radical cyclisations to form 5-membered rings, but for diarylamines, cyclisations to form dihydroacridines are observed. (Figure presented.).

Easy synthesis of 2,4-dialkyl substituted phenols and anisoles from p-benzoquinone

The reaction of p-benzoquinone (1) with several organolithium compounds (methyl-, ethyl-, n-butyl, phenyllithium) leads directly, after acid hydrolysis, to the corresponding 2,4-dialkylphenols 4a-d, resulting from a rearrangement/aromatization process of the corresponding intermediate diols 3. The use of two different alkyllithium reagents leads to the mixed products 4e f. Alternatively, the same results are obtained treating the crude isolated diols 3 with a catalytic amount of concentrated sulfuric acid. Applying this last methodology to the diethers 2, 2,4-dialkylanisoles 8 are obtained. A possible mechanism is proposed.