3594-90-9

Usage

Uses

Used in Polymer and Resin Production:
2,2'-BIPHENYLDIMETHANOL is used as a crosslinking agent for enhancing the structural integrity and performance of polymers and resins. Its ability to form covalent bonds between polymer chains contributes to improved mechanical properties and thermal stability in the final products.
Used in Pharmaceutical and Agrochemical Synthesis:
As a precursor, 2,2'-BIPHENYLDIMETHANOL is utilized in the development of new pharmaceuticals and agrochemicals, providing a foundation for the creation of innovative and effective compounds with potential therapeutic and agricultural applications.
Used in Plastics Industry:
2,2'-BIPHENYLDIMETHANOL is used as a stabilizer in plastics to prevent degradation from heat, light, and oxygen exposure, thereby extending the lifespan and maintaining the quality of plastic materials.
Used in Adhesive and Coating Formulations:
In the adhesive and coating industries, 2,2'-BIPHENYLDIMETHANOL is employed as a component to improve adhesion properties, durability, and resistance to environmental factors, such as moisture and temperature fluctuations.
Used in Organic Synthesis:
As a reagent, 2,2'-BIPHENYLDIMETHANOL is applied in various organic synthesis processes, facilitating the formation of new chemical entities and contributing to the advancement of chemical research and development.
Used in Asymmetric Catalysis:
2,2'-BIPHENYLDIMETHANOL has shown potential as a chiral ligand in asymmetric catalysis reactions, playing a crucial role in the selective synthesis of enantiomerically pure compounds, which are essential in pharmaceutical and agrochemical industries for their specific biological activities.

Upstream product

• 109-69-3 n-Butyl chloride 
• 863305-32-2 diphenic acid 
• 638-45-9 1-Iodohexane 
• 74-88-4 methyl iodide 
• 6351-10-6 1-Indanol 
• 109-65-9 1-bromo-butane 

Downstream Products

• 38274-14-5 2,2'-bis-(bromomethyl)-1,1'-biphenyl 
• 1210-05-5 Biphenyl-2,2'-dicarbaldehyde 
• 4445-34-5 dibenz(C,E)oxepin-5(7H)-one 
• 486-25-9 9-fluorenone 
• 1689-64-1 9-Fluorenol 
• 85-01-8 phenanthrene 
• 60084-39-1 9-hydroxy-9,10-dihydrophenanthrene 
• 14665-22-6 2-hydroxymethyl-2'-formylbiphenyl 
• 7111-68-4 2'-methylbiphenyl-2-carboxaldehyde 
• 13216-40-5 6-(4-methoxyphenyl)-6,7-dihydro-5H-dibenzo[c,e]azepine 
• 13216-37-0 6-(4-methylphenyl)-6,7-dihydro-5H-dibenz[c,e]azepine 
• 13216-38-1 6-(4-chlorophenyl)-6,7-dihydro-5H-dibenzo[c,e]azepine 
• 13216-36-9 6-phenyl-6,7-dihydro-5H-dibenzo[c,e]azepine 

Relevant academic research and scientific papers

Multiple Enantioselection by an Enzyme-Catalyzed Transacylation Reaction

Multiply enantioselective enzyme-catalyzed transacylation reactions are described.Two instances of triply enantioselective enzyme-catalyzed transacylations are 1) the reaction of rac-1-indanol with rac-1,1'-bi-2-naphthyl-2,2'-dibutyrate to afford (S)-1-indanol, (R)-1-indanylacetate, (S)-1,1'-bi-2-naphthyl-2,2'-diol, and (R)-1,1'-bi-2-naphthyl-2,2'-dibutyrate and 2) the reaction of rac-1-indanol with rac-2,2'-bis(butyroxymethyl)biphenyl to afford (S)-1-indanol, (R)-1-indanylbutyrate, (S)-2,2'-biphenyldimethanol, and (R)-2,2'-bis(butyroxy-methyl)biphenyl.Doubly enantioselective enzyme-catalyzed transacylations are described according to two instances: 1) the reaction of rac-1-indanol with rac-1,1'-bi-2-naphthyl-2-ol-2'-butyrate afforded (S)-1-indanol, (R)-1-indanylacetate, (S)-1,1'-bi-2-naphthyl-2,2'-diol, and (R)-1,1'-bi-2-naphthyl-2-ol-2'-butyrate, and 2) the reaction of rac-1-indanol with 1,3,5-O-methylidne-2,4,6-tri-O-butyrate-myo-inositol to afford (S)-1-indanol, (R)-1-indanylbutyrate, and 1,3,5-O-methylidne-2,6-di-O-butyrate-myo-inositol.Multiply enantioselective enzyme-catalyzed reactions have a merit of the enhancement of enantiomeric excess over singly enantioselective ones. - Key Words Enzyme in organic synthesis; Kinetic resolution; Lipase.

Novel Reduction of Carboxylic Acids, Esters, Amides and Nitriles Using Samarium Diiodide in the Presence of Water

Aromatic carboxylic acids, esters, amides, nitriles, chlorides, ketones and nitro compounds were rapidly reduced by the samarium diiodide-H2O system to the corresponding products at room temperature in good yields.

5-SUBSTITUTED AND 5,7-DISUBSTITUTED 5,7-DIHYDRODIBENZOTHIEPINS AND THE CORRESPONDING S-OXYGENATED COMPOUNDS: ALKYLAMINES, CARBOXYLIC ACIDS, AND CARBOXAMIDES; SYNTHESIS AND PHARMACOLOGICAL SCREENING

Reaction of 5,7-dihydrodibenzothiepin with n-butyllithium resulted in the partial sulfur extrusion and in the formation of the 9,10-dihydrophenanthrene-9-thiolate anion (B).Its further transformations (by hydrolysis, aminoalkylation and spontaneous dehydrogenation) led to phenanthrene-9-thiol (IX), the corresponding disulfide X, and the S-(2-dimethylaminoethyl) derivatives XI and XIV.Reactions of 5-chloro-5,7-dihydrodibenzothiepin (II) with the corresponding Grignard reagents were only a poor source of the amines III and IV.Reaction of the sulfoxide XVIII with n-butyllithium or with sodium hydride and the following treatment with 2-dimethylaminoethyl chloride gave the amine XIX in a low yield.Only the sulfone X was found more useful for preparing the 5- and 5,7-substituted derivatives.Treatment with n-butyllithium and following carbonation afforded mixtures of the monocarboxylic acid XXI and dicarboxylic acid XXVIII.Via acid chlorides they were transformed to the methylamides XXII and XXIX and to the dimethylamides XXIII and XXX.The amide XXIII was reduced to the 5-(dimethylaminomethyl) compound XXV.Lithiation of the sulfone XX or treatment with sodium hydride and the following action of 2-dimethylaminoethyl chloride and 3-dimethylaminopropyl chloride gave the amines XXVI, XXVII, and XXXI.Only the phenanthrene derivatives XI and XIV, and the amino sulfone XXVII showed clear indications of thymoleptic activity as potential antidepressants.

Direct ortho-Metalation of Benzyl Alcohols. A Novel Method of Preparing ortho-Substituted Benzyl Alcohols

Benzyl alcohol and other phenylcarbinols (8a - 11a), including α-tetralol (12a), are doubly deprotonated by excess n-butyllithium/TMEDA in pentane to give lithium ortho-lithioalkoxides (2, 8b - 12b).Alkylations (-> 3a - d, table 1), reactions with heteroelectrophiles (-> 3e - k, table 2) and with carbonyl compounds (-> 6, 13 - 17, tables 3 and 4), as well as subsequent reactions of the primary adducts (-> phthalanes 7, table 3) furnish a large variety of ortho-substituted benzyl alcohol derivatives.The scope and limitations of the dilithioorganyls (sections B and C), their mode of formation (section A), and attempts to doubly metalate 2-phenylethanol are discussed.