3594-90-9

Basic information

• Product Name: 2,2'-BIPHENYLDIMETHANOL
• Synonyms: 2,2'-BIPHENYLDIMETHANOL;RARECHEM AL BD 0377;2,2'-Bis(hydroxymethyl)biphenyl;4,4''-BIPHENYLDEMETHANO;[2-(2-methylolphenyl)phenyl]methanol;[2-[2-(hydroxymethyl)phenyl]phenyl]methanol;2,2'-Biphenyldimethanol 98%;[1,1'-BIPHENYL]-2,2'-DIYLDIMETHANOL
• CAS NO: 3594-90-9
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.26
• Product Categories: Alcohols;Monomers;Polymer Science
• Mol File: 3594-90-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 110-111 °C(lit.)
• Boiling Point: 442 °C at 760 mmHg
• Flash Point: 218.8 °C
• Appearance: /
• Density: 1.174 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.94±0.10(Predicted)
• CAS DataBase Reference: 2,2'-BIPHENYLDIMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPHENYLDIMETHANOL(3594-90-9)
• EPA Substance Registry System: 2,2'-BIPHENYLDIMETHANOL(3594-90-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3594-90-9(Hazardous Substances Data)

Usage

General Description

2,2'-BIPHENYLDIMETHANOL is a chemical compound with the molecular formula C14H14O2. It is a white crystalline solid that is used as a building block in the synthesis of various organic compounds. Due to its unique structure, 2,2'-BIPHENYLDIMETHANOL is often used as a crosslinking agent in the production of polymers and resins, as well as a precursor for the creation of pharmaceuticals and agrochemicals. It has a wide range of industrial applications, including its use as a stabilizer in plastics, a component in adhesives and coatings, and a reagent in organic synthesis. Additionally, it has shown potential as a chiral ligand in asymmetric catalysis reactions. Overall, 2,2'-BIPHENYLDIMETHANOL is a versatile chemical with diverse uses in the fields of chemistry, materials science, and pharmaceuticals.

Upstream product

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

Downstream Products

• 1210-05-5 Biphenyl-2,2'-dicarbaldehyde 
• 4445-34-5 dibenz(C,E)oxepin-5(7H)-one 
• 1072-21-5 hexanedial 
• 38274-14-5 2,2'-bis-(bromomethyl)-1,1'-biphenyl 
• 1136-22-7 5,7-dihydrodibenzo[c,e]oxepine 
• 70898-14-5 biphenyl-2,2'-diyldimethanamine 
• 1352143-59-9 (1'R,2'R)-6-(2'-aminocyclohexyl)-6,7-dihydro-5H-dibenzo[c,e]azepine triflate 
• 1311284-55-5 7,7''-dibenzyloxy-2',2'''-biflavanone 
• 7443-47-2 5-Cyan-5,7-dihydro-6H-dibenzocyclohepten 
• 883-20-5 9-methylphenanthrene 
• 219-92-1 dibenzocycloheptene 
• 86-73-7 9H-fluorene 

Relevant articles and documents

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.

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.