19064-90-5

Basic information

• Product Name: 2-(2-hydroxymethylphenethyl)phenylmethanol
• Synonyms: 2-(2-hydroxymethylphenethyl)phenylmethanol
• CAS NO: 19064-90-5
• Molecular Weight: 242.318
• Mol File: 19064-90-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-(2-hydroxymethylphenethyl)phenylmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-hydroxymethylphenethyl)phenylmethanol(19064-90-5)
• EPA Substance Registry System: 2-(2-hydroxymethylphenethyl)phenylmethanol(19064-90-5)

Safety Data

• Hazardous Substances Data: 19064-90-5(Hazardous Substances Data)

Upstream product

• 60040-82-6 dimethyl 2,2'-(1,2-ethanediyl)bisbenzoate 
• 496-14-0 1,3-dihydroisobenzofuran 
• 138771-02-5 1,2-bis(3-formyl-4-phenyl)ethane 
• 18887-51-9 2,2'-Bis-acetoxymethyl-diphenylacetylen 
• 5865-77-0 1,1'-ethyne-1,2-diylbis[2-(bromomethyl)benzene] 
• 5294-03-1 di-o-tolylethyne 
• 56526-10-4 o,o'-Bis(methoxycarbonyl)stilbene 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 95-46-5 2-methylphenyl bromide 
• 74785-02-7 (2-(bromomethyl)phenyl)methanol 
• 18887-49-5 2-[2-(2-hydroxymethylphenyl)-1-ethynyl]phenylmethanol 

Downstream Products

• 96277-14-4 5,6-diphenyl-5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene 
• 833-48-7 dibenzosuberane 
• 194666-00-7 2,2'-bis(chloromethyl)diphenylethane 
• 114504-92-6 (Z,Z,Z)-5,6-Dihydro-11,12-diphenyldibenzocycloocten 
• 5668-61-1 2,2'-bis(bromomethyl)bibenzyl 

Relevant articles and documents

New reactivity of functionalised organolithium compounds in the presence of Cu(I) or Cu(II) salts: Conjugate addition, acylation or dimerisation

The reaction of functionalised organolithium compounds 1 with electrophilic olefins 2 in the presence of copper(I) iodide and HMPA in THF at -78°C leads, after hydrolysis with a saturated solution of ammonium chloride, to the corresponding products 3 resulting from a conjugate addition. The same process but using an acyl chloride instead of the electrophilic olefins affords the expected ketone 4 from an acylation process. Finally, when intermediates 1 are treated with copper(II) chloride in THF at -78°C, the corresponding dimers 5 are isolated after the same hydrolytic treatment.

Copper(I) or (II)-mediated conjugate addition or dimerisation of functionalised organolithium compounds

The reaction of different functionalised organolithium intermediates 1- 3 with several electrophilic olefins 6 (2-cyclopentenone, 2-cyclohexenone, methyl vinyl ketone, benzylideneacetone, benzylideneacetophenone and ethyl acrylate) in the presence of copper(I) salts (bromide and iodide) in THF at -78°C gives, after hydrolysis with ammonium chloride, the expected products resulting from a conjugate addition. In the presence of copper(II) chloride intermediates 1-5 undergo dimerisation to yield the expected dimers. (C) 2000 Elsevier Science Ltd.

Selective Preparation of Polycyclic Aromatic Hydrocarbons. Part 7. A Preparative Route to 10,11-Dihydro-5H-dibenzo-cycloheptenes Using Friedel-Crafts Intramolecular Cyclobenzylation

Cyclobenzylation of 2-hydroxymethyldiphenylethanes 4 and 2,2'-bis(hydroxymethyl)diphenylethanes 13 in the presence of a solid perfluorinated sulfonic acid resin, Nafion-H, as a catalyst results in novel polycyclic aromatic hydrocarbons, dibenzocyclopentenes.Dibenzocyclopentenes were also prepared from diphenylethanes by a benzylation reaction, which incorporates chloromethylation of a hydrocarbon followed by Friedel-Crafts intramolecular cyclization reaction.The present method involving the action of ClCH2OMe and TiCl4 on a variety of diphenylethanes (constructed such that electrophilic substitution occurs ortho to the diphenylethane linkage) offers a convenient, mild one-pot synthesis of substituted dibenzocycloheptenes.The mechanism of these reactions is also discussed.