6093-03-4

Basic information

• Product Name: DIPHENYLPHENOL
• Synonyms: DIPHENYLPHENOL;1,1':3',1''-Terbenzen-4'-ol;2,4-Diphenylphenol
• CAS NO: 6093-03-4
• Molecular Formula: C₁₈H₁₄O
• Molecular Weight: 246.3
• Mol File: 6093-03-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DIPHENYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: DIPHENYLPHENOL(6093-03-4)
• EPA Substance Registry System: DIPHENYLPHENOL(6093-03-4)

Safety Data

• Hazardous Substances Data: 6093-03-4(Hazardous Substances Data)

Upstream product

• 3933-94-6 4-Phenoxybiphenyl 
• 1623-99-0 phenyl sodium 
• 71-43-2 benzene 
• 540-38-5 p-Iodophenol 
• 865-47-4 potassium tert-butylate 

Downstream Products

• 151648-60-1 2-phenyl-6H-benzo[c]chromen-6-one 
• 1189340-59-7 4-hydroxy-2,4-diphenyl-2,5-cyclohexadienone 

Relevant articles and documents

Multi-bond forming and iodo-selective base-promoted homolytic aromatic substitution

Base-promoted homolytic aromatic substitution (BHAS) has been applied as a means to effect multi-bond forming reactions. Using the dioxepine framework to illustrate the concept, BHAS was used to rapidly access regio-defined polycycles in merely 2 or 3 ste

Mechanisms of the photochemical rearrangement of diphenyl ethers

The mechanism of the photochemical rearrangement of diphenyl ether (1a) was studied. Irradiation of 1a in ethanol gave 2-phenylphenol (2, 42%) and 4-phenylphenol (3, 11%) as rearrangement products, in addition to phenol (4, 30%) and benzene (5, 25%) as diffusion products. Cross-coupling experiments employing [2H10]1a demonstrated that the formation of 2- and 4-phenylphenol was an intramolecular process. Irradiation of 1a in benzene or in toluene gave biphenyls in good yields. The combined yields of rearrangement products (2 and 3) increased with increase of solvent viscosity, with a concomitant decrease in the formation of 4. All the results can be rationalized in terms of excitation of 1a to the singlet state and dissociation to a radical pair intermediate involving phenoxy and phenyl radicals. Intramolecular recombination of these radicals gives rearrangement products, and escape followed by hydrogen abstraction from the solvent gives diffusion products. When position 4 of 1a was occupied by an electron-donating substituent (1b-e), aryloxy-phenyl bond cleavage to give the corresponding rearrangement products prevailed over phenoxy-aryl bond cleavage. The opposite was the case for substrates with an electron-withdrawing substituent at position 4 (1h,i).

Syntheses of para-terphenyl via reductive deoxygenation of quinol derivatives

Syntheses of para-terphenyl via reductive aromatization of 1,4-dioxygenated-1,4-diaryl-2,5-cyclohexadienes are described.