873384-69-1

Basic information

• Product Name: (+/-)-Hydroxy-phenyl-(biphenylyl-⁽³⁾)-methan
• CAS NO: 873384-69-1
• Molecular Weight: 260.335
• Mol File: 873384-69-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+/-)-Hydroxy-phenyl-(biphenylyl-⁽³⁾)-methan(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-Hydroxy-phenyl-(biphenylyl-⁽³⁾)-methan(873384-69-1)
• EPA Substance Registry System: (+/-)-Hydroxy-phenyl-(biphenylyl-⁽³⁾)-methan(873384-69-1)

Safety Data

• Hazardous Substances Data: 873384-69-1(Hazardous Substances Data)

Upstream product

• 1204-60-0 biphenyl-3-carbaldehyde 
• 3378-09-4 (biphenyl-3-yl)(phenyl)methanone 
• 64-19-7 acetic acid 
• 100-39-0 benzyl bromide 
• 123689-52-1 3-(benzyloxy)-1,1’-biphenyl 
• 580-51-8 [1,1'-biphenyl]-3-ol 
• 100-47-0 benzonitrile 
• 643-93-6 3-methylbiphenyl 
• 100-52-7 benzaldehyde 
• 2113-57-7 3-bromobiphenyl 
• 103068-18-4 [(1,1'-biphenyl)-3-yl]magnesium bromide 
• 14704-31-5 3-(bromomethyl)-1,1'-biphenyl 

Downstream Products

• 30469-79-5 m-Phenylbenzhydrylchlorid 
• 854218-31-8 2-biphenyl-3-yl-1,1,1,2-tetraphenyl-ethane 

Relevant articles and documents

Exploring the Reactivity of α-Lithiated Aryl Benzyl Ethers: Inhibition of the [1,2]-Wittig Rearrangement and the Mechanistic Proposal Revisited

By carefully controlling the reaction temperature, treatment of aryl benzyl ethers with tBuLi selectively leads to α-lithiation, generating stable organolithiums that can be directly trapped with a variety of selected electrophiles, before they can undergo the expected [1,2]-Wittig rearrangement. This rearrangement has been deeply studied, both experimentally and computationally, with aryl α-lithiated benzyl ethers bearing different substituents at the aryl ring. The obtained results support the competence of a concerted anionic intramolecular addition/elimination sequence and a radical dissociation/recombination sequence for explaining the tendency of migration for aryl groups. The more favored rearrangements are found for substrates with electron-poor aryl groups that favor the anionic pathway.