109174-19-8

Basic information

• Product Name: 2,2-bis(benzyloxy)biphenyl
• Synonyms: 2,2-bis(benzyloxy)biphenyl
• CAS NO: 109174-19-8
• Molecular Weight: 366.459
• Mol File: 109174-19-8.mol

Chemical Properties

• CAS DataBase Reference: 2,2-bis(benzyloxy)biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-bis(benzyloxy)biphenyl(109174-19-8)
• EPA Substance Registry System: 2,2-bis(benzyloxy)biphenyl(109174-19-8)

Safety Data

• Hazardous Substances Data: 109174-19-8(Hazardous Substances Data)

Upstream product

• 1806-29-7 2,2'-dihydroxybiphenyl 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 190661-29-1 2-benzyloxyphenylboronic acid 
• 1023285-99-5 2,2'-bis(benzyloxycarbonyloxy)biphenyl 

Downstream Products

• 915040-35-6 2,2'-dibenzyloxy-5,5'-diiodobiphenyl 

Relevant articles and documents

[Pd(L)Cl2]-catalyzed selective hydroxylation of arylboronic acids to phenols

The palladium complex [Pd(L)Cl2] (1) has been prepared by the reaction of Pd(COD)Cl2 (COD = 1,5-cyclooctadiene) with L [N,N′-bis(diphenylphosphanyl)-2-(diphenylphosphanyl)ethanamine]. The ligand L and complex 1 have been characterized by elemental analysis, mass spectrometry and 1H/31P NMR spectroscopy. In the presence of O2, 1 selectively catalyzes the hydroxylation of a variety of arylboronic acids to the corresponding phenol derivatives in solvents with low-dielectric constants at 298 K, although in solvents with high dielectric constants the same reaction leads to the formation of both phenol and the coupled product, i.e. biaryl. The mechanistic aspects of the selective phenol formation from arylboronic acid with 1 have been addressed.

Benzyl protection of phenols under neutral conditions: Palladium-catalyzed benzylations of phenols

Benzyl protection of phenols under neutral conditions was achieved by using a Pd(n3-C3H5)Cp-DPEphos catalyst. The palladium catalyst efficiently converted aryl benzyl carbonates into benzyl-protected phenols through the decarboxylative etherification. Alternatively, the nucleophilic substitution of benzyl methyl carbonates with phenols proceeded In the presence of the catalyst, yielding aryl benzyl ethers.

Synthesis of orthogonally protected biaryl amino acid derivatives

The efficient and direct synthesis of protected biaryl amino acids, including dityrosine (50% overall yield over 3 steps), by Negishi cross-coupling of the serine-derived organozinc reagent 4 with iodo- and di-iodobiaryls, is reported. An improved, althou