3796-74-5

Basic information

• Product Name: [1,1'-Biphenyl]-2,6-diol
• Synonyms: 2,6-Biphenyldiol(8CI); Resorcinol, 2-phenyl- (6CI); 1,3-Benzenediol, 2-phenyl-;2-Phenylresorcinol
• CAS NO: 3796-74-5
• Molecular Formula: C12H10 O2
• Molecular Weight: 186.21
• Mol File: 3796-74-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: [1,1'-Biphenyl]-2,6-diol(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-2,6-diol(3796-74-5)
• EPA Substance Registry System: [1,1'-Biphenyl]-2,6-diol(3796-74-5)

Safety Data

• Hazardous Substances Data: 3796-74-5(Hazardous Substances Data)

Upstream product

• 41046-67-7 2-iodoresorcinol 
• 1083312-76-8 2-iodo-1,3-bis(methoxymethoxy)benzene 
• 1083312-74-6 5-methoxy-1,3-bis(methoxymethoxy)-2-methylphenol 
• 57234-29-4 1,3-bis(methoxymethyl)resorcinol 
• 108-46-3 recorcinol 
• 1083312-77-9 2,6-bis(methoxymethoxy)biphenyl 
• 49582-86-7 6-acetoxy-6-phenylcyclohexa-2,4-dienone 
• 98-80-6 phenylboronic acid 
• 151-10-0 1,3-Dimethoxybenzene 
• 16932-44-8 2-iodo-1,3-dimethoxybenzene 
• 108-86-1 bromobenzene 
• 888968-41-0 2,6-dibenzyloxy-1-iodobenzene 
• 13732-86-0 2,6-dimethoxybiphenyl 
• 933995-90-5 2,6-dibenzyloxybiphenyl 

Downstream Products

• 1083312-84-8 benzyl 7-hydroxy-2-oxo-8-phenyl-2H-chromen-3-ylcarbamate 
• 1016950-20-1 2-amino-N-(7-((2R,3R,4S,5R)-3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)benzamide 
• 129-00-0 pyrene 
• 1293326-50-7 2,6-bis[(4-chlorophenyl)ethynyl]biphenyl 
• 1190945-60-8 2,6-bis[(4-methoxyphenyl)ethynyl]biphenyl 

Relevant articles and documents

Synthesis of (POCOP)Co(Ph)(X) Pincer Complexes and Observation of Aryl-Aryl Reductive Elimination Involving the Pincer Aryl

A series of square-planar, low-spin Co(II) and Co(III) complexes supported by the POCOP pincer ligand have been prepared for the purpose of exploring the reactions potentially involved in aryl halide coupling catalysis (POCOP = 2,6-diisopropylphosphinoxyphenyl). The investigations determined that the Co(III)-aryl intermediates of the envisioned catalytic cycle are accessible, but the desired catalysis is derailed by a C-C reductive elimination reaction that involves the POCOP ligand. Metalation of the parent (POCOP)H ligand with CoCl2 and DMAP led to the formation of (POCOP)CoCl (A-1). Metathesis of A-1 with Me3SiX reagents allowed isolation of (POCOP)CoBr (A-2), (POCOP)CoI (A-3), and (POCOP)CoOTf (A-4). Reactions of A-1 with NaOtBu, MeLi, and PhLi led to (POCOP)CoOtBu (A-5), (POCOP)CoMe (A-6), and (POCOP)CoPh (A-7). Treatment of A-1 with PhSH surprisingly led to (POCOP)CoSPh (A-8) without the need for added base. A-7 could be oxidized to (POCOP)Co(Ph)(Cl) (B-1) using N-chlorosuccinimide; however, samples of B-1 produced in this fashion were unstable with respect to decomposition to A-1. Oxidation of A-7 to (POCOP)Co(Ph)(OAc) (B-2) was accomplished with PhI(OAc)2, and metathesis of B-2 with Me3SiX produced clean samples of B-1 and (POCOP)Co(Ph)(I) (B-3) that were thermally stable. Treatment of B-1 or B-3 with NaSPh resulted in the formation of (POCOP)Co(Ph)(SPh) (B-4). Complexes B-1-B-4 are low-spin Co(III) complexes. Thermolysis of B-4, instead of the expected C-S reductive elimination, resulted in the C-C elimination with the POCOP aryl, producing (POCOP)-Ph (D-1). Hydrolysis of D-1 yielded the known 2-phenylresorcinol (D-2). The solid-state structures of A-8, B-3, and B-4 were determined by X-ray crystallography.

Synthesis of pyrenes by twofold hydroarylation of 2,6-dialkynylbiphenyls

Cationic gold(I) complexes having Buchwald-type biarylphosphines effectively catalyzed twofold hydroarylation of 2,6-dialkynylbiphenyls to construct pyrene skeletons.

The dynamic covalent chemistry of mono- and bifunctional boroxoaromatics

10-Hydroxy-10,9-boroxophenanthrene reacts rapidly and reversibly with both benzylic and alkane diols in non-polar solvents. The formation of 2:1 adducts between the boroxoaromatic and the diols is favoured. The diol component of the adduct can be exchange