52305-68-7

Basic information

• Product Name: 1,2-Cyclohexanediol, 1-phenyl-
• Synonyms: 1-phenyl-cyclohexanediol-(1.2);1-Phenyl-cyclohexandiol-(1.2);1-phenyl-cyclohexane-1,2-diol;1-phenyl-1,2-cyclohexanediol;1-phenylcyclohexan-1,2-diol;(1.2-Dioxy-cyclohexyl)-benzol
• CAS NO: 52305-68-7
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Mol File: 52305-68-7.mol
• Article Data: 81

Chemical Properties

• Boiling Point: 172 °C (13 mmHg)
• CAS DataBase Reference: 1,2-Cyclohexanediol, 1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanediol, 1-phenyl-(52305-68-7)
• EPA Substance Registry System: 1,2-Cyclohexanediol, 1-phenyl-(52305-68-7)

Safety Data

• Hazardous Substances Data: 52305-68-7(Hazardous Substances Data)

Upstream product

• 4829-01-0 (1R,2R)-1-phenyl-1-cyclohexene oxide 
• 771-98-2 1-Phenylcyclohexene 
• 4829-02-1 2-hydroxy-2-phenylcyclohexanone 
• 5775-23-5 1-phenylcyclohexene oxide 
• 23313-45-3 acetic acid 2-acetoxy-2-phenylcyclohexyl ester 
• 1222099-34-4 (+/-)-2-(2-tolylaminooxy)cyclohexanone 
• 100-58-3 phenylmagnesium bromide 
• 4829-01-0 (-)-(1S,2S)-1-phenylcyclohex-1-ene oxide 
• 100-59-4 phenylmagnesium chloride 
• 533-60-8 cyclohexanone-2-ol 
• 408525-07-5 2-iodo-1-phenyl-cyclohexanol 
• 1161819-40-4 (R)-2-(2-tolylaminooxy)cyclohexanone 
• 4912-59-8 1-phenyl-1,2-cyclohexanediol 
• 99942-90-2 2-Acetoxy-1-phenyl-cyclohexanol 

Downstream Products

• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 4144-62-1 5-benzoylvaleric acid 
• 134780-70-4 cis-1-Phenyl-2-acetoxylcyclohexanol 
• 134780-69-1 (-)-(1S,2S)-cis-2-Acetoxy-1-phenylcyclohexanol 
• 4912-59-8 (1R,2R)-1-phenyl-1,2-cyclohexanediol 
• 4829-02-1 (S)-(+)-2-hydroxy-2-phenylcyclohexanone 
• 134750-78-0 (-)-trans-4a,20a-Diphenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane 
• 134750-73-5 (-)-cis-2-(Methoxymethoxy)-1-phenylcyclohexanol 
• 134875-74-4 (-)-trans-1,2-diphenylcyclohexane-1,2-diol 
• 134750-77-9 (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane 
• 134750-75-7 2,2'-Oxydiethylenedioxybis(2-phenylcyclohexanol) 
• 134750-74-6 (+)-2,2'-Oxydiethylenedioxybis(2-phenylcyclophenylethyl methyl ether) 
• 124-04-9 Adipic acid 
• 21573-69-3 1-phenyl-1-cyclopentanecarboxaldehyde 

Relevant articles and documents

Photo-Induced Dihydroxylation of Alkenes with Diacetyl, Oxygen, and Water

Herein reported is a photo-induced production of vicinal diols from alkenes under mild reaction conditions. The present dihydroxylation method using diacetyl (= butane-2,3-dione), oxygen, and water dispenses with toxic reagents and intractable waste generation.

Bronsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones

We report a Bronsted acid mediated direct α-hydroxylation of cyclic α-branched ketones via a tandem aminoxylation/N-O bond-cleavage process. Nitrosobenzene is used as the oxidant and subsequently promotes the liberation of the free alcohol. The desired pr

Mechanistically Driven Development of an Iron Catalyst for Selective Syn-Dihydroxylation of Alkenes with Aqueous Hydrogen Peroxide

Product release is the rate-determining step in the arene syn-dihydroxylation reaction taking place at Rieske oxygenase enzymes and is regarded as a difficult problem to be resolved in the design of iron catalysts for olefin syn-dihydroxylation with potential utility in organic synthesis. Toward this end, in this work a novel catalyst bearing a sterically encumbered tetradentate ligand based in the tpa (tpa = tris(2-methylpyridyl)amine) scaffold, [FeII(CF3SO3)2(5-tips3tpa)], 1 has been designed. The steric demand of the ligand was envisioned as a key element to support a high catalytic activity by isolating the metal center, preventing bimolecular decomposition paths and facilitating product release. In synergistic combination with a Lewis acid that helps sequestering the product, 1 provides good to excellent yields of diol products (up to 97% isolated yield), in short reaction times under mild experimental conditions using a slight excess (1.5 equiv) of aqueous hydrogen peroxide, from the oxidation of a broad range of olefins. Predictable site selective syn-dihydroxylation of diolefins is shown. The encumbered nature of the ligand also provides a unique tool that has been used in combination with isotopic analysis to define the nature of the active species and the mechanism of activation of H2O2. Furthermore, 1 is shown to be a competent synthetic tool for preparing O-labeled diols using water as oxygen source.