3-Phenylcyclohexa-3,5-diene-1,2-diol

Base Information

• Chemical Name: 3-Phenylcyclohexa-3,5-diene-1,2-diol
• CAS No.: 34244-66-1
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.226
• DSSTox Substance ID: DTXSID401291135
• Nikkaji Number: J937.076E
• Wikidata: Q27121399
• Mol file: 34244-66-1.mol

Synonyms:3-phenylcyclohexa-3,5-diene-1,2-diol;3-Phenyl-3,5-cyclohexadiene-1,2-diol;SCHEMBL639800;2,3-dihydrobiphenyl-2,3-diol;CHEBI:48949;DTXSID401291135;2,3-dihydro-2,3-dihydroxybiphenyl;34244-66-1;3-Phenyl-3,5-cyclohexadiene-1,2-diol #;FT-0771730;1,1'-Diphenyl, 2,3-dihydro-2,3-dihydroxy-;Q27121399

Chemical Property of 3-Phenylcyclohexa-3,5-diene-1,2-diol

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC(C2O)O

Technology Process of 3-Phenylcyclohexa-3,5-diene-1,2-diol

There total 1 articles about 3-Phenylcyclohexa-3,5-diene-1,2-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

biphenyl (92-52-4,1594-86-1) → cis-(2R,3S)-2,3-dihydroxy-1-phenylcyclohexa-4,6-diene (34244-66-1,40301-77-7,66008-24-0)

Guidance literature:

With Pseudomonas putida UV₄; Microbiological reaction; Enzymatic reaction;

DOI:10.1016/j.tetlet.2011.03.088

Reference yield: 75.0%

cis-(2R,3S)-2,3-dihydroxy-1-phenylcyclohexa-4,6-diene (34244-66-1,40301-77-7,66008-24-0) → [1,1'-biphenyl]-3-ol (580-51-8) + 2-Phenylphenol (90-43-7,287950-96-3)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; Concentration; Kinetics;

DOI:10.1021/ja304366j

Reference yield:

cis-(2R,3S)-2,3-dihydroxy-1-phenylcyclohexa-4,6-diene (34244-66-1,40301-77-7,66008-24-0) → ((3S,3aS,7aS)-2-Oxo-7a-phenyl-2,3,3a,4,5,7a-hexahydro-benzofuran-3-yl)-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

2: DBU / tetrahydrofuran

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;

DOI:10.1021/jo962315w

upstream raw materials:

biphenyl

Downstream raw materials:

(3aR,7aS)-2,2-Dimethyl-4-phenyl-3a,7a-dihydro-benzo[1,3]dioxole

(1S,2R)-3-((3aR,7aS)-2,2-Dimethyl-3a,7a-dihydro-benzo[1,3]dioxol-4-yl)-cyclohexa-3,5-diene-1,2-diol

(1S,2R,3R)-3-phenylcyclohexane-1,2-diol

(1S,2R)-3-phenylcyclohex-3-ene-1,2-diol