34244-66-1

Basic information

• Product Name: cis-2,3-dihydroxy-4-phenylhexa-4,6-diene
• CAS NO: 34244-66-1
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.226
• Mol File: 34244-66-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: cis-2,3-dihydroxy-4-phenylhexa-4,6-diene(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2,3-dihydroxy-4-phenylhexa-4,6-diene(34244-66-1)
• EPA Substance Registry System: cis-2,3-dihydroxy-4-phenylhexa-4,6-diene(34244-66-1)

Safety Data

• Hazardous Substances Data: 34244-66-1(Hazardous Substances Data)

Upstream product

• 92-52-4 biphenyl 

Downstream Products

• 921202-21-3 (1S,2R)-3-((3aR,7aS)-2,2-Dimethyl-3a,7a-dihydro-benzo[1,3]dioxol-4-yl)-cyclohexa-3,5-diene-1,2-diol 
• 138608-61-4 (3aR,7aS)-2,2-Dimethyl-4-phenyl-3a,7a-dihydro-benzo[1,3]dioxole 
• 580-51-8 [1,1'-biphenyl]-3-ol 
• 90-43-7 2-Phenylphenol 
• 1392229-38-7 (4R,5S)-4,5-bis((tert-butyldimethylsilyl)oxy)-3-phenylcyclohex-2-en-1-one 
• 1392229-36-5 (1S,2R-3-phenylcyclohex-3-ene-1,2-diyl)bis(oxy)bis(tert-butyldimethylsilane) 
• 1284306-63-3 (4R,5S)-4,5-dihydroxy-3-phenylcyclohex-2-enone 
• 61664-53-7 (1S,2R,3R)-3-phenylcyclohexane-1,2-diol 
• 187837-12-3 (1S,2R)-3-phenylcyclohex-3-ene-1,2-diol 
• 57525-74-3 (1S,2R,3S)-3-phenylcyclohexane-1,2-diol 

Relevant articles and documents

Biphenyl-cis-diol chemistry to access enantiopure aryl-substituted organoiron complexes

The endo face selectivity of the complexation of the biologically derived 3-phenyl-1,2-dihydroxycyclohexa-3,5-diene ligand has been proved by an X-ray crystallographic study of the enantiopure (1R,2S,3S) η4 tricarbonyliron complex, and the correlation between the absolute configuration of the complex and its circular dichroism curve has been established to provide a basis on which to assign absolute configurations in the synthetically important ['-(Ar)CCH-CHCH-']Fe(CO)3 series.

Medium-scale preparation of useful metabolites of aromatic compounds via whole-cell fermentation with recombinant organisms

The whole-cell fermentation of aromatic coumpounds with Escherichia coli JM109 (pDTG601) on a medium scale (10-15L) produces enantiopure cyclohexadienediols. A detailed procedure for the fermentation is described, and yields for several metabolites are provided. A similar procedure using E. coli JM109 (pDTG602) affords catechols. The dienediols are useful for asymmetric synthesis, and several important targets originating from these metabolites are tabulated.