104683-49-0

Basic information

• Product Name: (2E)-5-phenylpent-2-ene-1,5-diol
• Synonyms: (2E)-5-phenylpent-2-ene-1,5-diol
• CAS NO: 104683-49-0
• Molecular Weight: 178.231
• Mol File: 104683-49-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (2E)-5-phenylpent-2-ene-1,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-5-phenylpent-2-ene-1,5-diol(104683-49-0)
• EPA Substance Registry System: (2E)-5-phenylpent-2-ene-1,5-diol(104683-49-0)

Safety Data

• Hazardous Substances Data: 104683-49-0(Hazardous Substances Data)

Upstream product

• 84216-73-9 2,4-diiodobut-2-en-1-ol 
• 100-52-7 benzaldehyde 
• 930-22-3 epoxybutene 
• 106-99-0 buta-1,3-diene 
• 114996-07-5 2E-5-hydroxy-5-phenyl-pent-2-enoic acid ethyl ester 
• 6117-91-5 (E/Z)-2-buten-1-ol 

Relevant articles and documents

Catalytic Nucleophilic Allylation Driven by the Water-Gas Shift Reaction

The ruthenium-catalyzed allylation of aldehydes with allylic pro-nucleophiles has been demonstrated to be an efficient means to form carbon-carbon bonds under mild conditions. The evolution of this reaction from the initial serendipitous discovery to its general synthetic scope is detailed, highlighting the roles of water, CO, and amine in the generation of a more complete catalytic cycle. The use of unsymmetrical allylic pro-nucleophiles was shown to give preferential product formation through the modulation of reaction conditions. Both (E)-cinnamyl acetate and vinyl oxirane were efficiently used to form the anti-branched products (up to >20:1 anti/syn) and E-linear products (up to >20:1 E/Z) in high selectivity with aromatic, α,β-unsaturated, and aliphatic aldehydes, respectively. Attempts to render the reaction enantioselective are highlighted and include enantioenrichment of up to 75:25 for benzaldehyde.

Diastereoselective construction of functionalized homoallylic alcohols by Ni-catalyzed diboron-promoted coupling of dienes and aldehydes

The nickel-catalyzed reaction of carbonyls and dienes was accomplished in a regio- and stereoselective fashion employing a stoichiometric amount of bis(pinacolato)diboron. This reductive coupling furnishes an allyl boronic ester as the reaction product, a compound which was readily converted to the derived allylic alcohol by oxidative workup. Copyright

Reaction of allylic-type diindium compounds with electrophiles

Allylic-type diindium reagents were prepared from 3-bromo-1-iodopropene (1a), 3-bromo-1-iodo-1-phenylpropene (1b), or 2,4-diiodobut-2-en-1-ol (1c) with metallic indium, and their successive coupling with electrophiles was examined. The coupling behavior o