81454-71-9

Basic information

• Product Name: 2-Pentenoic acid, 4-hydroxy-5-phenyl-, methyl ester, (E)-
• CAS NO: 81454-71-9
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 81454-71-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Pentenoic acid, 4-hydroxy-5-phenyl-, methyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic acid, 4-hydroxy-5-phenyl-, methyl ester, (E)-(81454-71-9)
• EPA Substance Registry System: 2-Pentenoic acid, 4-hydroxy-5-phenyl-, methyl ester, (E)-(81454-71-9)

Safety Data

• Hazardous Substances Data: 81454-71-9(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 122-78-1 phenylacetaldehyde 
• 6052-66-0 1-phenyl-3-buten-2-ol 
• 292638-85-8 acrylic acid methyl ester 
• 138770-95-3 methyl (E)-5-phenyl-2-(phenylsulphinyl)pent-2-enoate 
• 121-45-9 phosphorous acid trimethyl ester 
• 138770-96-4 (E)-4-(Dimethoxy-phosphoryloxy)-5-phenyl-pent-2-enoic acid methyl ester 
• 73281-90-0 methyl 4-chlorophenylsulfinylacetate 
• 14090-83-6 methyl 2-phenylsulfinylacetate 
• 1254037-81-4 (((1Z,3E)-1-methoxy-5-phenylpenta-1,3-dien-1-yl)oxy)trimethylsilane 

Downstream Products

• 65248-41-1 4-Oxo-5-phenylpentansaeure-methylester 
• 112655-07-9 Carbonic acid (E)-4-methoxycarbonyloxy-5-phenyl-pent-2-enyl ester methyl ester 
• 91166-39-1 (E)-penta-2,4-dien-1-ylbenzene 
• 139670-25-0 (E)-5-phenylpent-2-ene-1,4-diol 
• 76678-30-3 6-Oxo-5-phenyl-(E)-2-pentensaeure-methylester 

Relevant articles and documents

Photoredox-Catalyzed Isomerization of Highly Substituted Allylic Alcohols by C?H Bond Activation

Photoredox-catalyzed isomerization of γ-carbonyl-substituted allylic alcohols to their corresponding carbonyl compounds was achieved for the first time by C?H bond activation. This catalytic redox-neutral process resulted in the synthesis of 1,4-dicarbonyl compounds. Notably, allylic alcohols bearing tetrasubstituted olefins can also be transformed into their corresponding carbonyl compounds. Density functional theory calculations show that the carbonyl group at the γ-position of allylic alcohols are beneficial to the formation of their corresponding allylic alcohol radicals with high vertical electron affinity, which contributes to the completion of the photoredox catalytic cycle.

Cross metathesis of allyl alcohols: How to suppress and how to promote double bond isomerization

Under standard conditions the cross metathesis of allyl alcohols and methyl acrylate is accompanied by the formation of ketones, resulting from uncontrolled and undesired double bond isomerization. By conducting the CM in the presence of phenol, the catalyst loading and the reaction time required for quantiative conversion can be reduced, and isomerization can be suppressed. On the other hand, consecutive isomerization can be deliberately promoted by evaporating excess methyl acrylate after completing cross metathesis and by adding a base or silane as chemical triggers.

On the Preparation and Rearrangement of Some Vinylic Sulphoxides

The condensation of methyl benzenesulphinylacetate 1 with a series of aldehydes has been explored using different catalysts.With zinc chloride, the enolate of 1 produces the conjugated ester directly.A base-catalysed rearrangement of these conjugated este