114996-07-5

Basic information

• Product Name: 2-Pentenoic acid, 5-hydroxy-5-phenyl-, ethyl ester, (2E)-
• CAS NO: 114996-07-5
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Mol File: 114996-07-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Pentenoic acid, 5-hydroxy-5-phenyl-, ethyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic acid, 5-hydroxy-5-phenyl-, ethyl ester, (2E)-(114996-07-5)
• EPA Substance Registry System: 2-Pentenoic acid, 5-hydroxy-5-phenyl-, ethyl ester, (2E)-(114996-07-5)

Safety Data

• Hazardous Substances Data: 114996-07-5(Hazardous Substances Data)

Upstream product

• 59425-01-3 ethyl (E)-4-iodobut-2-enoate 
• 100-52-7 benzaldehyde 
• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 
• 104-53-0 3-phenyl-propionaldehyde 
• 89922-39-4 ethyl 2-(α-hydroxybenzyl)-3-butenoate 
• 26805-40-3 γ-acetoxycrotonic acid ethyl ester 
• 114996-00-8 1-<(trimethylsilyl)oxy>-1-ethoxy-1,3-butadiene 
• 114996-00-8 (1-ethoxybuta-1,3-dienyloxy)trimethylsilane 
• 132017-27-7 C₂₄H₂₀B^(1-)*C₁₈H₃₆O₂Sb⁽¹⁺⁾ 
• 6065-32-3 4-bromocrotonic ethyl ester 

Downstream Products

• 28010-12-0 5-phenylpenta-2,4-dienoic acid 
• 104683-49-0 (2E)-5-phenylpent-2-ene-1,5-diol 
• 116805-87-9 5-hydroxy-5-phenylpentanoic acid 
• 69637-30-5 (+/-)-1-hydroxy-1-phenyl-penten-(3t)-oic acid-⁽⁵⁾ 

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.

A stereoselective approach to 1,3-amino alcohols protected as cyclic carbamates: Kinetic vs. thermodynamic control

Direct enantiocontrolled access to 1,3-amino alcohols protected as cyclic carbamates is described. The approach is based on the addition of a silyl dienolate to aldehydes in the presence of 10 % of Carreira's catalyst (vinylogous Mukaiyama-aldol addition)

New and stereoselective synthesis of 1,4-disubstituted buten-4-ols (homoallylic alcohol α-adducts) from the corresponding γ-isomers (3,4-disubstituted buten-4-ols) via an acid-catalyzed allyl-transfer reaction with aldehydes

The γ-adducts of homoallylic alcohols 3, derived from aldehydes via the usual reaction with common allylic metals 1, were converted to the corresponding α-adducts 6 by an acid-catalyzed allyl-transfer reaction. In the allyl-transfer reaction, anti-and syn