143816-04-0

Basic information

• Product Name: 2,4-Pentadien-1-ol, 5-phenyl-, acetate
• CAS NO: 143816-04-0
• Molecular Formula: C13H14O2
• Molecular Weight: 202.253
• Mol File: 143816-04-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,4-Pentadien-1-ol, 5-phenyl-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Pentadien-1-ol, 5-phenyl-, acetate(143816-04-0)
• EPA Substance Registry System: 2,4-Pentadien-1-ol, 5-phenyl-, acetate(143816-04-0)

Safety Data

• Hazardous Substances Data: 143816-04-0(Hazardous Substances Data)

Upstream product

• 591-87-7 Allyl acetate 
• 101349-79-5 2-phenylvinyl iodide 
• 14371-10-9 (E)-3-phenylpropenal 
• 100-42-5 styrene 
• 141-32-2 acrylic acid n-butyl ester 
• 39806-16-1 ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate 
• 58506-33-5 5-phenyl-trans,trans-2,4-pentadien-1-ol 
• 108-24-7 acetic anhydride 
• 536-74-3 phenylacetylene 

Downstream Products

• 1394213-88-7 (1E,3E)-octa-1,3,7-trienylbenzene 
• 1112237-37-2 C₂₅H₂₂O₂ 
• 673456-90-1 (+)-(S)-dimethyl [(2E)-3-phenyl-1-vinylprop-2-enyl]malonate 
• 92056-50-3 2-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-malonic acid dimethyl ester 
• 112655-08-0 ((1E,3E)-5-methoxypenta-1,3-dien-1-yl)benzene 
• 79994-37-9 Methyl (E,E)-6-phenylhexa-3,5-dienoate 

Relevant articles and documents

Accessing 1,3-Dienes via Palladium-Catalyzed Allylic Alkylation of Pronucleophiles with Skipped Enynes

An unprecedented palladium-catalyzed allylic alkylation of pronucleophiles with unactivated skipped enynes has been developed. This method provides a straightforward access to a wide array of 1,3-dienes without the need to preinstall leaving groups or employ extra oxidants. The reaction exhibited high atom economy, good functional group tolerance, excellent regioselectivities, and scalability. With D2O as cosolvent, deuterium could be incorporated in high efficiency.

Triflimide-catalyzed allyl-allyl cross-coupling: A metal-free allylic alkylation

A highly efficient metal-free intermolecular C(sp3)-C(sp3) allyl-allyl cross-coupling protocol between allyl acetates and allyltrimethylsilanes, which proceeded smoothly in the presence of catalytic triflimide to form 1,5-dienes with good to excellent regioselectivity, has been developed.

Novel Synthesis of Phenol Derivatives by Palladium-Catalyzed Cyclocarbonylation of 2,4-Pentadienyl Acetates

Phenyl acetates were selectively obtained in good yields by cyclocarbonylation of 2,4-pentadienyl acetates in the presence of NEt3, Ac2O, and a catalytic amount of palladium complexes such as PdCl2(PPh3)2 at 120-140 deg C under 50 atm of CO.No five-membered ring products were observed.A platinum complex PtCl2(PPh3)2 was also effective as a catalyst.The reaction of 5-phenyl-2,4-pentadienyl bromide with M(CO)(PPh3)3 (M = Pd or Pt) under CO gave the corresponding 6-phenyl-3,5-hexadienoyl complexes in a high yield, which in turn afforded 2-acetoxybiphenyl in 41-51percent yield on heating to 160 deg C under 50 atm of CO in the presence of NEt3 and Ac2O.Similar 3,5-hexadienoyl complexes are proposed to be intermediates in the catalytic cyclocarbonylation of 2,4-pentadienyl acetates.On the other hand, PdCl2(PPh3)2-catalyzed carbonylation of o-(bromomethyl)(1-alkenyl)benzenes in the presence of NEt3 and Ac2O gave 2-naphthyl acetates in moderate yields, while the reaction in the absence of Ac2O gave five-membered ring products such as 2-indanones or a tricyclic lactone by incorporation of one or two CO, respectively.