24271-22-5

Basic information

• Product Name: 2-Pentenoic acid, 5-phenyl-
• CAS NO: 24271-22-5
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Mol File: 24271-22-5.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: 2-Pentenoic acid, 5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic acid, 5-phenyl-(24271-22-5)
• EPA Substance Registry System: 2-Pentenoic acid, 5-phenyl-(24271-22-5)

Safety Data

• Hazardous Substances Data: 24271-22-5(Hazardous Substances Data)

Upstream product

• 64-18-6 formic acid 
• 16520-62-0 4-Phenyl-1-butyne 
• 144-62-7 oxalic acid 
• 104-53-0 3-phenyl-propionaldehyde 
• 105-58-8 Diethyl carbonate 
• 131619-25-5 5-phenyl-2(E)-pentenoic acid tert-butyl ester 
• 768-56-9 4-Phenylbut-1-ene 
• 78905-97-2 (E)-5-phenylpent-3-enoic acid 
• 100-52-7 benzaldehyde 
• 55282-95-6 ethyl (2E)-5-phenylpent-2-enoate 
• 141-82-2 malonic acid 
• 188945-44-0 ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate 
• 503-64-0 (Z)-but-2-enoic acid 
• 129042-95-1 methyl 5-phenylpent-2-enoate 

Downstream Products

• 1025913-94-3 3-(4-methoxy-phenylsulfanyl)-5-phenyl-pentanoic acid 
• 485809-19-6 5-phenyl-2-pentenoic acid chloride 
• 370084-11-0 1-[(2E)-1-oxo-5-phenyl-2-pentenyl]-4-phenyl-1H-imidazole 
• 767329-79-3 N-cyclopropyl 5-phenyl-2E-pentenamide 
• 767329-78-2 N-ethyl 5-phenyl-2E-pentenamide 
• 26429-97-0 methyl (2E)-5-phenyl-2-pentenoate 
• 26163-55-3 (E)-5-phenyl-1-(piperidin-1-yl)pent-2-en-1-one 
• 21080-41-1 β-hydroxy-benzenepentanoic acid 
• 100-52-7 benzaldehyde 
• 28010-12-0 5-phenylpenta-2,4-dienoic acid 
• 144-62-7 oxalic acid 
• 501-52-0 3-Phenylpropionic acid 
• 55282-95-6 ethyl (2E)-5-phenylpent-2-enoate 
• 1373407-80-7 C₁₅H₂₀O₂ 

Relevant articles and documents

PdII-Catalyzed Site-selective β- and γ-C(sp3)-H Arylation of Primary Aldehydes Controlled by Transient Directing Groups

Pd(II)-catalyzed site-selective β- and γ-C(sp3)-H arylation of primary aldehydes is developed by rational design of L,X-type transient directing groups (TDG). External 2-pyridone ligands are identified to be crucial for the observed reactivity. By minimizing the loading of acid additives, the ligand effect is enhanced to achieve high reactivities of the challenging primary aldehyde substrates. Site selectivity can be switched from the proximate to the relatively remote position by changing the bite angle of TDG to match the desired palladacycle size. Experimental and computational investigations support this rationale for designing TDG to potentially achieve remote site-selective C(sp3)-H functionalizations.

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.

Essential structural features of (2Z,4E)-5-phenylpenta-2,4-dienoic acid for inhibition of root gravitropism

Previously, we found (2Z,4E)-5-phenylpenta-2,4-dienoic acid (ku-76) to be a selective inhibitor of root gravitropic bending of lettuce radicles at 5 μM, with no concomitant growth inhibition. Here, we describe a structure-activity relationship study of ku