363165-99-5

Basic information

• Product Name: 4-(benzyloxyl)-but-2-enoic acid
• Synonyms: 4-(benzyloxyl)-but-2-enoic acid
• CAS NO: 363165-99-5
• Molecular Weight: 192.214
• Mol File: 363165-99-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-(benzyloxyl)-but-2-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(benzyloxyl)-but-2-enoic acid(363165-99-5)
• EPA Substance Registry System: 4-(benzyloxyl)-but-2-enoic acid(363165-99-5)

Safety Data

• Hazardous Substances Data: 363165-99-5(Hazardous Substances Data)

Upstream product

• 10385-30-5 4-(benzyloxy)butanoic acid 
• 73710-76-6 C₁₃H₁₆O₃ 

Downstream Products

• 1393833-98-1 (2'R,4R,Z)-3-(4'-benzyloxyl-2'-allylbut-3'-enoyl)-4,5,5-triphenyloxazolidinone 
• 1393834-03-1 (2'S,4R,Z)-3-(4'-benzyloxyl-2'-allylbut-3'-enoyl)-4,5,5-triphenyloxazolidinone 
• 1393834-10-0 C₂₆H₃₁NO₄ 
• 1393834-11-1 (2'R,4R)-3-(4'-benzyloxy-2'-methylbutanoyl)-4,5,5-triphenyloxazolidinone 
• 1393834-13-3 (3R,5S)-5-(benzyloxy)-3-methyldihydrofuran-2-(3H)-one 
• 1393834-12-2 (3R,5R)-5-(benzyloxy)-3-methyldihidrofuran-2-(3H)-one 
• 1393834-14-4 C₁₂H₁₄O₃ 
• 1393834-16-6 C₁₂H₁₄O₃ 
• 96154-47-1 (R)-2-methyl-1,4-butanediol 4-benzyl ether 
• 86227-43-2 (R)-4-(benzyloxy)-2-methylbutanoic acid 

Relevant articles and documents

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.