4412-10-6

Basic information

• Product Name: 2-Phenyl-2-butenoic acid
• Synonyms: 2-Phenyl-2-butenoic acid
• CAS NO: 4412-10-6
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 0
• Mol File: 4412-10-6.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Phenyl-2-butenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-2-butenoic acid(4412-10-6)
• EPA Substance Registry System: 2-Phenyl-2-butenoic acid(4412-10-6)

Safety Data

• Hazardous Substances Data: 4412-10-6(Hazardous Substances Data)

Upstream product

• 75-07-0 acetaldehyde 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 60-29-7 diethyl ether 
• 15719-64-9 methylammonium carbonate 
• 2687-12-9 cinnamyl chloride 
• 673-32-5 1-Phenylprop-1-yne 
• 64-18-6 formic acid 
• 90-27-7 2-Phenylbutyric acid 
• 201230-82-2 carbon monoxide 
• 124-38-9 carbon dioxide 
• 40233-96-3 ethyl 2-phenyl-2-butenoate 
• 2327-99-3 1-phenylpropadiene 
• 75-25-2 Bromoform 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 75-07-0 acetaldehyde 
• 611-73-4 Benzoylformic acid 
• 27839-91-4 1-phenyl-2-(phenylsulfonyl)-propan-1-one 
• 91193-02-1 3-methyl-2-phenyl-crotonoyl chloride 
• 60995-94-0 (E)-2-phenylbut-2-enoyl chloride 
• 60995-95-1 (Z)-2-Phenyl-2-butenoyl chloride 
• 102171-75-5 β-Methyl-tropasaeure-allethrolonylester 
• 71338-72-2 methyl ethylidene phenylacetic carboxylate 
• 2294-71-5 (-)-(R)-2-phenyl-butyric acid methyl ester 
• 938-79-4 (2R)-2-phenylbutanoic acid 
• 90-27-7 2-Phenylbutyric acid 
• 90921-39-4 β-Methyl-atropasaeure-amid 

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.

Water-initiated hydrocarboxylation of terminal alkynes with CO2and hydrosilane

This work discloses a Cu(ii)-Ni(ii) catalyzed tandem hydrocarboxylation of alkynes with polysilylformate formed from CO2and polymethylhydrosiloxane that affords α,β-unsaturated carboxylic acids with up to 93% yield. Mechanistic studies indicate that polysilylformate functions as a source of CO and polysilanol. Besides, a catalytic amount of water is found to be critical to the reaction, which hydrolyzes polysilylformate to formic acid that induces the formation of Ni-H active species, thereby initiating the catalytic cycle.

Caesium fluoride-mediated hydrocarboxylation of alkenes and allenes: Scope and mechanistic insights

A caesium fluoride-mediated hydrocarboxylation of olefins is disclosed that does not rely on precious transition metal catalysts and ligands. The reaction occurs at atmospheric pressures of CO2 in the presence of 9-BBN as a stoichiometric reductant. Stilbenes, β-substituted styrenes and allenes could be carboxylated in good yields. The developed methodology can be used for preparation of commercial drugs as well as for gram scale hydrocarboxylation. Computational studies indicate that the reaction occurs via formation of an organocaesium intermediate.