99865-05-1

Basic information

• Product Name: 4-(p-tolyl)but-3-enoic acid
• Synonyms: 4-(p-tolyl)but-3-enoic acid
• CAS NO: 99865-05-1
• Molecular Weight: 176.215
• Mol File: 99865-05-1.mol

Chemical Properties

• CAS DataBase Reference: 4-(p-tolyl)but-3-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(p-tolyl)but-3-enoic acid(99865-05-1)
• EPA Substance Registry System: 4-(p-tolyl)but-3-enoic acid(99865-05-1)

Safety Data

• Hazardous Substances Data: 99865-05-1(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 124-38-9 carbon dioxide 
• 2749-96-4 4-methylphenylallene 
• 51114-94-4 (2-carboxyethyl)triphenylphosphonium bromide 
• 103859-80-9 1-methyl-4-(2,4,4,4-tetrachloro-butyl)-benzene 
• 103860-09-9 1,1-dichloro-4ξ-p-tolyl-buta-1,3-diene 
• 3333-13-9 p-allyltoluene 

Downstream Products

• 51015-29-3 6-methyl-3,4-dihydronaphthalen-1(2H)-one 
• 4521-22-6 4-(4-methylphenyl)butyric acid 
• 1589523-24-9 methyl (E)-2-diazo-4-(p-tolyl)but-3-enoate 
• 1250907-64-2 methyl (E)-4-(p-tolyl)but-3-enoate 

Relevant articles and documents

Synthesis of Allylboranes via Cu(I)-Catalyzed B-H Insertion of Vinyldiazoacetates into Phosphine-Borane Adducts

Cu(I) catalysts enable C-B bond formation via direct insertion of vinyldiazoacetates into B-H bonds of borane-phosphine Lewis adducts to form phosphine-protected allylboranes under mild conditions. The resulting allylborane-phosphine Lewis adducts can be used in the diastereoselective allylation of aldehydes directly without the need for removal of the phosphine. The allylation reaction proceeds with high diastereoselectivity and yields 5,6-disubstituted dihydropyranones after treatment with an appropriate acid.

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.

Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid

Enantioselective [3+2] coupling of cyclic enamides with quinone monoimines was realised using a chiral phosphoric acid as a catalyst. This transformation allowed for the synthesis of highly enantioenriched polycyclic 2,3-dihydrobenzofurans (up to 99.9% ee). The absolute configuration of one product was determined by an X-ray crystal structural analysis. We also found a possible mechanism for this reaction.