15250-29-0

Basic information

• Product Name: (Z)-2-Methyl-3-phenylpropenoic acid
• Synonyms: (Z)-2-Methyl-3-phenylpropenoic acid;α-Methylallocinnamic acid;XNCRUNXWPDJHGV-FPLPWBNLSA-N
• CAS NO: 15250-29-0
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• Mol File: 15250-29-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 94°C
• Boiling Point: 288°C (estimate)
• Appearance: /
• Density: 1.0613 (rough estimate)
• Refractive Index: 1.5143 (estimate)
• PKA: 4.82±0.10(Predicted)
• CAS DataBase Reference: (Z)-2-Methyl-3-phenylpropenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-Methyl-3-phenylpropenoic acid(15250-29-0)
• EPA Substance Registry System: (Z)-2-Methyl-3-phenylpropenoic acid(15250-29-0)

Safety Data

• Hazardous Substances Data: 15250-29-0(Hazardous Substances Data)

Upstream product

• 2327-99-3 1-phenylpropadiene 
• 680195-78-2 ethyl (E)-3-phenyl-2-(trimethylsilylmethyl)prop-2-enoate 
• 673-32-5 1-Phenylprop-1-yne 
• 124-38-9 carbon dioxide 
• 7042-33-3 ethyl (E)-2-methyl-3-phenyl-2-propenoate 
• 7042-34-4 ethyl c-α–methylcinnamate 
• 100-52-7 benzaldehyde 
• 1895-97-2 2-methyl-3-phenylacrylic acid 
• 100-34-5 benzene diazonium chloride 

Downstream Products

• 1536472-67-9 (±)-1,1′-binaphthyl-2-2′-diyl (Z)-2-methyl-3-phenyl-2-propenoate 
• 13099-50-8 2-methyl-1-phenyl-1-propene, β,β-dimethylstyrene 

Relevant articles and documents

Visible-Light-Driven alkyne hydro-/carbocarboxylation using CO2 via iridium/cobalt dual catalysis for divergent heterocycle synthesis

We present herein the first visible-light-driven hydrocarboxylation as well as carbocarboxylation of alkynes using CO2 via an iridium/cobalt dual catalysis. Such transformations provide access to various pharmaceutically important heterocycles in a one-pot procedure from readily available alkynes. Coumarins, 2-quinolones, and 2-benzoxepinones were directly accessed through a one-pot alkyne hydrocarboxylation/alkene isomerization/cyclization sequence in which the Ir photocatalyst serves a dual role to promote single-electron transfer in alkyne hydrocarboxylation and energy transfer in the subsequent alkene isomerization. Moreover, an unprecedented cobalt carboxylation/acyl migration cascade enables alkyne difunctionalization to introduce γ-hydroxybutenolides with high efficiency. We expect that this cascade strategy will inspire new perspectives for alkyne and alkene difunctionalization.

Correlation of hydrolysis and desilylation of 2-[(trimethylsilyl)methyl] acrylate derivatives in aqueous alkali solutions

Hydrolysis and desilylation reaction of 2-[(trimethylsilyl)methyl]acrylate (=2-[(trimethylsilyl)methyl] prop-2-enoate) derivatives were studied to evaluate the effect of the presence/absence of a further conjugating substituent (Schemes 3 and 4 and Tables 1 and 2). The substrates having a nonconjugating substituent at the acrylate moiety were stable to dilute alkali conditions, and afforded simple hydrolysis products under concentrated alkali conditions. In contrast, both hydrolysis and desilylation occurred from the substrates bearing conjugated substituents at the acrylate skeleton. The difference in reactivity can be explained in terms of the stabilization of the intermediate anion.

Organic Syntheses via Transition Metal Complexes, 19. - β-Methylenecyclopentenones via Iron Carbonyl-Induced Cycloaddition of Alkynes to Allenes and Carbon Monoxide

From alkynes, allenes, and carbon monoxide β-methylenecyclopentenones 3 and 4 are obtained in a one-pot procedure.The reaction involves a template-induced cycloaddition via carbonyl iron complexes as intermediates.The regio- and stereoselectivity of this synthesis has been studied by means of model reactions.The fragmentation pattern observed in the mass spectrum of these compounds corresponds to the retro-synthesis.