105650-19-9

Basic information

• Product Name: 2-Propenoic acid, 3-(4-methylphenyl)-, 4-nitrophenyl ester
• CAS NO: 105650-19-9
• Molecular Formula: C16H13NO4
• Molecular Weight: 283.284
• Mol File: 105650-19-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(4-methylphenyl)-, 4-nitrophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(4-methylphenyl)-, 4-nitrophenyl ester(105650-19-9)
• EPA Substance Registry System: 2-Propenoic acid, 3-(4-methylphenyl)-, 4-nitrophenyl ester(105650-19-9)

Safety Data

• Hazardous Substances Data: 105650-19-9(Hazardous Substances Data)

Upstream product

• 100-02-7 4-nitro-phenol 
• 13565-07-6 4-methylcinnamoyl chloride 
• 27019-24-5 p-nitrocinnamoyl p-nitro-phenyl ester 
• 77614-06-3 C₁₅H₁₀ClNO₄ 
• 18736-43-1 4-nitro-phenyl cinnamate 
• 71255-82-8 C₁₆H₁₃NO₅ 
• 15851-89-5 (E)-p-methylcinnamoyl chloride 
• 1866-39-3 trans-p-methylcinnamic acid 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 27019-24-5 p-nitrocinnamoyl p-nitro-phenyl ester 
• 77614-06-3 C₁₅H₁₀ClNO₄ 
• 18736-43-1 4-nitro-phenyl cinnamate 
• 71255-82-8 C₁₆H₁₃NO₅ 
• 511250-46-7 C₁₆H₁₃ClO₂ 

Relevant articles and documents

Isothiourea-catalysed transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters

A protocol for the isothiourea-catalysed transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters using Hantzsch ester has been developed. Good to excellent yields are observed using α,β-unsaturated aryl esters bearing electron-withdrawing β-subs

Structure-reactivity correlations in nucleophilic displacement reactions of Y-substituted-phenyl X-substituted-cinnamates with Z-substituted-phenoxides

Second-order rate constants (kN) have been measured spectrophotometrically for the nucleophilic displacement reactions of 4-nitrophenyl X-substituted-cinnamates (4a-4e) and Y-substituted-phenyl cinnamates (5a-5e) with Z-substituted-phenoxide anions in 80 mol % H2O/20 mol % DMSO at 25.0 ±0.1 °C. The Hammett plot for the reactions of 4a-4e with 4-chlorophenoxide (4-ClPhO.) consists of two intersecting straight lines, which might be taken as a change in the rate-determining step (RDS). However, it has been concluded that the nonlinear Hammett plot is not due to a change in the RDS but is caused by stabilization of the ground state of substrates possessing an electron-withdrawing group in the cinnamoyl moiety through resonance interactions, since the Yukawa-Tsuno plot exhibits an excellent linear correlation with ρX = 0.89 and r = 0.58. The Bronsted-type plot for the reactions of 4-nitrophenyl cinnamate (4c) with Z-substituted-phenoxides is linear with βnuc = 0.76. The Bronsted-type plot for the reactions of Y-substituted-phenyl cinnamates (5a-5d) with 4-chlorophenoxides (4-ClPhO.) is also linear with βlg =.0.72. The Hammett plot correlated with σ-. constants for the reactions of 5a-5d results in a much better linear correlation than that correlated with σo constants, indicating that a partial negative charge develops on the O atom of the leaving aryloxide. Thus, the reactions have been concluded to proceed through a concerted mechanism.