73789-34-1

Basic information

• Product Name: 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester
• CAS NO: 73789-34-1
• Molecular Formula: C15H11ClO2
• Molecular Weight: 258.704
• Mol File: 73789-34-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester(73789-34-1)
• EPA Substance Registry System: 2-Propenoic acid, 3-phenyl-, 4-chlorophenyl ester(73789-34-1)

Safety Data

• Hazardous Substances Data: 73789-34-1(Hazardous Substances Data)

Upstream product

• 106-48-9 4-chloro-phenol 
• 621-82-9 Cinnamic acid 
• 18736-43-1 4-nitro-phenyl cinnamate 
• 38829-11-7 bromo-acetic acid-(4-chloro-phenyl ester) 
• 100-52-7 benzaldehyde 
• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 Cinnamoyl chloride 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 3261-07-2 chloro-acetic acid-(4-chloro-phenyl ester) 
• 4067-21-4 2,4-nitrophenyl cinnamate 
• 73789-33-0 3,4-nitrophenyl cinnamate 
• 85238-61-5 4-formylphenyl cinnamate 
• 84796-16-7 C₁₇H₁₄O₃ 

Downstream Products

• 1657-49-4 1-chloro-4-styrylbenzene 
• 15719-64-9 methylammonium carbonate 
• 7778-83-8 cinnamic acid propyl ester 
• 246177-43-5 cinnamic acid diphenylmethyl ester 
• 3488-02-6 cinnamic acid 2-methoxyethyl ester 
• 40918-97-6 3-phenyl-2-propen-1-yl 3-phenylacrylate 
• 56961-72-9 cinnamic acid 1-phenylethyl ester 
• 63238-64-2 3-phenylacrylic acid phenethyl ester 
• 56289-55-5 allyl cinnamate 
• 103-41-3 benzy cinnamate 
• 7779-17-1 cinnamic acid cyclohexanol ester 
• 26829-64-1 (E)-cinnamoyl azide 
• 106-48-9 4-chloro-phenol 
• 621-82-9 Cinnamic acid 

Relevant articles and documents

Kinetic study on aminolysis of aryl X-substituted-cinnamates in acetonitrile: Differential medium effect determines reactivity and reaction mechanism

A kinetic study on nucleophilic substitution reactions of 2,4-dinitrophenyl X-substituted-cinnamates (1a-1f) and Y-substituted-phenyl cinnamates (2a-2g) with a series of alicyclic secondary amines in MeCN at 25.0 ± 0.1 °C is reported. The Br?nsted-type pl

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.

Nucleophilic iron catalysis in transesterifications: Scope and limitations

Figure presented The ester bond is one of the most common structural motifs found in nature. Apart from the condensation between an acid and an alcohol, transesterifications represent another mechanistic alternative for the preparation of this compound class. The present paper summarizes our most recent investigations in this field, using nucleophilic iron complexes as catalysts for transesterifications under neutral conditions. This new type of metal catalyst complements the existing methodologies, which rely on Lewis acidic metal complexes. Investigations on scope and limitations, stereochemical course, and chemoselectivities will be presented.