24393-52-0

Basic information

• Product Name: Ethyl 4-chlorocinnamate
• Synonyms: Ethyl (2E)-3-(4-chlorophenyl)acrylate
• CAS NO: 24393-52-0
• Molecular Formula: C₁₁H₁₁ClO₂
• Molecular Weight: 210.66
• Product Categories: Cinnamic acid
• Mol File: 24393-52-0.mol
• Article Data: 172

Chemical Properties

• Melting Point: 49-51 °C
• Boiling Point: 307.9 °C at 760 mmHg
• Flash Point: 151.9 °C
• Appearance: /
• Density: 1.178 g/cm³
• Vapor Pressure: 0.000703mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: Ethyl 4-chlorocinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-chlorocinnamate(24393-52-0)
• EPA Substance Registry System: Ethyl 4-chlorocinnamate(24393-52-0)

Safety Data

• Hazardous Substances Data: 24393-52-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 300, 1983 DOI: 10.1055/s-1983-30311

InChI:InChI=1/C11H11ClO2/c1-2-14-11(13)8-5-9-3-6-10(12)7-4-9/h3-8H,2H2,1H3/b8-5+

Upstream product

• 1615-02-7 p-chlorocinnamic acid 
• 64-17-5 ethanol 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 623-73-4 diazoacetic acid ethyl ester 
• 104-88-1 4-chlorobenzaldehyde 
• 141-52-6 sodium ethanolate 
• 107605-68-5 1-methyl-5-methylaminocarbonyl-4-imidazole 
• 2272-55-1 (2R,3S)-ethyl 3-phenylglycidate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 141-82-2 malonic acid 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 72258-75-4 2-<(ethoxycarbonyl)methyl>-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane 
• 41505-92-4 ethyl 2-(fluorosulfonyl)acetate 
• 6361-05-3 ethyl 2-(diphenylphosphoryl)acetate 

Downstream Products

• 3240-10-6 (4-chlorophenyl)propiolic acid 
• 24583-70-8 (E)-3-(p-chlorophenyl)prop-2-en-1-ol 
• 69310-71-0 7-(4-chloro-phenyl)-2,4-dioxo-1,3,4,5,6,7-hexahydro-2H-pyrano[2,3-d]pyrimidine-6-carboxylic acid ethyl ester 
• 111928-46-2 3-(4-Chloro-phenyl)-4-cyano-4-naphthalen-1-yl-butyric acid ethyl ester 
• 80427-98-1 3-(3-methyl-6-benzoxazolinonyl)-3-(p-chlorophenyl)propionic acid 
• 111928-49-5 4-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-4-cyano-butyric acid ethyl ester 
• 75755-52-1 trans-ethyl 3-(4-chlorophenyl)oxirane-2-carboxylate 
• 7116-36-1 ethyl 3-(4-chlorophenyl)propanoate 
• 1736-31-8 ethyl 3-(4-fluorophenyl)propiolate 
• 111928-47-3 ethyl threo-4-cyano-3-(4-chlorophenyl)-4-phenylbutanoate 
• 77144-21-9 4-(p-Chlorophenyl)-2-hydroxy-2-methyl-3-butene 
• 29900-76-3 (2E)-3-(4-chlorophenyl)-N-hydroxy-2-propenamide 
• 79424-76-3 ethyl 2-chloro-3-hydroxy-3-(4-chlorophenyl)propionate 
• 122453-97-8 ethyl 4-(p-chlorophenyl)-pyrrole-3-carboxylate 

Relevant articles and documents

Rh2(OAc)4/CeCl3-catalyzed olefination of carbonylferrocenes with α-diazocarbonyl compounds: A convenient synthesis of alkenylferrocenes

A concise and efficient protocol for the synthesis of al-kenylferrocene derivatives based on the olefination of carbonylferrocenes with α-diazocarbonyl compounds using Rh2(OAc)4/CeCl 3 as efficient catalysts was developed. The present method was applicable to many kinds of substituted carbonylferrocenes and α-diazocarbonyl compounds providing good to excellent yields of desired products. Georg Thieme Verlag Stuttgart · New York.

Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites

The Fujiwara-Moritani reaction has had a profound contribution in the emergence of contemporary C-H activation protocols. Despite the applicability of the traditional approach in different fields, the associated reactivity and regioselectivity issues had

Hypervalent iodine(iii) induced oxidative olefination of benzylamines using Wittig reagents

We have developed hypervalent iodine(iii) induced oxidative olefination of primary and secondary benzylamines using 2C-Wittig reagents, which provides easy access to α,β-unsaturated esters. Mild reaction conditions, good to excellent yields with high (E) selectivity, and a broad substrate scope are the key features of this reaction. We have successfully carried out the gram-scale synthesis of α,β-unsaturated esters.

Bimetallic Ni–Pd Synergism—Mixed Metal Catalysis of the Mizoroki-Heck Reaction and the Suzuki–Miyaura Coupling of Aryl Bromides

Abstract: A combination of Pd and Ni complexes activated aryl bromides for the thermal Mizoroki-Heck reaction and Suzuki coupling giving high yields in short reaction times. A thermal redox mechanism probably occurs whereby Ni complex transfers electron and reduces the Pd (II) to Pd (0) which then takes the reactants through the standard protocol of oxidative-addition, migratory insertion and reductive elimination, typical for the Mizoroki-Heck reaction and the Suzuki coupling. Graphic Abstract: [Figure not available: see fulltext.]