2757-04-2

Basic information

• Product Name: phenyl cinnamate
• Synonyms: 3-Phenylacrylic acid phenyl ester;3-Phenylpropenoic acid phenyl ester;Benzeneacrylic acid phenyl ester;Nsc21000
• CAS NO: 2757-04-2
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.2546
• EINECS: 220-413-1
• Mol File: 2757-04-2.mol
• Article Data: 78

Chemical Properties

• Boiling Point: 370.7°C at 760 mmHg
• Flash Point: 155.3°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 1.09E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: phenyl cinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl cinnamate(2757-04-2)
• EPA Substance Registry System: phenyl cinnamate(2757-04-2)

Safety Data

• Hazardous Substances Data: 2757-04-2(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the cinnamate from EtOH (2mL/g). It can also be distilled under reduced pressure. [Womack & McWhirter Org Synth Coll Vol III 715 1955, Beilstein 9 H 583, 9 II 387, 9 III 2689, 9 IV 2011.]

InChI:InChI=1/C15H12O2/c16-15(17-14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+

Upstream product

• 621-82-9 Cinnamic acid 
• 108-95-2 phenol 
• 140-10-3 (E)-3-phenylacrylic acid 
• 118-55-8 phenyl Salicylate 
• 201230-82-2 carbon monoxide 
• 6338-19-8 (E)-but-2-enedioic acid diphenyl ester 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 5443-49-2 α-bromocinnamaldehyde 
• 37611-16-8 (E/Z)-styryl 4-methylbenzensulfonate 
• 1864-94-4 phenyl formate 
• 937-41-7 phenyl acrylate 
• 100-42-5 styrene 
• 32443-55-3 ((triphenyl)-λ⁵-phosphanylidene)acetic acid phenyl ester 
• 100-46-9 benzylamine 

Downstream Products

• 128845-76-1 (1E,3Z)-7-Chloro-1-phenyl-3-phenoxy-1,3-heptadiene 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 2657-25-2 (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 124-38-9 carbon dioxide 
• 588-59-0 stilbene 
• 606-86-0 1,3,3-triphenylpropan-1-one 
• 1221004-81-4 (2E)-N-[{2-[1-(4-hydroxyphenyl)ethylidene]hydrazino}(imino)methyl]-3-phenylacrylamide 
• 1221005-01-1 (2E)-N-{[2-(3-chlorobenzylidene)hydrazino](imino)methyl}-3-phenylacrylamide 
• 1221005-03-3 (2E)-N-{[2-(2-chlorobenzylidene)hydrazino](imino)methyl}-3-phenylacrylamide 
• 1221005-07-7 (2E)-N-[{2-[1-(4-bromophenyl)ethylidene]hydrazino}(imino)methyl]-3-phenylacrylamide 
• 1221004-25-6 (2E)-N-{[2-(diphenylmethylene)hydrazino](imino)methyl}-3-phenylacrylamide 
• 1221004-01-8 (2E)-N-{imino[2-(1-phenylethylidene)hydrazino]methyl}-3-phenylacrylamide 
• 1221005-25-9 (2E)-N-[{2-[1-(4-chlorophenyl)ethylidene]hydrazino}(imino)methyl]-3-phenylacrylamide 
• 1221004-37-0 (2E)-N-[{2-[(4-chlorophenyl)(phenyl)methylene]hydrazino}(imino)methyl]-3-phenylacrylamide 

Relevant articles and documents

Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination

Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene is accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones are compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrate the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization is achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.

Photoinduced Oxidative Alkoxycarbonylation of Alkenes with Alkyl Formates

A photoinduced oxidative alkoxycarbonylation of alkenes initiated by intermolecular addition of alkoxycarbonyl radicals has been demonstrated. Employing alkyl formates as alkoxycarbonyl radical sources, a range of α,β-unsaturated esters were obtained with good regioselectivity and E selectivity under ambient conditions.

Microwave accelerated the solvent-free synthesis of 4-aryl-3,4-dihydrocoumarin via the tandem reaction of cinnamic acids with phenols catalyzed by Amberlyst 15 resin

Amberlyst 15 resin supported the tandem reaction of cinnamic acids with phenols under solvent-free reaction condition has been introduced to afford 4-aryl-3,4-dihydrocoumarin (neoflavanone) derivatives. The efficiency of solid acidic sulfonic resin (A-15) has been illustrated in two reaction activation methods such as microwave irradiation and conventional heating. The important roles of Amberlyst 15 have been emphasized strongly through the high yields of 4-aryl-3,4-dihydrocoumarin in the shorter time under the assistance of microwave irradiation than of conventional heating, and its high recovery and reusability for six catalyst runs. The original catalyst as well as the recycled catalyst were characterized by XRD and FE-SEM to study the correlation of the surface of reused catalyst and its recyclability.