18509-03-0

Basic information

• Product Name: 2-Propenoic acid, 3-phenyl-, sodium salt, (E)-
• CAS NO: 18509-03-0
• Molecular Formula: C9H8O2.Na
• Molecular Weight: 170.143
• Mol File: 18509-03-0.mol

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-phenyl-, sodium salt, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-phenyl-, sodium salt, (E)-(18509-03-0)
• EPA Substance Registry System: 2-Propenoic acid, 3-phenyl-, sodium salt, (E)-(18509-03-0)

Safety Data

• Hazardous Substances Data: 18509-03-0(Hazardous Substances Data)

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 98-87-3 benzylidene dichloride 
• 103-26-4 Methyl cinnamate 
• 100-42-5 styrene 
• 124-38-9 carbon dioxide 

Downstream Products

• 102-92-1 cinnamoyl chloride 
• 103-26-4 methyl cinnamate 
• 10500-28-4 cinnamoyl bromide 
• 2612-36-4 2,2-dichloro-1-phenylethanol 
• 34882-18-3 2-bromo-3-hydroxy-3-phenyl-propanoic acid 
• 90649-87-9 2-chloro-3-hydroxy-3-phenyl-propionic acid 
• 103-41-3 benzy cinnamate 
• 19713-73-6 methyl (2Z)-3-phenylprop-2-enoate 
• 56586-34-6 dimethyl 2,4-diphenylcyclobutane-1,3-dicarboxylate 
• 36650-44-9 dimethyl (1R,2S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate 
• 36650-44-9 rac-1,2-dimethyl (1R,2R,3S,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylate 
• 103-26-4 Methyl cinnamate 
• 80645-43-8 bromure de cinnamoyloxy-4 butyltriphenylphosphonium 
• 93131-15-8 2,2,3,3,2',3',4',5',6'-nonadeuterophenylpropanic acid 

Relevant articles and documents

Micellar Effect on the Photosensitized Debromination of 2,3-Dibromo-3-phenylpropionic Acid Control of Forward and Back Electron Transfers

The zinc tetraphenylporphyrin (ZnTPP)- and zinc tetrasodiumtetra(p-sulphonatophenyl)porphyrin (ZnTPPS)-sensitized photodebromination of 2,3-dibromo-3-phenylpropionic acid (1) in the presence of a sacrificial reductant yielding cinnamic acid has been studied in cationic cetyltrimethylammonium bromide (CTAB) micellar solution.The photosensitized electron transfer and the resultant debromination are significantly affected by the solubilizing sites of sensitizer and dibromide (1) in the micelle.The debromination proceeds most efficiently when the anionic sensitizer and (1) are adsorbed on the cationic micellar surface.The overall efficiency is controlled mostly by the back electron transfer rather than the forward one, which is competitive with the subsequent debromination steps.The cationic micellar surface is effective for the electron-transfer debromination when both or either of the sensitizers is anionically charged.

ALP inhibitors: Vanadyl(IV) complexes of ferulic and cinnamic acid

Two new vanadyl(IV) carboxylate complexes have been obtained: Na 2[VO(Fer)2(CH3OH)2] and Na 2[VO(Cin)2(CH3O)2] and characterized by elemental analysis and UV-vis, diff

Dual investigation of lanthanide complexes with cinnamate and phenylacetate ligands: Study of the cytotoxic properties and the catalytic oxidation of styrene

Eleven lanthanide compounds [Y(cinn)3] (1), [La(cinn) 3] (2), [La(4-OMecinn)3]·2H2O (3), [La(4-Clcinn)3]·2H2O (4), [La(4-OMephac) 3]·4H2O (5), [La(4-Clphac)3] ·3H2O (6), [Ce(cinn)3] (7), [Nd(cinn)3] (8), [Sm(cinn)3]·H2O (9), [Yb(cinn)3] (10) and [Sm(4-OMephac)3]·H2O (11) containing carboxylato ligands (cinn = cinnamate; 4-OMecinn = 4-methoxicinnamate; Clcinn = 4-chlorocinnamate; 4-OMephac = 4-methoxyphenylacetate; 4-Clphac = 4-chlorophenylacetate) have been synthesized and characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy, thermal analysis and X-ray diffraction powder patterns. In addition, compound 11 was characterized by single crystal X-ray diffraction studies. The cytotoxic activity of these complexes has been tested against three different human tumour cell lines HL60 (human promyelocytic leukemia), K562 (human erythromyeloblastoid leukemia) and MCF7 (breast cancer), observing a very modest cytotoxic activity for all tested compounds. In addition, toxicity tests to macrophages and erythrocytes have also been carried out, observing that none of the compounds is toxic against these immunocompetent cells. Finally, all the synthesized compounds have been tested as catalysts for styrene oxidation observing conversions higher than 50% after 19 h of reaction as well as a relatively high selectivity to two main products benzaldehyde (BzA) and 1-phenylethane-1,2-diol (PhED). Complex 7 presents the higher conversion (99.56%) with a relatively high selectivity towards PhED of 72.07%.

Nickel-catalyzed direct carboxylation of olefins with CO2: One-pot synthesis of α,β-unsaturated carboxylic acid salts

The nickel-catalyzed direct carboxylation of alkenes with the cheap and abundantly available C1 building block carbon dioxide (CO2) in the presence of a base has been achieved. The one-pot reaction allows for the direct and selective synthesis of a wide range of a,b-unsaturated carboxylates (TON>100, TOF up to 6 h-1, TON= turnover number, TOF=turnover frequency). Thus, it is possible, in one step, to synthesize sodium acrylate from ethylene, CO2, and a sodium salt. Acrylates are industrially important products, the synthesis of which has hitherto required multiple steps.

Preparation process of cinnamic acids

A process is disclosed which prepares a cinnamic acid from a cinnamate ester by starting the hydrolysis reaction of the cinnamate ester with an alkali by use of water as a solvent in a heterogeneous binary-phase liquid system to obtain an aqueous alkaline solution of an alkali cinnamate and precipitating the cinnamic acid by conducting an acidifying reaction of said aqueous alkaline solution with a mineral acid so as to keep a pH value of not more than 4 in a resulting liquid.

ZnTPPS-Sensitized Photodebromination of 2,3-Dibromo-3-phenylpropionic Acids. Electron Transfer Initiated Chain Debromination

Photodebromination of 2,3-dibromo-3-phenylpropionic acids (1) sensitized with zinc tetrasodium tetrakis(sulfonatophenyl)porphyrin (ZnTPPS) has been studied in the presence of triethanolamine (TEOA) as a sacrificial reductant.An efficient debromination took place with ZnTPPS, giving cinnamic acids (or their sodium salts) in aqueous or CH3CN solution.Electron-withdrawing substituents on the phenyl ring of the acids promote the debromination, log Φ being correlated with their reduction potentials.A similar free-energy relationship between 1 and excited metallo tetrasodium tetrakis(sulfonatophenyl)porphyrin (MTPPS; M=Sn, Cd, Zn, and H2) implies that the reaction is initiated by a one-electron transfer from the excited ZnTPPS to dibromide.A laser flash photolysis study shows that the excited triplet porphyrin is reductively quenched by 1 with quenching rate constant kq = (6.5 +/- 0.2) * 105 M-1 s-1, giving ZnTPPS+ and 1 -radical anion.A radical chain propagation is involved in the debromination, thus leading to a quantum efficiency higher than unity with higher concentrations of TEOA or 1.

Preparation of cinnamic acid

A process for the production of cinnamic acid is disclosed. The process uses an inert diluent to increase the stirrability of the reaction mixture and uses an amine derivative as a catalyst. The present process also uses combinations of acetic acid derivatives to produce the cinnamic acid.