The separation of polar and steric effects. Part XIII. Kinetics of the reactions of cinnamic acid and meta-substituted cinnamic acids with diazodiphenylmethane in various alcohols and in aprotic solvents

1976 ◽  
pp. 847 ◽  
Author(s):  
Norman B. Chapman ◽  
David J. Newman ◽  
John Shorter ◽  
H. Michael Wall
Keyword(s):  
Cinnamic Acid ◽  
Steric Effects ◽  
Aprotic Solvents ◽  
Cinnamic Acids ◽  
Kinetics Of

ChemInform Abstract: KINETICS OF BROMINATION OF TRANS-CINNAMIC ACID

1975 ◽  
Vol 6 (12) ◽  
pp. no-no
Author(s):  
R. R. YADAVA ◽  
K. L. YADAVA
Keyword(s):  
Cinnamic Acid ◽  
Kinetics Of

METABOLISM OF PHENYLPROPANOID COMPOUNDS IN SALVIA: II. BIOSYNTHESIS OF PHENOLIC CINNAMIC ACIDS

1959 ◽  
Vol 37 (1) ◽  
pp. 537-547 ◽  
Author(s):  
D. R. McCalla ◽  
A. C. Neish
Keyword(s):  
Caffeic Acid ◽  
Phenolic Acids ◽  
Cinnamic Acid ◽  
Shikimic Acid ◽  
Sinapic Acid ◽  
Coumaric Acid ◽  
Cinnamic Acids ◽  
Phenyllactic Acid ◽  
Salvia Splendens ◽  
Specific Activities

p-Coumaric, caffeic, ferulic, and sinapic acids were found to occur in Salvia splendens Sello in alkali-labile compounds of unknown constitution. A number of C14-labelled compounds were administered to leafy cuttings of salvia and these phenolic acids were isolated after a metabolic period of several hours and their specific activities measured. Cinnamic acid, dihydrocinnamic acid, L-phenylalanine, and (−)-phenyllactic acid were found to be good precursors of the phenolic acids. D-Phenylalanine, L-tyrosine, and (+)-phenyllactic acid were poor precursors. A kinetic study of the formation of the phenolic acids from L-phenylalanine-C14 gave data consistent with the view that p-coumaric acid → caffeic acid → ferulic acid → sinapic acid, and that these compounds can act as intermediates in lignification. Feeding of C14-labelled members of this series showed that salvia could convert any one to a more complex member of the series but not so readily to a simpler member. Caffeic acid-β-C14 was obtained from salvia after the feeding of L-phenylalanine-β-C14 or cinnamic acid-β-C14, and caffeic acid labelled only in the ring was obtained after feeding generally labelled shikimic acid.

scholarly journals Design and Effects of the Cinnamic Acids Chemical Structures as Organocatalyst on the Polymerization of Benzoxazines

Polymers ◽  
2020 ◽  
Vol 12 (7) ◽  
pp. 1527
Author(s):  
Rocío B. Rodríguez ◽  
Daniela Iguchi ◽  
Rosa Erra-Balsells ◽  
M. Laura Salum ◽  
Pablo Froimowicz
Keyword(s):  
Acid Derivative ◽  
Cinnamic Acid ◽  
Catalytic Effect ◽  
Geometric Isomers ◽  
Cinnamic Acids ◽  
Cinnamic Acid Derivative ◽  
Chemical Structures ◽  
Methoxycinnamic Acid

This study focuses on the catalytic effect of the two geometric isomers of a cinnamic acid derivative, E and Z-forms of 3-methoxycinnamic acid (3OMeCA), analyzing the influence of their chemical structures. E and Z-3OMeCA isomers show very good catalytic effect in the polymerization of benzoxazines, decreasing by 40 and 55 °C, respectively, the polymerization temperatures, for catalyst contents of up to 10% w/w. Isothermal polymerizations show that polymerizations are easily realized and analyzed at temperatures as low as 130 °C and at much shorter times using Z-3OMeCA instead of E-3OMeCA. Thus, both cinnamic acids are good catalysts, with Z-3OMeCA being better. The molecular reasons for this difference and mechanistic implications in benzoxazine polymerizations are also presented.

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