2833-21-8

Usage

Uses

Used in Flavor and Fragrance Industry:
(E)-4-OXO-PENT-2-ENOIC ACID is used as an intermediate in the synthesis of various organic compounds, particularly for creating flavors and fragrances. Its fruity odor and chemical properties make it a valuable component in the development of scents and tastes for the food, beverage, and cosmetic industries.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, (E)-4-OXO-PENT-2-ENOIC ACID serves as a crucial intermediate for the synthesis of drugs and medicinal compounds. Its unique structure allows for the creation of new drugs with potential therapeutic benefits, contributing to the advancement of medical treatments and healthcare solutions.

Upstream product

• 6742-53-6 (E)-ethyl 4-oxo-2-pentenoate 
• 452-86-8 4-methyl-1,2-dihydroxybenzene 

Relevant academic research and scientific papers

C-C-bond formation in reactions of [(η5-C5H4SiMe3)2Ti(C?CR1)2]CuR with acyl chlorides and anhydrides

The chemical behaviour of selected {[Ti](C?CR1)2}CuR complexes (1a: R1=SiMe3, R=CH3; 1b: R1=tBu, R=CH3; 1c: R1=tBu, R=C?CSiMe3) towards a number of different acyl chlorides and anhydrides is described. The reaction of 1a or 1b with R2C(O)Cl (2a: R2=CH3, 2b: R2=C6H5) produces the ketones R2C(O)R (4a: R=R2=CH3; 4b: R=CH3, R2=C6H5; 4c: R=C?CSiMe3, R2=CH3, 4d: R=C?CSiMe3, R2=C6H5) along with {[Ti](Cnequiv;CR1)2}CuCl (3a: R1=SiMe3, 3b: R1=tBu). However, on treatment of 1b or 1c with [CH3C(O)]2O (5a) the ketones 4a or 4c are formed along with the copper(I) acetate complex {[Ti](C?CtBu)2}CuOC(O)CH3 (6), while the reaction of 1b or 1c with CH3CO2H (5b) yields methane and 6. In addition, when 1b or 1c are reacted with maleic (7), phthalic (9a) or tetrachlorophthalic anhydride (9b) the copper(I) carboxylates {[Ti](C?CtBu)2}CuOC(O)-cis-CH=CH-C(O)R (8a: R=CH3, 8b: R=C?CSiMe3) and {[Ti](C?CtBu)2}CuOC(O)-C6H4-n Cln-2-C(O)R (10a: n=0, R=CH3; 10b: n=0, R=C?CSiMe3; 10c: n=4, R=C?CSiMe3) are produced, which upon addition of, e.g. HBr afford via cleavage of the copper-oxygen σ-bond {[Ti](C?CtBu)2}CuBr (3c) and the corresponding carboxylic acids cis-HO2C-CH=CH-C(O)CH3 (11a) or HO2C-C6H4-2-C(O)CH3 (11b), respectively.

The effect of metal ions on the reaction of hydrogen peroxide with Kraft lignin model compounds

Peroxide bleaching is significantly affected by transition and alkaline earth metals. Isolating the effects of different transition and alkaline earth metals on the reactions of peroxide with different representative lignin structures allows the separation of the positive from the negative contributions of these metal ions. In this work, five monomeric or dimeric phenolic lignin model compounds were treated with alkaline hydrogen peroxide in the absence or presence of Mn2+, Cu2+, Fe3+, and Mg2+. We followed the disappearance of the starting material and the progress of demethylation, radical coupling and oxalic acid formation were followed. Transition metals increased the reactivities of all the lignin model compounds with hydrogen peroxide in the order Mn2+ > Cu2+ > Fe3+, which is the same as the order of activity toward peroxide decomposition while Mg2+ stabilized the system. Demethylation, radical coupling, and oxalic acid formation were all increased by the presence of transition metals in the system and decreased by the addition of Mg2+. The acceleration of the total degree of reaction and of the demethoxylation reactions improves peroxide bleaching, but the increase in the radical coupling reactions can affect the further bleachability of pulp while the increase in the formation of oxalic acid could lead to a greater probability of scaling.