110317-83-4

Usage

Type of compound

Methyl ester derivative

Parent compound

2-hydroxy-4-phenyl-1,5-cyclohexadiene-1-carboxylic acid

Usage

Commonly used in organic synthesis and medicinal chemistry

Properties

Possesses antioxidant and anti-inflammatory properties

Potential applications

Development of pharmaceuticals and nutraceuticals

Safety precautions

Handle and use with caution, following all safety protocols and guidelines to prevent potential harm or exposure.

Upstream product

• 38447-05-1 (2E,4E)-methyl 5-phenylpenta-2,4-dienoate 
• 68738-47-6 1,3-dimethyl-2-methyleneimidazolidine 

Relevant academic research and scientific papers

2-Alkylidenimidazolidines - Ketene Equivalents in the Inverse Diels-Alder Reaction

2-Alkylideneimidazolidines 1 and 2,4-dienoates 2 form cycloadducts at or below room temperature, which are mildly hydrolysed by dilute acid to form derivatives of 2-cyclohexenone and 1,3-cyclohexadienol.The structures of the cis/trans-disubstituted cyclohexenones 14 and 15 were determined by means of 13C-NMR spectroscopy.The cis/trans ratio can be influenced through the choice of the 2-alkylideneimidazolidines 1.Especially N-phenylsubstituted derivatives form trans products 15 stereoselectively but not stereospecifically.The reason for this selectivity is discussed with regard to the multi-step mechanism of the cycloaddition.Depending on the structure of the starting materials 1 and 2, michael additions and acid-base reactions are observed besides cycloadditions.