Microwave Assisted-Knoevenagel Condensation and Photodimerization of trans-2-Chlorocinnamic Acid

Primary Faculty Mentor’s Name

Koushik Banerjee

Proposal Track

Student

Session Format

Poster

Abstract

Originally modified from the aldol reaction, Knoevenagel condensation is an organic reaction that is widely used for the formation of carbon-carbon bonds. Past studies have shown that cinnamic acid derivatives naturally occur in the plants that humans consume. Due to their biological activities, such as antioxidants, antidiabetic, and anticancer properties, they aid in the production of various pharmaceutical ingredients. In the synthesis of trans-2-chlorocinnamic acid from microwave assisted Knoevenagel condensation reaction, 70.8% of product was recovered and a cyclobutane derivative was produced via a solid-state photodimerization reaction. Based on the analysis of the 1H-NMR results, there was greater than a 99% conversion from trans-2-chlorocinnamic to the photodimerization cyclobutane derivative.

Keywords

Knoevenagel condensation, trans-2-chlorocinnamic, photodimerization, cyclobutane derivative, cinnamic acid derivatives

Award Consideration

1

Location

Concourse and Atrium

Presentation Year

2015

Start Date

11-7-2015 2:10 PM

End Date

11-7-2015 3:20 PM

Publication Type and Release Option

Presentation (Open Access)

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Nov 7th, 2:10 PM Nov 7th, 3:20 PM

Microwave Assisted-Knoevenagel Condensation and Photodimerization of trans-2-Chlorocinnamic Acid

Concourse and Atrium

Originally modified from the aldol reaction, Knoevenagel condensation is an organic reaction that is widely used for the formation of carbon-carbon bonds. Past studies have shown that cinnamic acid derivatives naturally occur in the plants that humans consume. Due to their biological activities, such as antioxidants, antidiabetic, and anticancer properties, they aid in the production of various pharmaceutical ingredients. In the synthesis of trans-2-chlorocinnamic acid from microwave assisted Knoevenagel condensation reaction, 70.8% of product was recovered and a cyclobutane derivative was produced via a solid-state photodimerization reaction. Based on the analysis of the 1H-NMR results, there was greater than a 99% conversion from trans-2-chlorocinnamic to the photodimerization cyclobutane derivative.