Synthesis And Characterization Of A Pesticide

Topics: Thin layer chromatography, Stoichiometry, 3rd millennium Pages: 7 (2572 words) Published: March 18, 2016
Name:David Kennedy

Date: 11/5/14

Project No: 131

Title: Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate

Abstract: The targeted trisubstituted ethylene compound Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate and its copolymer with styrene was prepared in this lab. The base catalyzed Knoevengael condensation of butyl cyanoacetate and corresponding aldehyde led to the forming Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate. The analyses that were used to prove its composition and structure include; IR spectroscopy, thin layer chromatography (TLC), and CHN analysis. A radical copolymerization reaction was conducted, with the initiation by radical initiator 1,1’-azobiscyclohexanecarbonitrile. CHN analysis, IR spectroscopy, and Proton NMR analysis were used to prove its composition and structure.

1. Introduction
The American Chemical Society databases were investigated through Scifinder Scholar Version X to find any information about Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate. There was no previous information present. Then, the microscale synthesis and characterization of Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate was conducted with the base catalyzed Knoevengael condensation of the butyl cyanoacetate and corresponding aldehyde (gkharas/235_14F/235_14F_Lab_2.pdf) and analysis. The elemental analysis that was conducted through CHNX analysis, determined the actual composition of the Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate that had been synthesised. A typical radical copolymerization reaction was then conducted, with the initiation by the radical initiator 1,1’-azobiscyclohexanecarbonitrile (ABCN). Then, the copolymer isolation procedure allowed the final product to be analyzed by IR, and provided ample evidence that determined that Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate been successfully synthesized.

2. Experimental

2.1. General Procedures
IR spectras of Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate, 3,5-Dichlorobenzaldehyde, and copolymerization of Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate with Styrene were determined with a ABB FTLA 2000 FT-IR spectrometer. This was prepared with 10 m.g. of the TSE product, which was diluted in 1 m.L. of methylene chloride. Then, a drop of the solution was pipetted onto the center of an IR salt plate (NaCl) and dried. The plate was then scanned. The melting point of Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate were measured with a Melt-Temp apparatus made by Barnstead International, US. The melting point apparatus was heated at a rate of 10℃/min. The thin layer chromatography analysis (TLC) was used to estimate purity of crude TSE. Flexible TLC plates coated with Silica gel 60A F-254 200 micron made by Selecto Scientific were used. The aldehyde and crude TSE were each dissolved in CH2CL2 as solvent. Then, on a line-marked TLC plate, a drop of aldehyde and TSE were carefully placed. The plate was then set upright in a beaker of 0.5cm height of CH2CL2 . Capillary action created the TLC results, which were viewed under UV lamp. The CHN analysis was conducted by the commercial analytical lab, Midwest Microlab, LLC (IN) in order to conclude the calculated elemental composition of the TSE product.

Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate was synthesized by Knoevenagal condensation of 3, 5-Dichlorobenzaldehyde with butyl cyanoacetate, which was catalyzed by using base, piperidine. The radical copolymerization reaction was conducted on Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate, styrene, and toluene, with the initiation by the radical initiator 1,1’-azobiscyclohexanecarbonitrile (ABCN).

3.Results and Discussion:

3.1 Literature Search
The database that was used for the search was the SciFinder database website. The software version of Scifinder scholar was version X. There were no information hits on the database for Butyl 2-Cyano-(3,5 dichloro-phenyl)-2-propenoate. Moreover, there was no previous...
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