Bentig Reaction Lab Report

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The Wittig reaction is valuable reaction. It has unique properties that allows for a carbon=carbon double bond to form from where a C=O double bond used to be located. Creating additional C=C double bonds is valuable due to its use in synthesis. The Wittig reaction will allow the synthesis of Stilbene (E and Z) from a Benzaldehyde (Ketcha, 141).
One purpose of a Wittig reaction is the formation of alkenes from aldehydes or ketones employing a carbo-phosphorous ylide, which is stabilized vie resonance to allow for the carbon bonded to phosphorus to be deprotonate from by a base (Ketcha, 142). The resonating ylide will react with the electrophilic carbonyl carbon of its aromatic aldehyde to produce a betaine intermediate, or a crystalized 4
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The peaks were at 3077.98 cm-1, 3058.94 cm-1, 3020.60 cm-1, 1950.47 cm-1, 18777.66 cm-1, 1817.71 cm-1, 1750.51 cm-1, 1597.87 cm-1, 1577.29 cm-1, 1495.67 cm-1, 1451.88 cm-1, 1398.93 cm-1, 1331.73 cm-1, 1300.27 cm-1, 1190.09 cm-1, 1155.57 cm-1, 1121.02 cm-1, 1072.02 cm-1, 983.94 cm-1, 962.93 cm-1, 764.95 cm-1, 693.07 cm-1, and 526.55 cm-1. However, there were no peaks at 1640 cm-1. The closes peaks to that was 1750.51 cm-1 and 1597.87. This means there were no C=O in the final product. The final product could not be the Benzaldehyde, as it has the C=O, and must be the Stilbene, because that does not contain the…show more content…
This was proved by utilizing the IR spectrum to verify the C=O was not in the final product as it lacked the 1640 cm-1 peak. The melting point of 113-115 degrees C proved that the final product obtained was the E-Stilbene. The TLC plate proved that the E and the Z product was produced, show cased by the double intensity of the DCM spot to the final product’s spot, both which had an Rf of 0.92. The double intensity proved that both products were produced, but through heating and filtering, the Z-Stilbene was

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