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note
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The olefinic proton appearing as a singlet at δ 6.10 ppm is due the E-isomer, while the singlet at 6.04 ppm is due the Z-isomer. Similarly, the methyl signal at 1.92 ppm is due the E-isomer and signal at 1.95 ppm is due the Z-isomer. The ratio of E-methyl to Z-methyl is 5:1, the same ratio is observed for the olefinic E-H to Z-H. Further the terminal and internal protons of the monosubstituted olefin and the allylic protons show two sets of the signals in ratio of 5:1. This confirmed that the compound in hand is the mixture of the 5:1 ratio of E-and Z-isomer obtained from the Wittig reaction.
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