Give a curved-arrow mechanism for each of the reactions given in Fig. P20.52. (a) (b) OEt 1

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Give a curved-arrow mechanism for each of the reactions given in Fig. P20.52. (a) (b) OEt 1 H3C-C-OEt + HO T OEt an orthoester (c) HC H3C C-CH3 COH dil. HCl (catalyst) CH3OH + C=CH +

(d) (f) Ph CH3COH + C=CH Ph PhCCH-CO,H I CH3 Figure P20.52 HSO4 (cat.) HCI warm Ph I || Ph- -C-0-C-CH3 NaOH,

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Give a curved-arrow mechanism for each of the reactions given in Fig. P20.52. (a) (b) OEt 1

Question:

(a) (b) OEt 1 H3C-C-OEt + H₂O T OEt an orthoester (c) H₂C H3C C-CH3 CO₂H dil. HCl (catalyst) CH3OH + C=CH₂ + :C=O: dil. HCI (catalyst) carbon monoxide H₂SO4 H₂C-C-OEt + 2 EtOH CH₂O H₂O CH3 + H₂O CH3 HẠC—C—CO,H I CH3

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a b Orthoesters have the same relationship to esters that acetals have to ketones and the hydrolysis mechanisms of both orthoesters and acetals are vi...View the full answer

Organic Chemistry

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