reactions_of_alc

Reactions_of_alc - because is Cl-nucleophilic and HSO 4 –& H 2 PO 4 – are not Cold Acid Chloride Condensation of alcohols to esters CH 3

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OH H OH Cl CH-CH 3 CH 2 CH 3 CH-CH 3 C CH 3 OH OH CH-CH 3 CH-CH 3 OSO 2 OH CH-CH 3 OPO(OH) 2 CH-CH 3 OH CH-CH 3 OCCH 3 CH-CH 3 O OH CH-CH 3 OCCH 3 CH-CH 3 O OH CH-CH 3 OTs CH-CH 3 CH 3 O O HO S OH O O HO P OH O OH CH 3 C OH O CH 3 O O S Cl CH 3 C Cl O OH Cl CH-CH 3 CH-CH 3 + H 2 O HCl, why rearrangement and can you draw a mechanism for what happened? SOCl 2 , + H 2 O + SO 2 why no rearrangement? sulfonyl chloride draw a possible mechanism for the reaction H 2 SO 4 , or H 3 PO 4 , + H 2 O HOT Acid Catalyzed Dehydration of alcohols to alkene Substitution of alcohols to alkyl halides Cold Acid Condensation of alcohols to sulfonate and phosp + H 2 O H 2 SO 4 cold H 3 PO 4 cold + H 2 O + H 2 O CH 3 COOH HOT HOT Carboxylic Acid Condensation of alcohols to esters Why not use HOT HCl to dehydrate?
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Unformatted text preview: because is Cl-nucleophilic, and HSO 4 – & H 2 PO 4 – are not Cold Acid Chloride Condensation of alcohols to esters CH 3 COCl cold + HCl + HCl TsCl cold Cold tosyl chloride Condensation of alcohols to toysl est Ts = -S-tosyl chloride acetyl chloride tosyl ester CH 3 CH 2 CH 2 OH CH 3 CH 2 CH 2 Cl CH 3 CH 2 CH 2 OTs CH 3 CH 2 CH 2 Cl CH 3 CH 2 CH 2 OH can you draw a mechanism for these reactions? Why no reation? NaCl, ∆ must be 1° OTs NaCl, ∆ + NaOTs + H 2 O HCl, ∆ Substitution of alcohols to alkyl halides...
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This note was uploaded on 09/09/2011 for the course PHYS 195 taught by Professor Staff during the Spring '11 term at Mesa CC.

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