Basing your answers on the general mechanism for the first stage of acid catalyzed acetal hydrolysis suggest reasonable explanations for the following observations (a) Methyl Icirc plusmn D fructofuranoside (compound A) undergoes acid catalyzed hydrolysis some 105 times faster than methyl Icirc plusmn D glucofuranoside (compound B) (b) The Icirc sup2 methyl glucopyranoside of 2 deoxy D glucose (compound C) undergoes hydrolysis several thousand times faster than that of D glucose (compound D) H fast slow HO, fast R COR R COR'R COR OCH H CH Acetal Hemiacetal CH2OH OCH3 OH H H OH Compound A CompoundB HOCH2 CH OH OCHs OCHs Compound C Compound D

Question: Basing your answers on the general mechanism for the first stage of acid-catalyzed acetal hydrolysis suggest reasonable explanations for the following observations: (a) Methyl Î±-D-fructofuranoside

Basing your answers on the general mechanism for the first stage of acid-catalyzed acetal hydrolysis

suggest reasonable explanations for the following observations:
(a) Methyl Î±-D-fructofuranoside (compound A) undergoes acid-catalyzed hydrolysis some
105 times faster than methyl Î±-D-glucofuranoside (compound B).

(b) The Î²-methyl glucopyranoside of 2-deoxy-D-glucose (compound C) undergoes hydrolysis several thousand times faster than that of D-glucose (compound D).

H fast slow HO, fast R COR R COR'R COR ; OCH H CH Acetal Hemiacetal CH2OH /OCH3 OH H H OH Compound A CompoundB HOCH2 CH OH OCHs OCHs Compound C Compound D

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