Solved: When the gum of the shrub Sterculia setigera is subjected to acidic hydrolysis
Chapter 0, Problem 23-66(choose chapter or problem)
When the gum of the shrub Sterculia setigera is subjected to acidic hydrolysis, one of the water-soluble components of the hydrolysate is found to be tagatose. The following information is known about tagatose: (1) Molecular formula (2) Undergoes mutarotation. (3) Does not react with bromine water. (4) Reduces Tollens reagent to give D-galactonic acid and D-talonic acid. (5) Methylation of tagatose (using excess and ) followed by acidic hydrolysis gives 1,3,4,5-tetra-O-methyltagatose. (a) Draw a Fischer projection structure for the open-chain form of tagatose. (b) Draw the most stable conformation of the most stable cyclic hemiacetal form of tagatose
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