This problem is meant to encourage you to think as a team about how you might establish

Chapter 24, Problem 64

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This problem is meant to encourage you to think as a team about how you might establish thestructure of a simple disaccharide, with some additional information at your disposal. Considerd-lactose (Section 24-11) and assume you do not know its structure. You are given the knowledgethat it is a disaccharide, linked in a b manner to the anomeric carbon of only one of the sugars,and you are given the structures of all of the aldohexoses (Table 24-1), as well as all of theirpossible methyl ethers. Deal with the following questions as a team or by dividing the work,before joint discussion, as appropriate.(a) Mild acid hydrolyzes your unknown to d-galactose and d-glucose. How much informationcan you derive from that result?(b) Propose an experiment that tells you that the two sugars are not connected through theirrespective anomeric centers.(c) Propose an experiment that tells you which one of the two sugars contains an acetal group usedto bind the other. (Hint: The functional group chemistry of the monosaccharides described in thechapter can be applied to higher sugars as well. Specifi cally, consider Section 24-4 here.)(d) Making use of the knowledge of the structure of all possible methyl ethers of the componentmonosaccharides, design experiments that will tell you which (nonanomeric) hydroxy group isresponsible for the disaccharide linkage.(e) Similarly, can you use this approach to distinguish between a furanose and pyranose structurefor the component of the disaccharide that can mutarotate?