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- Draw the product formed when attached compound is treated with two equivalents of CH3CH2CH2CH2MgBr followed by H2O.Which D-aldopentose is oxidized to an optically active aldaric acid and undergoes the Wohl degradation to yield a D-aldotetrose that is oxidized to an optically active aldaric acid?Draw a stepwise mechanism for the following transformation, using curved arrows to show the movement of electrons at each step. The reaction is xylan to D-xylose with added HCl, H2O, and heat.
- If anisole is allowed to sit in D2O that contains a small amount of D2SO4, what products are formed?Choose one answer from each parenthesis. The identity of Structure A is represented by the structure labelled (SAT / MAT / CAT / BAT / WAT / RAT / NAT) while that of Structure B is labelled (SAT / MAT / CAT / BAT / WAT / RAT / NAT). The missing reagent in the first reaction is (dilute H2SO4 / H2O / MCPBA / Br2 and water).Draw the mechanism for the dehydration step in the Wohl degredation.
- Draw a mechanism for the conversion of glucose from its aldehyde form to its hemiacetal form and then to its methyl glycoside (acetal) form under acidic conditions. Show all bond breaking and bond forming steps; show all intermediates.Draw the products formed when β-D-galactose is treated with each reagent. a. Ag2O + CH3I b. NaH + C6H5CH2Cl c. The product in (b), then H3O+ d. Ac2O + pyridine e. C6H5COCl + pyridine f. The product in (c), then C6H5COCl + pyridineAll are true or false a)In solution, glucose is in the cyclic acetal form only. b)The driving force for the Wittig reaction is the elimination of triphenylphosphine oxide c)1H NMR spectroscopy, you can tell the difference between an aldehyde and a ketone because an aldehyde has a proton signal between 9–10 ppm. d)When an aldehyde is reacted with excess ethanol with an acid as a catalyst it is called hemiacetal e) You can't use acidic conditions (such as aqueous hydrochloric acid) for the addition of a Grignard reagent to a ketone because the ketone will be protonated and thus unreactive