Chapter 26, Problem 50P

Draw the products formed when D-altrose is treated with each reagent.

a. ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\text{CHOH}$, $\text{HCl}$

b. ${\text{NaBH}}_{\text{4}}$, ${\text{CH}}_{\text{3}}\text{OH}$

c. ${\text{Br}}_{\text{2}}$, ${\text{H}}_{\text{2}}\text{O}$

d. ${\text{HNO}}_{\text{3}}$, ${\text{H}}_{\text{2}}\text{O}$

e. [1] ${\text{NH}}_{\text{2}}\text{OH}$, [2] ${\left({\text{CH}}_{\text{3}}\text{CO}\right)}_{\text{2}}\text{O}$, ${\text{NaOCOCH}}_{\text{3}}$ [3] ${\text{NaOCH}}_{\text{3}}$

f. [1] $\text{NaCN}$, $\text{HCl}$[2] ${\text{H}}_{\text{2}}$, $\text{Pd}-{\text{BaSO}}_{\text{4}}$ [3] ${\text{H}}_{\text{3}}{\text{O}}^{+}$

g. ${\text{Ag}}_{\text{2}}\text{O}$, ${\text{CH}}_3\text{I}$

h. ${\text{C}}_{\text{6}}{\text{H}}_{\text{5}}{\text{CH}}_{\text{2}}{\text{NH}}_{\text{2}}$, mild ${\text{H}}^{+}$