D- (-) -Erythrose has the formula HOCH2−CH(OH)−CH(OH)−CHO, and the D in its name implies that it can...

Question

D- (-) -Erythrose has the formula HOCH2−CH(OH)−CH(OH)−CHO, and the D in its name implies that it can be degraded to D- (+) -glyceraldehyde. The (-) in its name implies that D- (-) -erythrose is optically active (levorotatory). When D- (-) -erythrose is reduced (using H2 and a nickel catalyst), it gives an optically inactive product of formula HOCH2−CH(OH) −CH(OH) −CH2OH. Knowing the absolute configuration of D- (+) -glyceraldehyde, determine the absolute configuration of D- (-) -erythrose.

Robert · Accepted Answer

CHO
OHH
CH2OH
D(+)-glyceraldehde
CHO
OHH
OHH
CH2OH
CHO
HHO
OHH
CH2OH
H2/Ni
H2/Ni
CH2OH
OHH
OHH
CH2OH
CH2OH
HHO
OHH
CH2OH
plane of symmetry
optically inactive 
meso form
optically active(2S,3R)-2,3,4-
trihydroxybutanal
(2R,3R)-2,3,

D- (-) -Erythrose has the formula HOCH 2 −CH(OH)−CH(OH)−CHO, and the D in its name implies that it can be degraded to D- (+) -glyceraldehyde. The (-) in its name implies that D- (-) -erythrose is...

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