Question

Experiment: Passerini Reaction t-butyl isocyanide + benzaldehyde + benzoic acid were reacted to form 2-(tert-butylamino)-2-oxo-1-phenylethyl benzoate. Water was used as the medium for the reaction, allowing for faster reaction times and higher yields (is an example of green chemistry technique, since no organic solvents are involved in the synthesis of the reaction itself). QUESTIONS:

1. Consider the molecular structure of the Passerini Product. In light of the composition of the compound, explain the observations you made regarding its behavior upon forming - would the same observation be made if we used DCM as the solvent? What is the name of the effect that explains the observed behavior?

2. Is the reaction product chiral or achiral?

Please give an explanation with words.

Answer 1

passevini Reackien i another isontrile- based McR hi yssation & slow and lad yields iy sthong auid os ed (or Carbonyl Cempeund not used This eauken fncreasu the esakiily ef and the number of Cengpords auailoble using e'feauhien he x s proceedk rapidly tohen the rtation is peformed in aprefic ionic patbuny. Hy State *DcM as Soluent ue used then gields more,ardfost N-H 0 -t i Chiral Mole de basic auure oups