The following transformation will require the use of a blocking group. H₂N. True O False NH2 H₂N NO₂ NH2

Hydroxylamine, H2NOH, has both an OH functional group and an NH2 functional group, so it can feasibly undergo reaction with a ketone or an aldehyde to produce either an acetal or an imine-like compound called an oxime. (a) Draw each of these mechanisms for the reaction of hydroxylamine with acetone. (b) Which is the major product? Hint: Which step decides the outcome?

The 1H NMR spectra for two esters with molecular formula C8H8O2 are shown next. Which of the esters is hydrolyzed more rapidly in an aqueoussolution with a pH of 10?

Propose a synthetic route to prepare the same ketone in four steps starting from 1-bromo-2-methylpropane

Can you help select the best reagent for the transformation below?

Which of the following bases are most likely to promote an elimination reaction?  a) NaOtBu b) NaOAc c) NaOH d) NaNH2

7. Complete the following reaction and propose a mechanism.

show the generation of the electrophile and predict the products.(a) benzene + cyclohexene + HF

Can you draw out the following reaction mechanism: 1. Benzyl alcohol + H2SO4 → Benzyl oxonium ion + HSO4- 2. Benzyl oxonium ion + CrO3 → Chromate ester 3. Chromate ester → Benzylic carbocation 4. Benzylic carbocation + H2O → Benzaldehyde + H3O+ 5. Benzyl alcohol + H2CrO4 → Benzaldehyde + Cr3+ + 3H2SO4 Byproduct: CrO3 + 3 H2O --> Cr3+ + 3 H2SO4

2. The following reactions are reversible. Propose a mechanism for the forward and reverse reactions.