Which of the following compounds is most basic?

Which one of the following esters cannot form an enolate ion?

Which of the following reactions would not yield isopropyl acetate as major product?

What is the structure for ethyl 4-chlorobenzoate?

Which of the following compounds is an enol of compound X drawn below?

Acetyl chloride undergoes nucleophilic acyl substitution faster than methyl acetate because

A compound with molecular formula C8H14O4 exhibits a triplet at δ 1.3 (I=6), a singlet at δ 2.6 (I=4) and a quartet at δ 4.2 (I=4) in its 1HNMR spectrum. Its IR spectrum shows a strong absorption band near 1740 cm-1. What is the structure for this compound?

Which of the following compounds cannot serve as a Michael acceptor?

Bonus question Provide an efficient stepwise synthesis for the following.        The answer should be entered as in the following example: (this is an example!) 1. NaNH2   2. CH3CH2Br   3. H2, Lindlar’s Cat.    4. BH3, THF   5. H2O2, NaOH                          (Keep three spaces between each step) All chemicals and reagents  structures should be correct and with the proper sequence. No partial credit.

Rank the following compounds in order of increasing acidity, putting the least acidic first.