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Compound A has a molecular formula of C4H8O3.  Identify A on the basis of its 1H NMR spectra: d2.6 (2H, triplet); 3.4 (3H, singlet); 3.7 (2H, triplet); 11.3 (1H, broad singlet).

Bonus question An organic  compound with a molecular formula C9H9O, has the following 1H NMR data: 1.18 ppm (triplet, 3H), 2.59 ppm (quartet, 23H), and 7.64 ppm (broad singlet,  5H). Provide the IUPAC name of the structure that matches the above information.

What is the product of the following reaction? 

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.

Esters react with alcohols in an acid-catalyzed reaction called _____.  ​

What is the missing reagent in the synthesis shown below?

Which pair of compounds will undergo Robinson annulation to form the product shown?  

Which of the following is the mixed aldol condensation product of the reaction shown below?

Which of the following is the Claisen condensation product of ethyl propanoate, CH3CH2CO2Et?

An unknown compound has a sharp, medium peak at 2250 cm-1. The unknown compound is probably