2. Compound A gives the following IR spectrum. Upon reaction with sodium borohydride, followed by acid...

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2. Compound A gives the following IR spectrum. Upon reaction with sodium borohydride, followed by acid workup, the product B with the 'H NMR spectrum shown below is formed. Identify the structure of both A and B. Suggest a synthesis for A starting from toluene, alcohols with 3 or fewer carbons and any other common reagents. Wavelength tim) 16 25 2 27 2 2 42 1200 3300 2200 2000 Wavemester teus Firger Print. Compound A IR spectrum Compound B H NMR A 2. Compound A gives the following IR spectrum. Upon reaction with sodium borohydride, followed by acid workup, the product B with the 'H NMR spectrum shown below is formed. Identify the structure of both A and B. Suggest a synthesis for A starting from toluene, alcohols with 3 or fewer carbons and any other common reagents. Wavelength tim) 16 25 2 27 2 2 42 1200 3300 2200 2000 Wavemester teus Firger Print. Compound A IR spectrum Compound B H NMR A

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