Question

5. The IR spectra of the following compounds should a strong broad signal centered ar 3529 cm^-1. After a chemical reaction was performed kn this compound the signal at 3520 had disappeared and was replaced by a strong signal at 1720. which set if reactants and products agreea with this experimental data?

6. A C^13 spectrum of an aromatic di-halide showed 4 carbon signals in the aromatic region of the spectra. Which of the following structures is constant with this data?

5. The IR spectra of the following compounds should a strong broad signal centered at 3520 cm. After a chemical reaction was performed on this compound the signal at 3520 had disappeared and was replaced by a strong signal at 1720. Which set of reactants and products agrees with this experimental data? (6 points) Cl он OH 6. AC13 spectrum of an aromatic di-halide showed 4 carbon signals in the aromatic region of the spectra. Which of the following structures is constant with this data? (6 points)

Answer 1

solution: ③ The strong broad signal centered at 3520 cm indicate 0-4 streching the intermolecular bonded. signal at 3520 cm dissappeared Chemical reaction was performed on this compound the cm dissappeared and was replaced by a strong signal at 1920 cm at 1720 cmt which indicate cc=o) ketone carbonyl streching. 7 from this information the reaction is reduction of alcohol into and u ketone. OHk 3520 cm of 1720 cmt. showed 4-ce Ac spectrum in the aromatic of an aromatic region of the dihalide spectra. to This compound give tu region of the spectra & -curbon signal in the aromatic h This compound give 1 carbon signal because all of carbons are in exactly the same enviornment. the 0 ) > " This compound Do give 3- carbon signal. o f Br This compound give 6- carbon region because all carbon are signal in the aromatic different.

Summary: Thus T signal in 1,3 the dichloro benzene aromatic region give 4- carbon for Is NMR. -