Phenacetin was a widely used pain-reliving and fever deducing drug until the 1970’s when it was banned due to it link to renal diseases and cancers or the upper urinary tract. Given the structure of phenacetin which of the statement below are true? 1. The 1HNMR spectrum of phenacetin shows 5 signals corresponding to the different protons in the structure 2. The 13CNMR spectrum of phenacetin shows 6 signals for the carbons on the benzene ring. 3. The N-H proton of phenacetin will likely present as a broad peak in the spectrum. 4. The DEPT 135 spectrum will show 8 peaks (6 up and 2 down). 5. The aromatic signals of the protons are expected to both have chemical shifts larger than that of benzene due to the electron withdrawing nature of the substituents. A) 3 and 5 are true       D) 1 and 4 are true B) Only 3 is true           E) 2 and 5 are true C) 3 and 4 are true

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Phenacetin was a widely used pain-reliving and fever deducing drug until the
1970’s when it was banned due to it link to renal diseases and cancers or the upper urinary tract.
Given the structure of phenacetin which of the statement below are true?

1. The 1HNMR spectrum of phenacetin shows 5 signals corresponding to the different
protons in the structure
2. The 13CNMR spectrum of phenacetin shows 6 signals for the carbons on the benzene ring.
3. The N-H proton of phenacetin will likely present as a broad peak in the spectrum.
4. The DEPT 135 spectrum will show 8 peaks (6 up and 2 down).
5. The aromatic signals of the protons are expected to both have chemical shifts larger than
that of benzene due to the electron withdrawing nature of the substituents.

A) 3 and 5 are true       D) 1 and 4 are true
B) Only 3 is true           E) 2 and 5 are true
C) 3 and 4 are true 

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