ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 3, Problem 64P

Answer each question about oxycodone, a narcotic analgesic used for severe pain.

Chapter 3, Problem 64P, 3.61 Answer each question about oxycodone, a narcotic analgesic used for severe pain.

Identify the

a. Identify the functional groups in oxycodone.

b. Classify any alcohol, amide or amine as 1 ° , 2 ° or 3 ° .

c. Which proton is most acidic?

d. Which site is most basic?

e. What is the hybridization of the N atom?

f. How many s p 2 hybridized C atoms does oxycodone contain?

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Part II. Given two isomers: 2-methylpentane (A) and 2,2-dimethyl butane (B) answer the following: (a) match structures of isomers given their mass spectra below (spectra A and spectra B) (b) Draw the fragments given the following prominent peaks from each spectrum: Spectra A m/2 =43 and 1/2-57 spectra B m/2 = 43 (c) why is 1/2=57 peak in spectrum A more intense compared to the same peak in spectrum B. Relative abundance Relative abundance 100 A 50 29 29 0 10 -0 -0 100 B 50 720 30 41 43 57 71 4-0 40 50 60 70 m/z 43 57 8-0 m/z = 86 M 90 100 71 m/z = 86 M -O 0 10 20 30 40 50 60 70 80 -88 m/z 90 100
Part IV. C6H5 CH2CH2OH is an aromatic compound which was subjected to Electron Ionization - mass spectrometry (El-MS) analysis. Prominent m/2 values: m/2 = 104 and m/2 = 9) was obtained. Draw the structures of these fragments.
For each reaction shown below follow the curved arrows to complete each equationby showing the structure of the products. Identify the acid, the base, the conjugated acid andconjugated base. Consutl the pKa table  and choose the direciton theequilibrium goes. However show the curved arrows. Please explain if possible.

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ORGANIC CHEMISTRY (LOOSELEAF)

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