4. Classify each reaction as oxidation or reduction of the organic compound. (8

Question

4. Classify each reaction as oxidation or reduction of the organic compound. (8 pts) (a) 3 CH3CH(OH)CHs + Cr2072-+ 8 H+ 3 CHCOCHs + 2 Cr" + 7 H2O (b) 3-chlorocyclohexene + H2/Pt chlorocyclohexane 5. Write the stepwise mechanism for the free radical monochlorination of cyclopentane, indicating initiation, propagation and termination. (16 pts) 6. The heats of hydrogenation of CH:-CH2, CH C(CHs)CH2CH3, (CHs)2C-CHCHs and (CH3)2CHCH-CH2 have been measured. The reactions are exothermic and the heats given out are 26.7, 28.2, 30.2 and 32.6 kcal/mol. Match each heat the heats to each of the alkenes. (16 pts) 7. Assign absolute configurations R or S to the chirality centers of the following and indicate which are optically active. (15 pts) Ci CH3 (b)Br(c) CH CH2 CH3 CH CI (a) CH CH2

Explanation / Answer

ANSWER TO FOUR A

OXIDATION

HERE ALCOHOL CONVERTED TO KETONE

ANSWER TO FOUR B

REDUCTION

REACTION ALKENE TO ALKANE

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