Q11. Give the major organic product(s) of each of the following reactions or sequences of reactions. Show all relevant stereochemistry. (7 Mark) CH$_3$ CH$_3$ NBS, \Delta b. CH$_3$ OH 1. HBr 2. NaOCH$_3$, \Delta 3. O$_3$ 4. Zn, H$_2$O c. d. e. g. Pd-C H$_2$ HgSO$_4$ H$_2$SO$_4$,H$_2$O H$_3$C H 1) BH$_3$ 2) H$_2$O$_2$, HO$^-$ H Pd-C H$_2$ HCl (1 equiv)

          Q11.
Give the major organic product(s) of each of the following reactions or sequences of reactions. Show
all relevant stereochemistry. (7 Mark)
CH$_3$
CH$_3$
NBS, \Delta
b.
CH$_3$
OH
1. HBr
2. NaOCH$_3$, \Delta
3. O$_3$
4. Zn, H$_2$O
c.
d.
e.
g.
Pd-C
H$_2$
HgSO$_4$
H$_2$SO$_4$,H$_2$O
H$_3$C
H
1) BH$_3$
2) H$_2$O$_2$, HO$^-$
H
Pd-C
H$_2$
HCl
(1 equiv)

Q11.
Give the major organic product(s) of each of the following reactions or sequences of reactions. Show
all relevant stereochemistry. (7 Mark)
CH3
CH3
NBS, Δb.
CH3
OH
1. HBr
2. NaOCH3, Δ3. O3
4. Zn, H2O
c.
d.
e.
g.
Pd-C
H2
HgSO4
H2SO4,H2O
H3C
H
1) BH3
2) H2O2, HO^-
H
Pd-C
H2
HCl
(1 equiv)

Added by Carla H.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

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Solved by Expert Dinesh Singh

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The methyl groups on the aromatic ring are the targets, with the benzylic position being most reactive due to resonance stabilization of the resulting radical. Show more…

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Give the major organic product(s) of each of the following reactions or sequences of reactions. Show all relevant stereochemistry. (7 marks) 1. CH3CH=CH2 + HBr â†’ CH3CHBrCH3 2. CH3CHBrCH3 + NaOCH3 â†’ CH3CH(OCH3)CH3 3. CH3CH(OCH3)CH3 + O2 â†’ CH3COCH3 + H2O 4. CH3COCH3 + Zn, HCl â†’ CH3CH2OH + ZnCl2 5. CH3CH2OH + Pd-C, H2 â†’ CH3CH2OH 6. CH3CH2OH + HgSO4, H2SO4/H2O â†’ CH3CHOHCH3 7. CH3CHOHCH3 + 1BH3 â†’ CH3CH(OH)CH3 8. CH3CH(OH)CH3 + H2O2, H2O- â†’ CH3COCH3 + H2O 9. CH3COCH3 + Pd-C, H2 â†’ CH3COCH3 10. CH3COCH3 + HCl (1 equiv) â†’ CH3COCH3