ether N D2O O Mg

13. What compound(s) result(s) from the reaction of CH 3 CH 2 CH 2 MgBr with CH 3 CH 2 CH 2 CH 2 CO 2 H (1:1 mole ratio)
(CH 3 CH 2 CH 2 ) 2 CCH 2 CH 2 CH 2 CH 3
O
A.
OH B. CH 3CH 2 CH 2 CCH 2 CH 2 CH 2 CH 3
O
C. CH 3CH 2 CH 2 CH 2 COCH 2 CH 2 CH 3
D. CH 3 CH 2 CH 3 + CH 3 CH 2 CH 2 CH 2 CO 2 MgBr
O
O
E. CH 3CH 2 COCCH 2 CH 2 CH 2 CH 3
C 6 H 5
CH 3 CH 2 CH 2 CCH 3
14. Your task is to synthesize
OH through a Grignard synthesis. Which pairs of compounds listed below
would you choose as starting materials
O
O
A.
CH 3 CH 2 CH 2 Br and
CH 3 CC 6 H 5
B. CH 3CH 2 CH 2 CH and C 6 H 5 Br
O
C. C 6H 5 CH
and
CH 3 CH 2 CHCH 3
Br
D. More than one of these. Which ones
E. None of these
15. Your task is to synthesize 2-phenyl-2-hexanol through a Grignard synthesis. Which pair(s) of compounds listed below
would you choose as starting materials
A.
CH 3 CH 2 CH 2 Br and
O
O
CH 3 CC 6 H 5
B.
CH 3 CHCH 2 Br
CH 3
and
O
CH 3 CC 6 H 5
C. CH 3CH 2 CH 2 CH 2 CCH 3 and C 6 H 5 Br
D. Answers A or B
E. Answers A or C
16. Which combination of reagents is to be preferred for the synthesis of 2,4-dimethylhexane by the Corey-Posner,
Whitesides-House procedure
A. Lithium diisobutylcuprate + sec-butyl bromide
B. Lithium dimethylcuprate + 2-bromo-4-methylhexane
C. Lithium dimethylcuprate + 4-bromo-2-methylhexane
D. Lithium diisopropylcuprate + 1-bromo-2-methylbutane
E. Lithium di(2-methylbutyl)cuprate + isopropyl bromide
4