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Unformatted text preview: Organic Chemistry 322 bL Fall 2004 Name Exam 1, September 20, 2004 G
incl; ”5/ Total Initial of Last Name ‘:‘ T.A.’s Name 10. (20 pts) (8 91$) (10 pts)
(10 pis)
(10 p15)
(10 pts)
(10 pie)
(10 pts)
(6 P15) (6 p15) Write the products of the following reactions: (20 p15.) 25°C, dark ”0 tang/cm4 Mo vezosfiw / d) 9'."
l \ \ \ \ CHQOH H Cr03C|e \/
——————> 0/0043 U m: f01.:uml EKG %< Fink) com f) 02H
HNo3
————>
H2804 M07, M 9) HZCHS KMnO4/OHG NO
N02 _____, z.
A i)
G + CHs-CHg-CH2-CI JE» Q/L j)
Zn/Hg
CH -CH —————->
_ 2 3 HCI
toluene i _ 2. Specify reagents and conditions used to achieve these regioselective transformations: (8 pts.)
Wig WW
ngéi/
3%» r r
/ Q38 MOLE:- gig"
@ \ 3. Given bromobenzene and any organic compounds which contain up to tour carbon atoms
prepare: (10 pts.) / 9
1> " \/ on
of mm D) ’ 1o. From ethyl magnesium bromide and what ester can you prepare 3- -pentanol In one step plus
work up} Write the structure of the ester. (6 pts ) ‘31
Hrs ’09: flirt :Oa—l ...
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