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SXONOH
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1.
Circle the molecule that is consistent with the mass spectrum shown below.
2.
An unknown compound A with the formula CsHloreacted with H2/Pd(C) to give another
compound
6.
Treatment of A with
03,
followed by SMe2, yielded a mixture of aldehydes
(C
and
D), which upon reaction with LiAIH4 (a strong reducing agent that converts aldehydes to
alcohols) and an aqueous work-up yielded ethanol and n-propanol. Finally, reaction of A with
HBr gave two isomeric compounds.
In
the
NlVlR
spectrum of one
(E),
there was a quintet at "3
ppm (among other peaks). In the
NlVlR
spectrum of the other (F), there was a doublet
integrating for
3
hydrogens at "1.5 ppm and
a
complex "triplet of quartet" pattern at "3 ppm
(among other peaks).
What are compounds A-F? Answer by drawing the structures.
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- Fall '07
- Hunt
- Reducing Agent, The Unknown, Isomer, uoAq pue uo, mexa ayljo pua, pue louexayol3h3lhylau-p-su~~jo ~ZIu
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