Chemistry 256Prof. Loyd Bastin

Startup #9 Spring 2015Due:03/23115

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/ _, l. Compound E (C8Hr'Ot is a neutral solid. Following are IR and IH-NMR spectra of

k [T\S compound E. Deduce the structure of compound E and justify your structure by assigning all' the appropriate peaks in the IR and NMR spectra and providing a short narrative describing

what structural information each piece of data provided.

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'i, L ta lx i t ( {x) t t { f r t l r i l t1t{ lWavenurrrber (crn l )

54('hcnical Shi{i {6t

$u=t - '3 +t$ -5 + a

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\ = es n$ J\ -].a \\a f ( "c"c^\n" t 1 b\'r '^- \'s c

\ru \a.. (- 3)ur. ;') \..!'..*\> c- q o\\. \

X.q< r '. , I \c*L \ n \\ '\ - 1l nQ \\;1

\c., \ t1r-\ . ' \> uc\1. l \a- o\ i^ lc ) \a".Kr\ ",.\t c1r s\Q \ )

u' + b inLt ..]}t-, !,\: *

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€ gi.5\.\ > , Lhq.-\ '-\

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VaF's\e) A,t--,c- s\.

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\ v il ilu,.t_ }o

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Chemistry 256Prof. Loyd Bastin

Startup #9

2. hovide the products produced from each of the following reactions.INt tnr..h a)

o

Spring 2015Due:03/2V15

ll - 1) NaBH+ .H/\,/ ffi t+oN

Ho1) NaCN

-2) HCt, HzO -

c-\l

d)

e)

)U +iffiol\

--^---

O o\\

i l f f i=

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