Name(PRINT) Signature ID#

;IUWr,c..k"";"*"J@Qr>'Ail.~
LAST, First 0

~.~~d.~

0 0 0 0 0 0 ()

CLASS TIME!

-. \ .... to'Vtl'U'J

~ ;.
1.

lor eacn Of1ho folloWing oompoUnda.

.,.
to

Be BUr.

to

Indicat.1ho

_1iiIII1by

_.

_oprIate.

~O~ OH

CI

f'''P'''''' -

'Z -

0\

1-('-("\"Or..Io~~)

-r

I tc""s

l-i'-"'

---- U'ejJ,.",~)-,-.?,Z-V'''' ...

s:

dJ,

YF

' ' ' 41,J,,,,,,

,- (,-""".',&1""'( ~1
J. -

[z,

1!f:i"«h":C' (
\

2, V:"'f'40'J'{jU l~ 1 ,0'" ..·)

~~.,Ipe

"-(r;;;';""~

-----:-~I 4" ef±!e~~' -0;,..I(</~) l\ (el-~- ~,"

(-0/

~'P1i-'1,b

-",Ut-I-.I

t
(6

~ - <t~"""11

, '. "'-./
I""

below

any halide that will form

useful Grignard reagent and an N below any that will not. (4

pts.)

CIis

CI

~ for the molecule betow and place the answers in the appropriate boxes. (i) How many In the molecule? (iI) How many distinct carbons are present? (iii) and (Iv)What are thE nUapIcitIes (splitling pattems) of the signals for protons a and b? (v) What Is the multiplicity of the Din tho proIon-ooupIed"C NMR? (5 pis.) (I) , of proton types (ii) , of carbon types

.._I

[2] \. [2] \
I
3

(iii) multiplicity of Ha ~ (iv) muHlplicity of Hb (v) multiplicity of Cc

\1·1""''')(211) (7'(1'(<)

",, ... ,I"l.

3.HCI Nota:MCPBA = rTH:hloroperbenzoic acid

:»0

I.LiAII4 (2 eq) 2.H3<>+(XS)

3.PCCICHP2
NaIe:PCC

q Id~de

= pyridinium

chlorochromateL-

.. ;.",,,,,,

U
~

11.;~cl-;t. .:;mH't
NBS IUghtl O"C

"'~+ e....b'~ IS

EJ{~
Majorproduc:t

Minor Produc

1. PBr3

>. \J«,t

14"

2. NaCN Iacetone ,'" v 'f~~

""

- ..._'---"IQ ...
~
~

(Iv:"

~tr4 '''' I

'0

CH,OH/H~O. 100"C

l'

t-I,~.. f-{'
1'1071 "l:&J,lf

,rod.tI' .

q-o
o

tlf..,

~ Jor -

C- ~