Tutorial Sheet

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CM 1000/CM 1002/CM2101
Assignment No. 12
Answers to the following problems should be placed in your tutor’s
box situated outside Room 225 in the Kane Building by 5 pm Friday
11th March 2005
1.
Draw the structure of
(a) A primary alkyl chloride, C5H9Cl.
(b) A tertiary alkyl iodide, C6H13I.
(c) A secondary alcohol, C6H12O
2.
Write an equation for each of the following nucleophilic substitution reactions:
(a)
(b)
(c)
(d)
3.
1-bromobutane + sodium iodide
2-chloropropane + sodium ethoxide
t-butylbromide + methanol
n-propyl chloride + ammonia (2 equivalents)
Give the products for the following elimination reactions:
(a)
KOtBu
CH3CH2CH2Br
(b)
Na OCH2CH3
CH3-CH-CH2-CH3
Br
(c)
CH 3
NaOEt
Br
EtOH
4.
Give the expected organic products from the two following reactions and state
which is Markovnikov or anti- Markovnikov addition :
(i) Hg(OAc)2
(ii) NaBH4, H2O
?
(i) B2H6
(ii) H2O2, NaOH
?
5.
Write an equation for each of the following reactions:
(a)
CH3CH2OH + NaH
(b)
CH3
H3C
C
OH
CH3
(tert-butanol)
+ K
(potassium metal)
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