Bioorg Chem
Problem Set 2
Name_______________
Assigned: Oct 7, 2009
Due: Oct 14, 2009
Note: Working in groups is encouraged. If you choose to work in groups, indicate
who the group members were on the top of the page.
1) For the following compounds, indicate what family they belong to (alkane, alkene,
alcohol, etc) (2 pts each):
a) CH3CH2CH2OH
b) CH3NH2
O
c)
CH3CH2CH2CH
d)
e)
(CH3)2CH
CH3
O
CH(CH 3)2
O
CH3CHCH 2 C
OCH 2CH2CH3
2) Draw five constitutional isomers having the formula C7H16 (5 pts).
3) Draw seven constitutional isomers having the formula C8H16 (7 pts).
4) Name the following alkanes (3 pts each):
a) CH3CH2CH2CH2CH2CH2CH2CH3
CH3
b) CH3CH2CHCH 2CH2CH2CH2CH3
c)
CH3
CH3CH 2CCH 2CH2CH 2CH 2CH 3
CH3
d)
CH3
CH2CH2CH3
CH3CH2CCH 2CH2CH2CH2CH3
e)
CH 3
CH3
CH3CH2CHCH 2CH 2CCH 2CH3
CH3
5) Name the following compounds according to the IUPAC system of nomenclature (4
pts each).
a)
b)
CH3CH2C(CH 3)2CH2CH(F)CH(Cl)CH 2CH(CH3)CH2CH3
CH 3
CH3CHCH 2CH 3
CH 3CHCH 2CH2CCH 2CH2CH 2CH 3
CH 3CHCH 3
c)
Cl
d)
CH 2CH 3
CH 3
CH 3
e)
6) Draw the structure that corresponds with each name (4 pts each).
a) 4-isopropyldecane
b) 2,3-dimethyl-4-propylnonane
c) isopropylcyclopentane
d) 4-bromo-2,4-demethylheptane
e) 1,2,3-trichloro-2-methylpropane
7) Convert the following names into corresponding structures. After doing so, check to
see if the name of each molecule given is a correct IUPAC name. If not, name the
molecule correctly (4 pts each).
a) 2-methyl-3-propylpentane
b) 2,3,4-trimethyl-4-butylheptane
8) Write the IUPAC names of the following alkenes (3 pts each).
a)
b)
F
c)
Cl
Cl
d)