Chemistry 250. Test Two. October 10, 2014. Name ___________________________________________________
This test is pledged non-disclosure until returned by professor. In Part One, each set of answers also includes e- none of the above. This answer may
or may not be needed, but it is included in case I mess up a question.
Part One. Two points each – 28 points
______ 1) Which of the following structures is quinolone?
a-
b-
c-
d-
______ 2) Which of the following structures is isoprene?
a-
b-
c-
d-
______ 3) which reaction gives specific cis addition
a-
+ HBr
b-
+ Br2
c-
+ O2, heat
d-
+ H2 / Pt
______ 4) Which of the following species cannot exist as cis/trans isomers?
a- 1-octene
b- 4-methyl-2-pentene
c- 1,2-dimethylcyclopentane
d- 3-methyl-2-hexene
a-
b-
c-
d-
______ 5) Which of the following alkynes will have the lowest boiling point?
a- butyne
b- ethyne
c- propyne
d- pentyne
______ 6) For an sp hybridized carbon atom a- the geometry is tetrahedral and the bond angles are 109.5o.
b- the geometry is trigonal planar and the bond angles are 120o.
c- the geometry is linear and the bond angles are 180o.
d- the geometry is bent and the bond angle is 120o/
______ 7) What is the number of sp, sp2, and sp3
carbons in mifepristone?
a- 3, 6, 20
b- 4, 14, 11
c- 2, 14, 19
d- 2, 11, 16
______ 8) Which of the following is not an unsaturated hydrocarbon?
a- benzene
b- cyclohexane
c- cyclohexene
d- hexyne
______ 9) Which of the following molecules is a cis isomer?
a-
b-
c-
d-
______ 10) Which of the following resonance forms would be considered a bad form?
a-
b-
c-
d-
______ 11) The chlorination of phenol will give
a-
b-
c-
d-
______ 12) Which of the following molecules is acetylene?
a-
b-
c-
d-
Part Two.
1) (12 points) Nomenclature
a-
b-
c-
d-
e-
f-
2) (24 points) For each of the following reactions give the organic products. If more than one product is formed, circle the major product.
+
NH2- then CH3CH2CH2Br
→
b-
+
H2, Pd
→
c-
+
H+, H2O
→
d-
+
OH-, 
→
e-
+
SO3, H2SO4
→
f-
+
HNO3
→
a-
-
3) (6 points) In the addition shown below, HBr adds to form two possible products. Explain how the reaction gives two products.
+
HBr
→
+
6) ( points) Crestor is the world’s largest selling “bad cholesterol” that had almost six billion in sales in 2013. In the structure shown below there are
two aromatic rings. One is a benzene ring. Circle the heteroaromatic ring and give the name.