Chemistry 250. Test One. September 17, 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 – points
______ 1) Which of the following structures is incorrect?
a-
b-
c-
d-
______ 2) Which of the following names is incorrect?
a- 2-ethyloctane
b- 1-isobutylcyclohexane
c- 1,3-dimethylcyclobutane
d- 1,3,5-triethylcyclohexane
______ 3) Which of the following pairs is a pair of enantiomers?
a-
b-
c-
d-
______ 4) Which of the following pairs is a pair of diastereomers?
a-
b-
c-
d-
______ 5) The following molecule has a standard rotation of -13.9o. What will be the
rotation of its mirror image?
a- -13.9o
b- +13.9o
c- cannot be determined
d- will not rotate polarized light
______ 6) Which of the following molecules is a carboxylic acid?
a-
b-
c-
d-
______ 7) In methane, CH4, the molecule has what geometry and what are the bond angles?
a- tetrahedral, 109.5o
b- a square, 90o
c- tetrahedral, 90o
d- a planar triangle, 120o
______ 8) Which of the following trimethylcyclohexane rings is the most stable?
a-
b-
c-
d-
______ 9) Which of the following bondlines represents CH3CH2CH(CH3)C(CH3)2CH2CH2CH(CH3)2
a-
b-
c-
d-
______ 10) The conformations of a given ring include an envelope form. The ring is a
a- cyclobutane
b- cyclopentane
c- cycloheptane
d- cyclohexane
______ 11) Which of the following is classified as cis?
a-
b-
c-
d-
______ 13) In the following molecule, how many quaternary, tertiary,
and secondary carbons are there?
a- 0 quaternary, 5 tertiary, 9 secondary
b- 2 quaternary, 6 tertiary, 10 secondary
c- 2 quaternary, 4 tertiary, 10 secondary
d- 1 quaternary, 6 tertiary, 8 secondary
Questions 14 and 15 apply to the following graph
_____ 14) The Energy of Activation is shown by
a- A
b- B
c- C
d- D
_____ 15) A transition state is shown by
a- A
b- B
c- C
d- D
Part Two.
1) (8 points) Nomenclature
a-
b-
c-
d-
2) (9 points) Definitions – in words and complete. A drawing can help your answer, but alone it cannot get full credit.
Substitution reaction –
Leaving group -
Intermediate in a reaction –
3) (10 points) Give the formula in proper (Hill) form, circle each functional group and give the name of the group. (Two molecules with three
functional groups each) . Use 1,2,3 alcohols/amine/halides. Alkane is NOT used.
4) (6 points) Draw the three staggered conformers of 2,3-dimethylhexane in Newman projection of the C2-C3 bond.
5) (10 points) Draw and name the five structural isomers of C6H14.
6) (6 points) Circle all of the chiral carbons in the following molecule.