Chemistry 104, Spring 2018 Name: ANSWER KEY

Quiz 2 [20 points] Score: / 20

Version 1 Section: _________________________
Points
1. (3 pts) Indicate whether the following statements are TRUE or FALSE.
# Correct /3
CIRCLE YOUR ANSWERS.

TRUE FALSE The increased stability of benzene (C6H6) is due to the number of carbon atoms being equal to
the number of hydrogen atoms.

TRUE FALSE CH3CH=CHCH3 exists as cis-trans isomers.

TRUE FALSE To be a chiral center, a carbon must be double-bonded to another atom.

2. (2 pts) Of the following structures, which one is a geometric isomer to the molecule shown in the box at left?
CLEARLY CIRCLE THE STRUCTURE BELOW TO INDICATE YOUR ANSWER.

CH3CH2 CH3

C C
Points
H
CH(CH3)2 # Correct 0 or 2

+2 points for correct structure circled – as long as NO MORE THAN ONE structure is circled.
NO POINTS are given if a student has more than one structure circled – even if the correct structure is
included among the group of structures circled.

3. (3 pts) Multiple Choice: Rank the following substances in order from highest boiling point to lowest boiling point.
WRITE THE LETTER OF YOUR ANSWER IN THE “ANSWER” BOX.

butanone n-butane butanoic acid

Points

A. butanoic acid > butanone > n-butane Correct? 0 or 3

ANSWER:
B. butanoic acid > n-butane > butanone
C.
D.
butanone > n-butane > butanoic acid
butanone > butanoic acid > n-butane
A
E. n-butane > butanoic acid > butanone
F. n-butane > butanone > butanoic acid No partial credit given for this problem

4. (4 pts) In the molecule below, CIRCLE all functional groups and CLEARLY WRITE
Points
THE NAME OF EACH FUNCTIONAL GROUP next to each circle.
# Correct /4
O
aromatic amide
NH2

+ ½ point for each correctly circled functional group

+ ½ point for each correctly named functional group
Correct answers earn points
ether
O
Incorrect answers are worth zero points (no additional loss of
points)
OH

alcohol
5. (3 pts) Three molecules and nine possible names for these molecules are given below. Only one name in the list
correctly identifies each structure. In the box to the right of each molecule, write the letter of the name that matches
the molecule.
WRITE LETTERS OF YOUR ANSWERS IN THE BOX BESIDE EACH COMPOUND.

O
Points
A. butanoic acid
B B. methyl pentanoate # Correct /3
O
C. cyclohexanal
O D. hexanoic acid
E. cyclohexene
I F. butyl methanoate
G. propanoic acid
O
H. 1-propanone alcohol
I. cyclohexanone
HO
G

+1 point for each correct answer.

Incorrect answers are worth zero points (no additional loss of points)

6. (2 pts) Identify the structure below as a primary (1º), secondary (2º), or tertiary (3º) alcohol. If this structure
undergoes partial (or controlled) oxidation, what type of product will be created?

CLEARLY INDICATE YOUR ANSWERS BELOW BY CIRCLING THE CORRECT TERMS.

Points
OH
# Correct /2

The molecule above is a primary (1º) alcohol secondary (2º) alcohol tertiary (3º) alcohol

When oxidized, it will form a: aldehyde ester ether ketone

+1 point for each correct answer.

7. (3 pts) Of the possible reactants below, which two could be used in a

O
condensation reaction to form the compound in the box at right?
CLEARLY INDICATE YOUR ANSWERS BELOW BY CIRCLING
TWO MOLECULES. O

O O

HO H HO
Points

O OH O # Correct /3

HO H HO

+1.5 points for each correct structure circled – as long as NO MORE THAN TWO structures are circled.
NO POINTS are given if a student has three or more structures circled – even if the correct structures are
included among the group of structures circled.