Chemistry 104, Spring 2018 Name:

Quiz 2 [20 points] Score: / 20

Version 2 Section: _________________________

Directions for taking the quiz: Work alone; clear your desk except for your calculator and a writing utensil (pencil, blue or black
pen). For open response questions, show work for all calculations, write your final answer in the “Answer” box provided for each
question, use correct units, and apply rules for significant figures. You will be given 15 minutes to take this quiz.
Points
1. (3 pts) Indicate whether the following statements are TRUE or FALSE.
# Correct /3
CIRCLE YOUR ANSWERS.

TRUE FALSE Benzene has increased stability due to delocalized π bonds.

TRUE FALSE CH2=CHCH2CH3 exists as cis-trans isomers.

TRUE FALSE To be a chiral center, a carbon must be bonded to two distinct chemical groups.

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.

Points

# Correct 0 or 2

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.

propanone propane propanoic acid

Points

A. propane > propanone > propanoic acid Correct? 0 or 3

ANSWER:
B. propanoic acid > propane > propanone
C. propanone > propane > propanoic acid
D. propanone > propanoic acid > propane
E. propane > propanoic acid > propanone
F. propanoic acid > propanone > propane

4. (4 pts) In the molecule below, CIRCLE all functional groups and CLEARLY WRITE THE NAME OF EACH
FUNCTIONAL GROUP next to each circle.

Points

# Correct /4

Page: / 12
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.

Points
A. butanoic acid
B. methyl pentanoate # Correct /3
C. cyclohexanal
D. hexanoic acid
E. cyclohexene
F. butyl methanoate
G. propanoic acid
H. propanal
I. cyclohexanone

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

# 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

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 O

CIRCLING TWO MOLECULES.

O O

Points
HO H HO
# Correct /3
O OH O

HO H HO Page: /8