Chemistry 306/310. Test Two. March 28, 2014. Name ______________________________________
Part One. Twenty-Three Points.
_____ 1) Which of the following – H2S or H2O ; CCl3-COOH or CF3-COOH – are the stronger acids?
a- H2O and CCl3-COOH
b- H2S and CCl3-COOH
c- H2S and CF3-COOH
d- H2O and CF3-COOH
_____ 2) Which of the following groups – -OH or –CH3: -Br or –NO2 - are the stronger activators for EAS?
a- -CH3 and -Br
b- -OH and -Br
c- -OH and -NO2
d- -CH3 and -NO2
_____ 3) Which of the following reactions will be a nucleophilic aromatic substitution reaction?
a-
b+ OH-
c-
+
d+ OH-
_____ 4) Which of the following molecules is the strongest base?
a- OHb- Fc- NH2d- Cl-
_____ 5) What is the standard name for succinic acid?
a- butanedioic acid
b- propanedioic acid
c- 2-oxobutanedioic acid
d- 2,3-dihydroxypropanoic acid
_____ 6) What is the common name for cis-2-butenedioic acid
a- fumaric acid
b- phthalic acid
c- malic acid
d- maleic acid
+ OH-
_____ 7) Which of the following is not used for oxidation?
a- FeO42b- CuO
c- K, NH3
d- H2O2
_____ 8) Which of the following phenols is the strongest acid?
a-
b-
c-
d-
_____ 9) Which of the following molecules has the highest boiling point?
a- CH3-CH2-CH3
b- CH3-CO-CH3
c- CH3-CH2-CHO
d- CH3-CHOH-CH3
_____ 10) The reaction,
a- resonance
b- tautomerization
c- conjugation
d- deshielding
↔
demonstrates
Part Two.
1) (12 points) Nomenclature
a-
b-
c-
d-
e-
f-
2) (9 points) Definitions
Le Chatelier’s Principle
Bronsted-Lowry base
Oxidation (without mentioning electrons)
3) (25 points) For each of the following reactions give the organic product(s). If more than one product is formed, either
circle the major product or indicate that the products are equal. Indicate the stereochemistry as appropriate.
a-
+
b-
+
c-
+
d-
+
e-
+
H+ / CH3-CH2-CH2-NH2
→

2) H+ work up
1) LiAlH4
2) H+ / H2O work up

(H+)

Br2 / FeBr3

4) (21 points) For the following reaction indicate the intermediate product and the final organic products of the
reaction. If there is more than one product, circle the major product or indicate the products as equal.
SOCl2

benzene

AlCl3
CrO42
H2SO4
N2H4

OH-
1) HCl, KNO2
cold
→
2) Cu2(CN)2
H+, H2O, 
→