2015-01-28

Missed the Wave Recitation

Organic Chemistry 1 Review

1. Rank the following in order of acidity (1 Most Acidic, 4 Least Acidic).

H2O
CH4
NH3
H2S













2. Rank the following in order of acidity (1 Most Acidic, 4 Least Acidic).

HF
HBr
HCl
HI















3. Rank the following in order of acidity (1 Most Acidic, 4 Least Acidic).

H C C H
H3C CH3
O
H
H
OH

C C
H
H

2015-01-28 Missed the Wave Recitation

Organic Chemistry 1 Review
4. Rank the following in order of acidity (1 Most Acidic, 4 Least Acidic).

O
Cl

O
OH

OH

Cl

O
Cl

OH

F
F

OH

5. Rank the following in order of acidity (1 Most Acidic, 4 Least Acidic).

O

O
Cl

OH

O
OH

Cl

Cl

OH

OH

Cl Cl

6. Rank the following in order of acidity (1 Most Acidic, 4 Least Acidic).

HO

OH

OH

OH

OH

2015-01-28 Missed the Wave Recitation

Organic Chemistry 1 Review
7. Rank the following in order of stability of the carbocation (1 Most stable, 4 Least
stable).

8. Draw the arrow pushing and the associated resonance contributing structure of the
following molecules.

O
O

O
C
H

C
H

H
C

C
H

H
O H

H
C N N
H

H
C

C
H

H
C