Download Organic Reactions Worksheet

Name: ________________________________
Organic Reactions Worksheet
For the questions below, give full structural diagrams and names for all reactants and products. Also indicate any
catalysts/reaction conditions for the reaction. Also indicate the TYPE OF REACTION.
1. Oxidation with primary and secondary alcohols via sulfuric acid and potassium dichromate.
a. What is formula for oxidizing agent?
b. Using a primary alcohol
i) Give the displayed (structural formula) which it could be oxidized to
ii) Give the conditions needed to get each product
iii) State which homologous series the products are part of
iv) Write the balanced equation for each oxidizing reaction, use [O] convention
c. Using any secondary alcohol:
i) Give the displayed (structural formula) which it could be oxidized to
ii) State which homologous series the products are part of
iii) Write the balanced equation for each oxidizing reaction, use [O] convention
d. What is the reaction for tertiary alcohols?
2. The formation of 2-hexanol from an alkene.
3. The formation of 2,2-pentanediol.
4. The reaction between 3-hexanol and potassium dichromate. What would you visually observe?
5. The reaction between trans-2-hexene with hydrogen bromide.
6. The reaction that would occur if isopropanol was heated at 100°C in acidic conditions.
7. The formation of 2-butanol.
8. The reaction for the complete combustion of C2H4
9. The oxidation of 2-butanol with KMNO4 and K2Cr2O7. Describe the qualitative observations.
10. The oxidation of 1-butanol in a reflux apparatus, describe the qualitative observations.
11. The complete and incomplete combustion of 2-pentanol (incomplete will have both CO and C in addition to
carbon dioxide). How would the flame colors differ?
12. Show the formation of 2-butene from an alcohol Show the MAJOR product, and just name of the minor
product.
13. Show the reaction between water and cyclohexene.
Name: ________________________________
1. a K2Cr2O7
Organic Reactions Worksheet ANSWERS
B i. displayed formula with – CHO (aldehyde);
displayed formula with – COOH group
ii Gives aldehyde after mild heat and distilling immediately; gives carboxylic acid after refluxing with
excess oxidising agent.
iii aldehydes; then carboxylic acids
iv e.g. CH3CH2OH + [O] → CH3CHO + H2O e.g. CH3CH2OH + 2[O] → CH3COOH + H2O
c i displayed formula with >C=O group (ketone)
ii ketones
iii e.g. CH3CHOHCH3 + [O] → CH3COCH3 + H2O
e. NO H atom on C atom that attaches to the –OH functional group
2. The formation of 2-hexanol from an alkene.
+
H2SO 4
H2O
OH
100 C
1-hexene
2-hexanol
Addition Reaction
3. The formation of 2,2-pentanediol.
OH
+
H2SO4
2 H2O
1-pentyne
100 C
OH
2,2-pentanediol
Addition Reaction
4. The reaction between 3-hexanol and potassium dichromate. What would you visually observe?
K 2 Cr 2 O 7
+ H2O
O
OH
3-hexanone
3-hexanol
dichromate changes from orange to green
Oxidation Reaction
5. The reaction between trans-2-hexene with hydrogen bromide.
Br
+
+
HBr
trans-2-hexene hydrogen bromide
2-bromohexane
Br
3-bromohexane
Addition Reaction
6. The reaction that would occur if isopropanol was heated at 100°C in acidic conditions.
HO
H2SO4
+ H2O
100 °C
propene
isopropanol
Elimination Reaction
7. The formation of 2-butanol.
+
H2SO4
H2O
OH
100 °C
2-butanol
1-butene
Addition Reaction
-could also use 2-butene
8. The reaction for the complete combustion of C2H4 : Answer C2H4 + 3 O2  2 CO2 + 2 H2O
9. The oxidation of 2-butanol with KMNO4 and K2Cr2O7. Describe the qualitative observations.
Name: ________________________________
O
KMnO4
OH
+
H2O
butanone
2-butanol
- KMnO4 changes from purple to brown
- K2Cr2O7 will change from orange to green
Oxidation Reaction
10. The oxidation of 1-butanol in a reflux apparatus. Show any intermediates formed and describe the
qualitative observations.
O
KMnO4
OH
+
O
KMnO4
H2O
2 H+
butanoic acid
butanal
1-butanol
+
HO
- KMnO4 changes from purple to brown (K2Cr2O7 will change from orange to green)
Oxidation Reaction
11. The complete and incomplete combustion of 2-pentanol
OH
+
2-pentanol
OH
2-pentanol
15/2
O O
5 O
O
C
+
6 H2O
C
+
Complete Combustion
+
6 O O
3 O
C
O
+
C O
+
6 H2O
Incomplete Combustion
12. Show the formation of 2-butene from an alcohol Show the MAJOR product, and give the name minor
OH
H2SO4
100 °C
2-butanol
+
H2O
2-butene
Elimination Reaction
- also produce 1-butene
Figure 1 also called dehydration
13. Show the reaction between water and cyclohexene.
OH
H2SO4
+
H2O
100 °C
Addition Reaction