Alcohols, Aldehydes, and Ketones
25min Part 4 / Ch7 / Lesson 3
Prerequisites: 4-7-2
Objectives
- Classify alcohols by degree and understand their oxidation reactions
- Explain the differences between aldehydes and ketones
- Know detection methods using the silver mirror and Fehling's tests
Classification of Alcohols
Alcohols R-OH are classified by the number of carbon groups on the carbon bearing -OH:
- Primary (1°): R-CH₂OH → oxidizes to aldehyde → then to carboxylic acid
- Secondary (2°): R₂CHOH → oxidizes to ketone
- Tertiary (3°): R₃COH → resistant to oxidation
| Name | Formula | Class | Notes |
|---|---|---|---|
| Methanol | CH₃OH | 1° | Toxic (causes blindness/death) |
| Ethanol | C₂H₅OH | 1° | Drinkable, disinfectant |
| 2-Propanol | (CH₃)₂CHOH | 2° | Disinfectant |
| Ethylene glycol | HOCH₂CH₂OH | — | Antifreeze |
| Glycerol | C₃H₅(OH)₃ | — | Moisturizer, nitroglycerin precursor |
Representative alcohols
Reactions of Alcohols
Dehydration:
- Intramolecular (170°C, conc. H₂SO₄): ethanol → ethylene + H₂O
- Intermolecular (130°C, conc. H₂SO₄): 2 ethanol → diethyl ether + H₂O
Esterification:
Oxidation Stages
Secondary alcohol: (ketone) — resists further oxidation
Detecting Aldehydes
Aldehydes (-CHO) have reducing properties:
- Silver mirror test (Tollens’ reagent): Ag⁺ → Ag (silver mirror deposited)
- Fehling’s test: Cu²⁺ → Cu₂O (red precipitate)
Ketones (-CO-) do not give these reactions.
| Property | Aldehyde R-CHO | Ketone R-CO-R’ |
|---|---|---|
| Functional group | -CHO | -CO- |
| Reducing ability | Yes | No |
| Silver mirror test | Positive | Negative |
| Fehling’s test | Positive | Negative |
| Example | Formaldehyde HCHO | Acetone (CH₃)₂CO |
Aldehydes vs. ketones
Formaldehyde HCHO:
- 37% aqueous solution = formalin (preservative)
- Raw material for phenol resin
Acetaldehyde CH₃CHO:
- Formed by oxidizing ethanol
- Further oxidation → acetic acid
Check Your Understanding
Q1 What forms when a primary alcohol is mildly oxidized?
Q2 Which compound gives a positive silver mirror test?
Q3 Formalin is primarily a solution of...
Exercises
Q1. Write the chemical equations for ethanol → acetaldehyde → acetic acid (represent the oxidizer as [O]).
Solution
- Ethanol → Acetaldehyde:
- Acetaldehyde → Acetic acid:
This is the stepwise oxidation of a primary alcohol: alcohol → aldehyde → carboxylic acid.