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Organic Chemistry: Alcohols

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Organic Chemistry: Alcohols

The big idea: An alcohol is just a hydrocarbon chain with an –OH group stuck on it, and almost everything interesting it does — burning, swapping the –OH for a halogen, losing water to form an alkene, or getting oxidised — comes down to that one –OH group being reactive while the rest of the chain just comes along for the ride.

Quick Summary

Here's the whole chapter in one scan before you dive into the detail:

What an alcohol is

CnH2n+1OH — a hydrocarbon chain plus a hydroxyl (–OH) group.

Primary, secondary, tertiary

Classified by how many carbons are attached to the C bonded to –OH.

Combustion

Alcohol + O₂ → CO₂ + H₂O (complete combustion).

Halogenation

–OH is swapped for –Cl, –Br or –I using different reagents for each.

Dehydration

Heat with concentrated phosphoric acid → alkene + water.

Oxidation

1° → aldehyde → carboxylic acid. 2° → ketone. 3° → no reaction.

1. Alcohols — Introduction

1 What actually makes something an "alcohol"?

Every alcohol contains a hydroxyl functional group, –OH, bonded to a carbon chain. That's the whole definition. The general formula is CnH2n+1OH, which is exactly the formula for an alkane (CnH2n+2) but with one hydrogen swapped out for an –OH group. That's a useful way to think about it: alcohol = alkane skeleton + one H replaced by OH.

Naming follows the pattern alkane name + "ol" — so the 2-carbon alkane ethane becomes ethanol, propane becomes propanol, and so on. If a molecule has two –OH groups, it's called a diol (and with three, a triol).

AlcoholStructural formulaCarbons
MethanolCH₃OH1
EthanolCH₃CH₂OH2
PropanolCH₃CH₂CH₂OH3
ButanolCH₃CH₂CH₂CH₂OH4
Think of it like this

If alkanes are the "boring but stable" backbone of organic chemistry, the –OH group is like a little handle bolted onto that backbone. Nearly every reaction in this chapter is really a reaction happening at that handle — the rest of the carbon chain is basically just watching.

2 Primary, secondary, tertiary — and why it matters

This classification is one of the most important ideas in the whole chapter, because it controls which reactions can happen later (especially oxidation, and the HCl chlorination shortcut). The rule is simple: look at the carbon atom that the –OH is directly bonded to, and count how many other carbons are attached to it.

  • Primary (1°) alcohol — the OH-bearing carbon is attached to one other carbon (or none, as in methanol). Example: propan-1-ol, CH₃CH₂CH₂OH.
  • Secondary (2°) alcohol — the OH-bearing carbon is attached to two other carbons. Example: propan-2-ol, CH₃CH(OH)CH₃.
  • Tertiary (3°) alcohol — the OH-bearing carbon is attached to three other carbons. Example: 2-methylpropan-2-ol, (CH₃)₃COH.

2. Reactions of Alcohols

1 Combustion

3. Oxidation of Alcohols

1 The oxidation "ladder"

into

  • Primary alcohols aldehydes carboxylic acids
  • Secondary alcohols ketones only
  • Tertiary alcohols do not oxidise at all
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Also in the full note
  • What to Memorise
  • Concepts Checklist
  • Exam Tips & Common Traps
  • 2 Converting alcohols into halogenoalkanes
  • 2a Chlorination — using PCl₅
  • 2b Bromination — using KBr + H₂SO₄
  • 2c Iodination — using red phosphorus + iodine
  • 3 Dehydration to alkenes
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