Module 15: Chemistry

Functional groups, reactions, and molecular logic

Part A · the big picture — what chemistry is actually about
One idea explains most of chemistry
Carbon is the backbone
Carbon can bond to 4 other atoms and to itself — making chains, rings, and branches of any length. This flexibility is why life is carbon-based.
Functional groups give personality
Attach different atom groups to that carbon backbone and the molecule's behaviour changes completely. An -OH group makes it an alcohol. A C=O makes it a ketone. The group determines smell, reactivity, solubility, and toxicity.
Polarity determines mixing
"Like dissolves like." Polar molecules (water, alcohol) mix with each other. Nonpolar molecules (oil, wax, petrol) mix with each other. This one rule explains why oil and water don't mix, and why soap works.
Part B · polarity — the foundation of everything
What makes a molecule polar or nonpolar?
Polar molecules
Electrons are unevenly distributed — one end is slightly negative (δ−), one slightly positive (δ+). This creates a "dipole" — a tiny magnet.
Examples: Water (H₂O), ethanol, ammonia, sugar
Dissolves in: Other polar solvents (water)
Property: High boiling points, form hydrogen bonds
Nonpolar molecules
Electrons are evenly distributed — no partial charges. The molecule has no dipole. Atoms pull electrons equally.
Examples: Oils, fats, waxes, petrol, CO₂, O₂
Dissolves in: Other nonpolar solvents
Property: Low boiling points, don't bond with water
Why soap works: Soap molecules are amphiphilic — they have a polar (water-loving, hydrophilic) head and a nonpolar (fat-loving, hydrophobic) tail. The tail grabs onto grease; the head stays in water. The soap molecule literally bridges two incompatible worlds, surrounding grease in a micelle that water can then wash away.
Part C · the main functional groups — your chemistry vocabulary
Alkane (no functional group) C–C–C (sp3) the simplest carbon chain

Key feature

Only C–H and C–C single bonds. Fully saturated.

Polarity

Nonpolar. Doesn't dissolve in water.

Real examples

Methane (natural gas), butane (lighter fuel), octane (petrol), paraffin wax, candles

The "boring" molecules — chemically unreactive (hence "inert") but excellent fuels because burning them releases a lot of energy. The length of the chain determines the state: methane (1C) = gas, octane (8C) = liquid, paraffin (20+ C) = solid wax.

Alcohol –OH hydroxyl group

Key feature

–OH group attached to carbon. The oxygen pulls electrons, making the group polar.

Polarity

Polar. Short-chain alcohols fully mix with water. Longer chains become less soluble.

Real examples

Methanol (toxic, fuel), ethanol (drinking alcohol, antiseptic), isopropanol (rubbing alcohol), glycerol (in soap, food)

The –OH group forms hydrogen bonds with water — which is why ethanol and water mix completely. Ethanol is polar enough to dissolve in water but also has a nonpolar carbon chain — so it can dissolve some oils too. This dual nature makes it a versatile solvent (perfumes, cleaning agents). The difference between drinkable and poisonous alcohol is a single carbon: ethanol (C₂) is metabolised to acetaldehyde then to acetic acid (harmless); methanol (C₁) is metabolised to formaldehyde — toxic and fatal even in small doses.

Aldehyde –CHO (R–C(=O)–H) carbonyl at chain end

Key feature

C=O double bond at the END of a carbon chain, with an H attached.

Polarity

Polar. The C=O is strongly polarised. Mix with water at short chain lengths.

Real examples

Formaldehyde (preservative, disinfectant), acetaldehyde (wine hangover compound), benzaldehyde (almond smell), vanillin (vanilla flavour), cinnamaldehyde (cinnamon)

Aldehydes are often responsible for strong, distinctive smells. Many flavour compounds (vanilla, cinnamon, almond) are aldehydes. The smell of fresh-cut grass is partly due to short-chain aldehydes. Formaldehyde — the simplest aldehyde — is toxic and used in preservation (embalming fluid). Alcohol oxidises to aldehyde: when you drink ethanol, your liver converts it to acetaldehyde — the molecule largely responsible for the hangover.

Ketone R–C(=O)–R' carbonyl in the middle

Key feature

C=O double bond in the MIDDLE of a chain, flanked by two carbon groups.

Polarity

Polar. Excellent solvents — dissolve both polar and many nonpolar compounds.

Real examples

Acetone (nail polish remover, solvent), butanone (MEK, industrial solvent), cyclohexanone (in nylon production)

Ketones are superb solvents because their polarity is intermediate — they dissolve many things water won't. Acetone (nail polish remover) is the simplest ketone, miscible with water but also dissolves plastics, paints, and oils. The body produces ketones (like acetoacetate) when burning fat instead of glucose — this is the basis of the "keto diet." Breath smelling of nail polish remover can indicate diabetic ketoacidosis — a medical emergency.

Carboxylic acid –COOH the classic organic acid

Key feature

Contains both C=O and –OH. The –OH proton can be released → makes it acidic.

Polarity

Strongly polar. Dissolves in water and can form strong hydrogen bonds — hence high boiling points and distinctive sharp smells.

Real examples

Acetic acid (vinegar), citric acid (lemons), lactic acid (sore muscles, yogurt), formic acid (ant stings), fatty acids (in fats and oils)

The sharp smell of vinegar is pure acetic acid (ethanoic acid). The soreness you feel after intense exercise comes partly from lactic acid accumulating in muscle. Long-chain carboxylic acids are called fatty acids — the building blocks of fats and oils. When you react a carboxylic acid with an alcohol, you get an ester (see below) — which is how many flavours and fragrances are made.

Ester –COO– (R–CO–O–R') acid + alcohol → ester + water

Key feature

Formed by reacting a carboxylic acid with an alcohol, releasing water. The –OH and –COOH combine.

Polarity

Moderately polar but less than acids/alcohols. Many are volatile liquids with fruity or floral smells.

Real examples

Ethyl acetate (nail polish remover, solvent), isoamyl acetate (banana smell), ethyl butyrate (pineapple smell), fats and oils (glycerol + fatty acid esters)

Esters are responsible for most fruit and flower smells. "Artificial banana" flavour is almost pure isoamyl acetate — a single ester molecule. All fats and vegetable oils are triglycerides: three fatty acid chains attached to a glycerol backbone via ester bonds. When you digest fat, enzymes break those ester bonds. Polyester fabric is also an ester polymer — long chains of ester-linked monomers.

Amine –NH₂ (or –NHR, –NR₂) nitrogen-containing — basic, often smelly

Key feature

Contains nitrogen. The lone pair on N can accept a proton → makes amines basic (opposite of acids).

Polarity

Polar. Short-chain amines are water-soluble. Most have strong, unpleasant fishy or decaying smells.

Real examples

Putrescine and cadaverine (smell of decay and rotting meat), trimethylamine (fishy smell), adrenaline, dopamine, serotonin, amino acids

Amines are biochemically critical — all amino acids contain an amine group, and neurotransmitters (dopamine, serotonin, adrenaline) are amines. The fishy smell of old fish is trimethylamine — an amine produced as bacteria break down proteins. Lemon juice on fish works because the citric acid (an acid) reacts with the amine (a base), neutralising it and reducing the smell. This is real chemistry on your plate.

Ether R–O–R' oxygen bridge between two carbons

Key feature

An oxygen atom bonded to two carbon groups. No O–H bond, so can't form hydrogen bonds as a donor.

Polarity

Moderately polar but far less than alcohols. Mostly insoluble in water. Dissolves many organic compounds.

Real examples

Diethyl ether (historical anaesthetic, highly flammable), tetrahydrofuran (THF, common lab solvent), methyl tert-butyl ether (MTBE, fuel additive)

Diethyl ether was the first widely used surgical anaesthetic (1846). Its pleasant smell and rapid onset made it transformative for surgery — though highly flammable. The smell of old-fashioned hospitals sometimes involved ether. THF is one of the most common solvents in organic chemistry labs — it dissolves almost everything. Note: "ether" in everyday speech often refers to diethyl ether specifically, but chemically it names any R–O–R structure.

Amide –CO–NH– the peptide bond — life's connector

Key feature

A C=O next to a nitrogen. The peptide bonds linking amino acids into proteins are amide bonds.

Polarity

Polar. Strong hydrogen bonding — hence proteins fold into complex 3D shapes via amide H-bonds.

Real examples

All proteins (peptide bonds = amide bonds), nylon (polyamide), paracetamol (acetaminophen), asparagine, glutamine

Every protein in your body — muscle, enzymes, hair, antibodies — is built from amino acids joined by amide (peptide) bonds. Nylon is a synthetic polyamide: long chains of amide-linked monomers that mimic the structural properties of proteins. Paracetamol contains an amide group, which is why it behaves differently from aspirin (which is an ester). The amide bond is exceptionally stable — which is why proteins can persist for thousands of years in fossils.

Part D · interactive — what's in this molecule?
Pick a familiar substance — see its chemistry
Part E · pH — the acid-base scale
pH 0–14: from battery acid to drain cleaner
0
Battery acid, stomach acid (pH ~1.5)
2
Lemon juice (~2.2), vinegar (~2.5)
4
Tomato juice (~4), coffee (~5)
7
Pure water — neutral
7.4
Human blood — must stay here
9
Baking soda (~8.3), seawater (~8.1)
11
Ammonia (~11), bleach (~12)
14
Drain cleaner, NaOH
pH is logarithmic. Each step is 10× more acidic or alkaline. pH 3 is 10× more acidic than pH 4, and 100× more acidic than pH 5. Stomach acid (pH ~1.5) is roughly 30,000× more acidic than blood (pH 7.4). Your body maintains blood pH within ±0.1 of 7.4 — outside pH 6.8 or 7.8, death occurs.
Part F · test yourself

1. Why does lemon juice stop cut fruit from browning?

Two reasons, both chemical. First, lemon juice is highly acidic (pH ~2.2) — it lowers the pH on the fruit's surface, and the enzyme responsible for browning (polyphenol oxidase) is inactivated at low pH. Second, lemon juice contains ascorbic acid (vitamin C), which is a reducing agent — it reacts preferentially with oxygen before the fruit's compounds can. Both effects deny the browning enzyme what it needs (neutral pH and oxygen). The same principle explains why blanching (brief boiling) stops browning: heat denatures the enzyme permanently.

2. Why does oil and water not mix, and how does soap change that?

Oil is nonpolar — its C–C and C–H bonds share electrons equally. Water is polar — the oxygen pulls electrons away from hydrogen, creating partial charges. When you mix them, water molecules strongly prefer interacting with each other (via hydrogen bonds) over oil, and oil molecules prefer their own nonpolar interactions. The system minimises energy by separating. Soap molecules have a long nonpolar hydrocarbon tail (soluble in oil) and a polar ionic head (soluble in water). They surround oil droplets in microscopic spheres called micelles — nonpolar tails pointing inward at the oil, polar heads facing outward into the water. The whole assembly is then water-soluble and can be rinsed away.

3. Paracetamol and aspirin are both painkillers. What is the key chemical difference between them?

Aspirin contains an ester group (–COO–) and a carboxylic acid (–COOH). It is acidic and irritates the stomach lining directly, and inhibits COX enzymes throughout the body — including in the stomach. Paracetamol contains an amide group (–CO–NH–) — it acts primarily in the central nervous system and has little effect on the stomach. The amide bond makes paracetamol significantly less acidic than aspirin and much gentler on the digestive tract. However, paracetamol's metabolism produces a toxic intermediate (NAPQI) that the liver neutralises with glutathione — which is why overdose causes liver failure, not stomach bleeding (as aspirin overdose does).

4. Why does fresh fish smell fishy, and why does lemon juice reduce the smell?

The fishy smell is primarily trimethylamine (TMA) — a small amine molecule produced as bacteria break down trimethylamine oxide (TMAO) in fish tissue after death. TMA is a base (it contains nitrogen with a lone pair that accepts protons). Lemon juice is acidic (citric acid, pH ~2.2). When acid meets base: the acid donates a proton to the amine, converting TMA into trimethylammonium salt — a non-volatile ionic compound with essentially no smell, because it can't easily evaporate. The chemistry is: acid + amine → ammonium salt. This is a genuine acid-base neutralisation happening on your plate. Very fresh fish has almost no TMA yet — which is why sashimi-quality fish barely smells at all.

5. What functional groups does caffeine contain, and why does it dissolve in both water and fat?

Caffeine contains amide groups (C=O next to N) and amine-like nitrogen atoms in a ring structure (it's a methylxanthine — a bicyclic compound with two fused rings containing N). Its molecular structure gives it intermediate polarity: polar enough to dissolve readily in water (which is why coffee is water-extracted), but also soluble in fats and oils. This amphiphilic tendency is exactly what allows caffeine to cross the blood-brain barrier — which is a lipid (fat) membrane. A molecule that can't dissolve in fats cannot penetrate cell membranes. Caffeine's mixed polarity is the chemical reason it reaches your brain rapidly after drinking coffee, unlike many other compounds that are blocked at the blood-brain barrier.