Overview
This lecture covers the physical properties of alcohols, focusing on hydrogen bonding, solubility, and boiling point trends.
Alcohol Functional Group & Polarity
- Alcohols contain an -OH (hydroxyl) group with a polar covalent bond (O partially negative, H partially positive).
- This polar bond allows for dipole-dipole interactions and hydrogen bonding.
Hydrogen Bonding
- Alcohols form hydrogen bonds when the partially negative O aligns with the partially positive H of another molecule.
- Hydrogen bonding is a strong intermolecular force, stronger than van der Waals or London dispersion forces.
- Alcohols can hydrogen bond with water due to similar structure (HOH vs. ROH).
Solubility and Miscibility
- Alcohols are soluble in water due to hydrogen bonding between the -OH group and water.
- Miscible means two liquids mix in any ratio to form a homogeneous solution.
- Methanol and ethanol (small alcohols) are miscible with water.
- As the nonpolar carbon chain increases, alcohols become less soluble in water (hydrophobic effect).
Effect of Carbon Chain Length
- Small alcohols are hydrophilic (“water-loving”); longer carbon chains are hydrophobic (“water-fearing”).
- The larger the hydrocarbon (carbon) portion relative to the -OH group, the less soluble the alcohol is in water.
- For example, butanol is less soluble than ethanol because of its longer carbon chain.
Boiling Point Trends
- Boiling point is the temperature needed to overcome intermolecular forces and turn a liquid into a gas.
- Alcohols have higher boiling points than similar molecular weight compounds without hydrogen bonding (e.g., dimethyl ether).
- Increasing the carbon chain (more carbons) increases boiling point due to stronger London dispersion forces.
- Boiling point order (1 carbon to 4 carbons): methanol < ethanol < butanol.
- Branching in the carbon chain lowers boiling point: straight-chain > secondary > tertiary alcohols.
Key Terms & Definitions
- Alcohol — Organic compound with an -OH (hydroxyl) group.
- Hydrogen bonding — Strong intermolecular attraction between a hydrogen atom (bound to F, O, or N) and another electronegative atom.
- Solubility — Ability of a substance to dissolve in a solvent.
- Miscible — Liquids that combine in any proportion to form a homogeneous solution.
- Hydrophilic — Water-loving, attracted to water.
- Hydrophobic — Water-fearing, not attracted to water.
- Boiling point — Temperature at which a liquid becomes a gas.
Action Items / Next Steps
- Review and understand hydrogen bonding and its effect on alcohol properties.
- Study the relationship between carbon chain length, solubility, and boiling point.
- Watch the next video on acid-base properties of alcohols.