Alcohols — Core Principles
Core Principles
Alcohols are organic compounds characterized by a hydroxyl (-OH) group attached to a saturated carbon atom. Their general formula for monohydric saturated alcohols is . They are classified as primary (), secondary (), or tertiary () based on the number of carbon atoms bonded to the carbon bearing the -OH group.
The presence of the polar -OH group enables alcohols to form intermolecular hydrogen bonds, leading to higher boiling points and solubility in water compared to hydrocarbons of similar molecular weight.
Key preparation methods include hydration of alkenes (Markovnikov and anti-Markovnikov), reduction of carbonyl compounds (aldehydes, ketones, esters, carboxylic acids) using or , and reaction of Grignard reagents with carbonyl compounds.
Important reactions include oxidation (to aldehydes/ketones/carboxylic acids), dehydration (to alkenes), esterification, and reaction with hydrogen halides (to alkyl halides). Alcohols are weakly acidic, reacting with active metals to form alkoxides, and weakly basic, protonating in strong acids.
They are widely used as solvents, fuels, and chemical intermediates.
Important Differences
vs Phenols
| Aspect | This Topic | Phenols |
|---|---|---|
| Functional Group Attachment | Hydroxyl group attached to a saturated $sp^3$ hybridized carbon atom. | Hydroxyl group attached directly to an aromatic (benzene) ring, an $sp^2$ hybridized carbon. |
| Acidity | Weakly acidic, generally less acidic than water ($pK_a approx 16-18$). Acidity order: $1^circ > 2^circ > 3^circ$. | Significantly more acidic than alcohols and water ($pK_a approx 10$). Acidity due to resonance stabilization of phenoxide ion. |
| Reaction with NaOH | Do not react with NaOH (too weak an acid). | React with NaOH to form sodium phenoxide (soluble in water). |
| Reaction with $FeCl_3$ (Neutral) | Do not give a characteristic color with neutral ferric chloride solution. | Give a characteristic violet, green, or blue coloration with neutral ferric chloride solution. |
| Electrophilic Substitution on Ring | No direct electrophilic substitution on the alkyl chain. | Undergo electrophilic substitution on the aromatic ring (e.g., nitration, bromination) due to the activating -OH group. |