Alcohols and phenols Flashcards
Alcohols
organic compounds which contain a hydroxyl group (−OH) attached to a saturated carbon atom. R is a substituent (which generally refers to alkyl groups).
Types of alcohols determined
position of the hydroxyl functional group
Primary alcohols
hydroxyl group (–OH) is attached to a carbon atom with at least two hydrogen atoms
only occur when the hydroxyl group is at the end of the molecule chain
Secondary alcohols
hydroxyl group (-OH) is attached to a carbon with only one hydrogen atom attached
happen somewhere in the middle of a carbon chain
Tertiary alcohols
hydroxyl group is attached to a carbon with no hydrogen atoms attached
hydroxyl group is joined to the same carbon atom as a branch
Multiple hydroxyl groups names
Alcohols with two hydroxyl groups are called diols
Alcohols with three hydroxyl groups are called triols
Alcohols easily undergo oxidation
Primary alcohols oxidize to form aldehydes, and aldehydes again oxidize to produce carboxylic acids.
Secondary alcohols can only oxidize once, which results in ketones.
Tertiary alcohols cannot be oxidized, as the carbon atom has no orbitals left for forming a double bond with the oxygen atom.
Properties of alcohols
Compared with alkanes, alcohols have significantly higher boiling points
Phenol
type of alcohol where the hydroxyl group is bound to an aromatic ring
Phenol and its chemical derivatives are the key ingredient to many compounds such as nylon, detergents, herbs, and pharmaceutical drugs.
Phenols occur either as colourless liquids or white solids at room temperature and may be highly toxic and caustic.
alcohols form hydrogen bonds with other compounds like water
hydroxyl group
alcohols solubility
alkyl groups are considered to be non-polar
have a higher solubility in water when the carbon chain of the substituent (R) is small
alcohols like methanol or ethanol tend to mix well with water, whereas alcohols with more than four carbons (e.g. pentanol, hexanol) are considered insoluble in water
alcohols as acids
very weak acids
pH of an alcohol solution is almost neutral, they are still able to react with strong bases
Phenol is a relatively strong acid compared to alkyl alcohols
phenols solubility compare to alcohols
form stronger hydrogen bonds = more soluble in water + have higher boiling
points.
Phenols used
household products
intermediates for industrial synthesis
used (in low concentrations) as a disinfectant in household cleaners and in mouthwash.
Phenol may have been the first surgical antiseptic.
starting material to make plastics, explosives such as picric acid, and drugs such as aspirin.
Phenol is quite toxic
concentrated solutions cause severe but painless burns of the skin and mucous membranes