Alcohols Flashcards
What are alcohols
Substituted alkanes in which one or more of the hydrogen atoms is replaced with a hydroxyl groups.
Physical properties
- anomalously high boiling points compared to many other organic compounds of comparable relative formula mass and shape. This is due to the hydrogen bonds between its molecules.
- the shorter chain alcohols are miscible with water, but their solubility in water decreases as chain length increases. This is because the alkali chain is non-polar so as this increases the alcohol becomes less soluble in water.
Why are alcohol groups present in a lot of drugs?
Since they are involved in hydrogen bonding they can interact with protein binding sites.
Preparation reactions for alcohols?
- nucleophilic substitution from haloalkanes
- from alkenes by acid-catalysed hydration
- from carbonyls (reduction using LiAlH4)
- reduction of carboxylic acids using LiAlH4
Reactions that alcohols take part in
- dehydration of alcohols to alkenes
- oxidation to alcohols
- formation of alkoxides by reaction with some reaction metals like Na and K
- formation of esters (with carboxylic acids, with acid chlorides)
What catalysts are used in the dehydration of alcohols to alkenes?
- aluminium oxide
- concentrated sulphuric acid
- concentrated phosphoric acid
Catalysts for oxidation of alcohols
- acidified potassium permanganate
- acidified dichromate
- hot copper(II) oxide
Oxidation of primary alcohols
Primary alcohols oxidise to form aldehydes and then carboxylic acids
Oxidation of secondary alcohols
Forms ketones
Catalysts for formation of esters from carboxylic acids
Concentrated sulphuric/phosphoric acid
Benefit of ester formation using acid chlorides
No catalyst is needed. This is still a condensation reaction.