Redox reactions of carbonyl compounds Flashcards
when an aldehyde is reduced, it forms a
primary alcohol
when an aldehyde oxidised it forms a
carboxylic acid
when a ketone is reduced, it forms a
secondary alcohol
when a ketone oxidises, it forms
ketones are not easily oxidised
the reagent used to reduced ketones and aldehydes back to alcohols is
lithium tetrahydridoaluminate, LiAlH4
the reduction of both carbonyl compounds is carried out with the reagent……………which is dissolved in…………..
lithium tetrahydridoaluminate dissolved in dry ether
the symbol used to represent the reducing agent is
[H]
the equation for the reduction of propanal to propan-1-ol is
CH3CH2CHO + 2[H] → CH3CH2CH2OH
the equation for the reduction of butanone to butan-1-ol is
CH3COCH2CH3 + 2[H] → CH3CH(OH)CH2CH3
the four reagents which can oxidise aldehydes to carboxylic acid are:
→acidified potassium dichromate (VI)
→Fehling’s solution
→Benedict’s solution
→Tollen’s reagent
explain the colour change when an aldehyde is oxidised using acidified potassium dichromate
orange solution → green solution
Due o the reduciton of chromium from +6 to +3
explain the colour change when an aldehyde is oxidised using Fehling’s solution
deep blue solution to red precipitate
here a copper (II) complex to copper (I) oxide
explain the colour change when an aldehyde is oxidised using Benedict’s solution
deep blue solution to red precipitate
here a copper (II) complex to copper (I) oxide
explain the colour change when an aldehyde is oxidised using Tollen’s reagent
colourless solution to silver mirror
due to the conversion of a silver (I) complex to a metallic silver, which often sticks to the inside of the tube. the reagent is also described as ammoniacal silver nitrate
the equation for the oxidation of propanal to pronanoic acid is
CH3CH2CHO + [O] → CH3CH2COOH
to distinguish between a ketone and an aldehyde, the possible tests are:
Fehling’s solution, Benedict’s solution and Tollen’s reagent
the reaction with triiodomethane produces a ……………………..precipitate when a carbonyl compound containing the ………………. group is added
- pale yellow precipitate
- when the CH3CO group is present (the only aldehyde with this is ethanal while all ketones with the CH3CO group will test positive. While pentan-2-one will test positive, pentan-3-one will not as its CO group is part of the CH3CH2CO group not CH3CO)
the triiodomethane test is carried out in the conditions:
in alkaline solution and warmed, then allowed to cool down
as the triiodomethane reaction is carried out in oxidising conditions, some alcohols can also give positive results because
their OH group is located so that a suitable ketone or ethanal is produced with the CH3CO group present