A-Level Chemistry Specification

OCR A H432

Section 6.1.2: Carbonyl compounds

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#6.1.2a

oxidation of aldehydes using Cr2O72–/H+ (i.e. K2Cr2O7/H2SO4) to form carboxylic acids

In equations for organic redox reactions, [O] and [ H] should be used.
PAG7 (see also 6.3.1c)

#6.1.2b

nucleophilic addition reactions of carbonyl compounds with:

(i) NaBH4 to form alcohols
(ii) HCN [i.e. NaCN(aq)/H+(aq)], to form hydroxynitriles (see also 6.2.4b)

#6.1.2c

the mechanism for nucleophilic addition reactions of aldehydes and ketones with NaBH4 and HCN

For NaBH4, the nucleophile can be considered as being the hydride ion, H, with subsequent protonation of the organic intermediate from H2O.
For HCN, initial nucleophilic attack is from CN ions; subsequent protonation stage can be shown using H2O or H+.

#6.1.2d

use of 2,4-dinitrophenylhydrazine to:

(i) detect the presence of a carbonyl group in an organic compound
(ii) identify a carbonyl compound from the melting point of the derivative

The equation for this reaction is not required.
Structure of derivative not required.
PAG7 (see also 6.3.1c)

#6.1.2e

use of Tollens’ reagent (ammoniacal silver nitrate) to:

(i) detect the presence of an aldehyde group
(ii) distinguish between aldehydes and ketones, explained in terms of the oxidation of aldehydes to carboxylic acids with reduction of silver ions to silver.

In equations involving Tollens’ reagent, [O] is acceptable.
PAG7 (see also 6.3.1c)