Acetic Acid → 4-Nitrobenzoic Acid

反応式

[N+:1]([C:4]1[CH:9]=[CH:8]C(C)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH4+].[Br-].[C:13]([OH:16])(=[O:15])[CH3:14]>>[N+:1]([C:4]1[CH:9]=[CH:8][C:14]([C:13]([OH:16])=[O:15])=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

反応物 3

HCID 176Acetic Acid

HCID 74734-Nitrotoluene

HCID 25514Ammonium Bromide

生成物 1

HCID 61084-Nitrobenzoic Acid

実験手順

750 g of p-nitrotoluene was oxidized in 2250 ml of glacial acetic acid, after the addition of 15 g of NH4Br, 4.5 g of Co(OAc)2 . 4H2O and 4.5 g of Mn(OAc)2 . 4H2O, at a reaction temperature of 175° C. The reaction product was washed and dried as before. 795 g (87% of the theory) of brown-discolored p-nitrobenzoic acid was obtained, having a melting point of 235°-36° C. The solution of 1 g of the product in 10 g of dimethylsulfoxide has a value of 40 on the iodine color scale. After recrystallization three times from glacial acetic acid, the melting point was 237°-40° C, while the iodine number remained unchanged.