Methane → 4-Sulfobenzenediazonium hydroxide

HRID 1898750Notes

Reaction equation

HRID 1898750 reaction equation
[S:1]([OH:11])(=[O:10])([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)=[O:2].C.C1C(Br)=C(Br)[NH:15]C=1C(O)=O.[N+]([O-])(O)=O.N([O-])=O.[Na+]>O>[OH-:2].[S:1]([C:3]1[CH:4]=[CH:5][C:6]([N+:9]#[N:15])=[CH:7][CH:8]=1)([OH:11])(=[O:10])=[O:2]

Participants

7

Procedure

A solution of 43 g of sulfanilic acid in 2 L of water at about 75° C. was added to 202 g of a carbon black having a surface area of 230 m2 /g and a DBPA of 70 ml/100 g with stirring. The stirring mixture was allowed to cool to room temperature, and 26.2 g of concentrated nitric acid was added. A solution of 20.5 g of NaNO2 in water was added. 4-Sulfobenzenediazonium hydroxide inner salt is formed, which reacts with the carbon black. The dispersion was stirred until the resulting bubbling stopped. After drying at 70° C., the product was washed with methanol and dried in an oven at 90° C. The product has attached p--C6H4SO3- groups.

Sources & evidence

ORD record
ord-399d5e422cbc4b41bd25ad8313e6b30f
Source dataset
uspto-grants-1996_11
Patent number
US05571311

Reaction notes

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