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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581176Generated: October 25, 2026

Methane → 4-Sulfobenzenediazonium hydroxide

https://huagongshe.com/reaction/581176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantSulfanilic acidHCID 8479—
Reactant4,5-Dibromo-2-Pyrrolic AcidHCID 161830—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product4-Sulfobenzenediazonium hydroxideHCID 22715296—

Reaction Steps

This example illustrates another method for the preparation of a carbon black product of the present invention. In this example, the acid for the diazotization reaction comes from the amine forming the diazonium salt, sulfanilic acid. As a result, no additional acid was required. A carbon black (10 g) with a CTAB surface area of 350 m2/g and a DBPA of 120 ml/100 g was added to a boiling solution of 2.12 g sulfanilic acid in 90 g of water. A solution of 1.04 g of NaNO2 in 10 g water was added cautiously. 4-Sulfobenzene diazonium hydroxide inner salt was formed in situ, which reacted with the carbon black. After stirring for about 20 min, the resulting dispersion was dried in an oven at 120° C. A sample of the product that had been subjected to Soxhlet extraction overnight with ethanol contained 3.16% sulfur, compared to 0.5% sulfur for the untreated carbon black. Therefore, the carbon black product had 0.83 mmol/g of attached p-C6H4SO3 -- groups.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05919855
Source datasetuspto-grants-1999_07
ORD IDord-190ce8f44c554d1d9ee5aa987c6f8a06
Source noteuspto-grants-1999_07