Methane → 4-Sulfobenzenediazonium hydroxide

HRID 1739598Notes

Reaction equation

HRID 1739598 reaction equation
C.C1C(Br)=C(Br)[NH:4]C=1C(O)=[O:10].[S:12]([OH:22])(=[O:21])([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=1)=[O:13].N([O-])=O.[Na+]>O>[OH-:10].[S:12]([C:14]1[CH:15]=[CH:16][C:17]([N+:20]#[N:4])=[CH:18][CH:19]=1)([OH:22])(=[O:21])=[O:13]

Participants

6

Reactant 4

HCID 297MethaneHCID 8479Sulfanilic acidHCID 1618304,5-Dibromo-2-Pyrrolic AcidHCID 23668193Sodium Nitrite

Product 1

HCID 227152964-Sulfobenzenediazonium hydroxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

An eight inch pelletizer was charged with 300 g of a carbon black with a CTAB surface area of 350 m2 /g and a DBPA of 120 mL/100 g and 66.1 g of sulfanilic acid. The pelletizer was run at 100 rpm for one minute. A solution at 65° C. of deionized water (228.5 g) and NaNO2 (26.9 g) was added and the pelletizer was run for one minute at 600 rpm. An additional five grams of water was added, and the pelletizer was run for a further minute at 600 rpm. 4-Sulfobenzenediazonium hydroxide inner salt was formed in situ, and it reacted with the carbon black. A sample of the product was dried, extracted overnight with methanol in a Soxhlet extractor, dried and analyzed for sulfur. The product had 2.96 μmol/m2 of attached p-C6H4SO3-Na+ groups.

Workup

  1. waitthe pelletizer was run for one minute at 600 rpm

Sources & evidence

ORD record
ord-a1051d64bfa5422d9669d4eaee623231
Source dataset
uspto-grants-1999_10
Patent number
US05968243

Reaction notes

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