Methane → 4-Sulfobenzenediazonium hydroxide

HRID 581175

Reaction equation

HRID 581175 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 297Methane2×HCID 8479Sulfanilic acidHCID 1618304,5-Dibromo-2-Pyrrolic AcidHCID 23668193Sodium Nitrite

Product 1

HCID 227152964-Sulfobenzenediazonium hydroxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This example illustrates another method for the preparation of a carbon black product of the present invention. A carbon black (200 g) with a CTAB surface area of 350 m2/g and a DBPA of 120 ml/100 g and 42.4 g sulfanilic acid were placed in a pin pelletizer. After mixing for 40 seconds, a solution of 20.7 NaNO2 in 150 g of water was then added. 4-sulfobenzene diazonium hydroxide inner salt was formed in situ, which reacted with the carbon black. After mixing for 45 seconds, the resulting carbon black product was dried in an oven at 120° C. A sample of the product that had been subjected to Soxhlet extraction overnight with ethanol contained 3.47% sulfur, compared to 0.5% sulfur for the untreated carbon black product. Therefore, the carbon black product has 0.93 mmol/g of attached p-C6H4SO3 -- groups.

Workup

  1. additionAfter mixing for 40 seconds

Sources & evidence

ORD record
ord-8b7188283bee4e0d83f9fbff7f9a34f7
Source dataset
uspto-grants-1999_07
Patent number
US05919855

Linked notes

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