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p-Toluenesulfonic acid → Antimony tris(p-toluene sulfonate)

HRID 444371
Notes
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Reaction equation

HRID 444371 reaction equation
[Sb:1](Cl)(Cl)Cl.[C:5]1([CH3:15])[CH:10]=[CH:9][C:8]([S:11]([OH:14])(=[O:13])=[O:12])=[CH:7][CH:6]=1.O.[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23]([OH:26])(=[O:25])=[O:24])=[CH:19][CH:18]=1.[Sb]>C1(C)C=CC=CC=1.O>[C:5]1([CH3:15])[CH:6]=[CH:7][C:8]([S:11]([O-:14])(=[O:12])=[O:13])=[CH:9][CH:10]=1.[C:17]1([CH3:27])[CH:18]=[CH:19][C:20]([S:23]([O-:26])(=[O:24])=[O:25])=[CH:21][CH:22]=1.[C:5]1([CH3:15])[CH:6]=[CH:7][C:8]([S:11]([O-:14])(=[O:12])=[O:13])=[CH:9][CH:10]=1.[Sb+3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 24814Antimony trichloride2×HCID 521998p-Toluenesulfonic acid monohydrateHCID 5354495Antimony

Product 1

HCID 86736930Antimony tris(p-toluene sulfonate)

Reagents, catalysts & solvents 2

HCID 962
Water
Solvent
HCID 1140TolueneSolvent2×

Procedure

This compound was prepared by a double decomposition reaction between antimony trichloride and p-toluene sulfonic acid. A solution of 28.53 g (0.15 mole) of p-toluene sulfonic acid monohydrate in 150 cc of toluene was distilled until the water was removed. The anhydrous acid solution was then added dropwise to a solution of 11.4 g (0.05 moles) of antimony trichloride in about 50 cc of refluxing toluene. The solution became dark reddish brown, and the initially formed precipitate redissolved. Reflux continued for two hours, and the solution was then cooled. It contained 3.05 wt% antimony by calculation. Part of the solution was used to treat a catalyst for testing, as outlined below.

Workup

  1. customwas removed
  2. dissolutionthe initially formed precipitate redissolved
  3. temperatureReflux
  4. temperaturethe solution was then cooled
  5. additionto treat a catalyst for testing

Sources & evidence

ORD record
ord-b702ff6169cc478faf6d4c525ca8f055
Source dataset
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04264434

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes