Hydrogen Sulfide → 28984-20-5

HRID 2295963Notes

Reaction equation

HRID 2295963 reaction equation
C1(C(C(C2C=CC=CC=2)O)=O)C=CC=CC=1.[P]=S.[C:19]1([C:25]([CH:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[SH:28])=[S:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.S.[Ni:36](Cl)Cl>O.O1CCOCC1>[Ni:36].[C:29]1([C:27]([C:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[S:26])=[S:28])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1.[C:29]1([C:27]([C:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[S:26])=[S:28])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

8

Reactant 5

HCID 402Hydrogen SulfideHCID 8400BenzoinHCID 24385Nickel DichlorideHCID 133909081,2-Diphenyl-2-sulfanylethane-1-thioneHCID 85882288CID 85882288

Product 1

HCID 1127271628984-20-5

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
212 fahrenheit

Procedure

The oxidation inhibitor, bis(dithiobenzil) nickel is prepared by adding a mixture of 100 grams of benzoin, 150 grams of phosphorus sulfide and 700 ml of dioxane to a 5 liter, single necked flask equipped with heating mantle and water cooled condenser. The above-described mixture is, then, refluxed for 2 hours, during which the thiophosphoric ester of dithiobenzoin is formed and hydrogen sulfide is evolved. The reaction mixture is cooled and a solution of 50 grams of nickel chloride (hydrated) in 200 ml of water is added to the flask and heated (212° F.) for 2 hours on a steam bath. Black crystals of bis(dithiobenzil) nickel are formed and collected by filtering the cooled solution. Purification is effected by extraction with boiling toluene.

Workup

  1. customThe oxidation inhibitor, bis(dithiobenzil) nickel is prepared
  2. additionby adding
  3. customequipped
  4. customis formed
  5. temperatureThe reaction mixture is cooled

Sources & evidence

ORD record
ord-a9cac86babbc43bc992f891a06a78792
Source dataset
uspto-grants-1984_01
Patent number
US04427560

Reaction notes

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