Hydrogen Sulfide → HCID 86602161, compound

HRID 1678552Notes

Reaction equation

HRID 1678552 reaction equation
[S-2:1].[Na+:2].[Na+].S.[C:5](Cl)(=[O:15])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>O>[C:5]([O-:15])(=[S:1])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Na+:2]

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 14804Sodium SulfideHCID 66982Decanoyl chloride

Product 1

HCID 86602161HCID 86602161, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 2-liter round-bottomed flask was added 82 grams of sodium sulfide and 164 grams of water and the mixture was stirred at room temperature until the solids were dissolved. An excess of hydrogen sulfide was added below the surface until bubbling was seen in the trap. The reaction mixture was then cooled with an ice water bath to 17° C. Decanoyl chloride was then added slowly. Foaming was observed after about half of the decanoyl chloride had been added. At this point, the addition of decanoyl chloride was slowed and occasionally stopped to control foaming. The reactor temperature was kept at about 17° C. The decanoyl chloride addition was complete after a total of 2.5 hours. The pH of the resulting solution containing sodium thiodecanoate was measured with pH paper, giving an alkaline reading. An additional 2.7 grams of decanoyl chloride was then titrated into the solution to neutralize it, giving a final neutral pH reading.

Workup

  1. dissolutionwere dissolved
  2. customuntil bubbling
  3. temperatureThe reaction mixture was then cooled with an ice water bath to 17° C
  4. additionDecanoyl chloride was then added slowly
  5. additionhad been added
  6. additionAt this point, the addition of decanoyl chloride
  7. customwas kept at about 17° C
  8. additionThe decanoyl chloride addition
  9. customafter a total of 2.5 hours
  10. additionThe pH of the resulting solution containing sodium thiodecanoate
  11. customgiving an alkaline reading
  12. customgiving a final neutral pH

Sources & evidence

ORD record
ord-c9430fc888db4ad78457a66574c0c73c
Source dataset
uspto-grants-2011_08
Patent number
US08008524B2

Reaction notes

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