Hydrogen Sulfide → HCID 86734164, compound

HRID 1730091Notes

Reaction equation

HRID 1730091 reaction equation
[C:1]([O:20][CH3:21])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[SH2:22]>CCCCCC>[SH:22][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:1]([O:20][CH3:21])=[O:19]

Participants

4

Reactant 2

HCID 402Hydrogen SulfideHCID 5364509Methyl Oleate

Product 1

HCID 86734164HCID 86734164, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The reaction of methyl oleate with hydrogen sulfide in hexane at -70° for 4 hours and +25° C. for 7 hours results in the formation of 89% and 57% methyl mercaptostearate, respectively, when catalyzed by boron trifluoride. Methyl linoleate reacts with hydrogen sulfide under the same conditions to form a mixture of the cyclic sufides in yield of 83.8% and 64.5%, respectively. Temperature programmed gas-liquid chromatography (GLC) of the above reaction products reveals that essentially all components are eluted at temperatures below 250° C.

Sources & evidence

ORD record
ord-19389771690e4c8abc0294488f0a1cb6
Source dataset
uspto-grants-1976_11
Patent number
US03991089

Reaction notes

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