Carbon Disulfide → HCID 23707025, compound

HRID 1086967Notes

Reaction equation

HRID 1086967 reaction equation
[CH2:1]([SH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH-].[K+:11].[C:12](=[S:14])=[S:13]>>[CH2:1]([S:9][C:12]([S-:14])=[S:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[K+:11]

Participants

4

Reactant 3

HCID 6348Carbon DisulfideHCID 81441-OctanethiolHCID 14797Potassium Hydroxide

Product 1

HCID 23707025HCID 23707025, compoundYield 96%

Conditions

Temperature
0 °C

Procedure

438.9 g (520.6 ml, 3 moles) of 1-octanethiol were refluxed (with stirring) for about 1 hour with 66 g. (1 mole 85% purity) potassium hydroxide flakes. 72.5 ml (91.33 g., 1.2 moles) of CS2 were then added (dropwise) with stirring to the mixture which had been cooled to 0° C. in an ice-water bath. The mixture was stirred for about 1 hour after addition was complete, and then allowed to warm to room temperature. The resulting white solid precipitate was filtered, thoroughly washed with anhydrous ethyl ether, and dried overnight in a vacuum oven at 35° C. 250.1 g. of potassium octylthioxanthate were obtained (96% yield).

Workup

  1. stirringwith stirring to the mixture which
  2. stirringThe mixture was stirred for about 1 hour
  3. additionafter addition
  4. temperatureto warm to room temperature
  5. filtrationThe resulting white solid precipitate was filtered
  6. washthoroughly washed with anhydrous ethyl ether
  7. customdried overnight in a vacuum oven at 35° C

Sources & evidence

ORD record
ord-7ebbea74e2984f348d797a15f2f9ad79
Source dataset
uspto-grants-1991_07
Patent number
US05034141

Reaction notes

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