1-Butanol → Potassium butylxanthate

HRID 1834192Notes

Reaction equation

HRID 1834192 reaction equation
[C:1](=[S:3])=[S:2].[OH-].[K+:5].[CH2:6]([OH:10])[CH2:7][CH2:8][CH3:9]>>[C:1](=[S:3])([O:10][CH2:6][CH2:7][CH2:8][CH3:9])[S-:2].[K+:5]

Participants

4

Reactant 3

HCID 2631-ButanolHCID 6348Carbon DisulfideHCID 14797Potassium Hydroxide

Product 1

HCID 11424037Potassium butylxanthate

Procedure

380 g of carbon disulfide were added at 20°-30° C to a mixture of 280 g of potassium hydroxide pellets and 2.5 liters of n-butanol and after stirring the mixture for 2 hours, it was vacuum filtered The precipitate was washed with butanol and then ether to obtain 640 l g of potassium O-n-butyl dithiocarbonate melting at ≈ 260° C (dec). A mixture of 190 g of the latter product, 1 liter of benzene and 500 ml of methyl iodide was refluxed for 10 hours and then was filtered. The filtrate was evaporated to dryness and the residue was rectified to obtain 156 g of methyl O-n-butyl dithiocarbonate with a boiling point of 74° C at 0.5 mm Hg.

Workup

  1. filtrationfiltered The precipitate
  2. washwas washed with butanol

Sources & evidence

ORD record
ord-52ddeb91cec24fe080993c5d404fe9d1
Source dataset
uspto-grants-1978_01
Patent number
US04069319

Reaction notes

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