Sulfuryl chloride → HCID 20518024, compound

HRID 1578234Notes

Reaction equation

HRID 1578234 reaction equation
[Cl:1][Si:2]1([CH3:8])[CH2:6][CH2:5][CH:4]([SH:7])[CH2:3]1.S(Cl)(Cl)(=O)=O>CCCCCCC>[Cl:1][Si:2]1([CH3:8])[CH2:6][CH2:5][CH:4]([S:7][S:7][CH:4]2[CH2:5][CH2:6][Si:2]([Cl:1])([CH3:8])[CH2:3]2)[CH2:3]1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 20568265HCID 20568265, compound

Product 1

HCID 20518024HCID 20518024, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

To a 0.5 liter 3-neck round bottom glass flask fitted with a magnetic stirrer, dropping funnel and a nitrogen source was added 33.4 grams (0.20 moles) of 1-chloro-1-methyl-3-mercaptosilacyclopentane and 0.025 liters of n-heptane. Sulfuryl chloride, 13.5 grams (0.10 moles) was rapidly added at 25 C. to the stirred mixture within 3 minutes. After an additional stirring for 42 hours at ambient room temperature, the solvent was removed at about 50 -75 C./20-50 mm and nitrogen bubbled through the viscous residue for 16-20 hours. GLC analysis of the residue (27 grams) indicated 90.2 wt.% of the desired disulfide and 9.8 wt.% of the mercaptan starting material. Based on the purity of the residue, a 74 mole % yield was obtained.

Workup

  1. customTo a 0.5 liter 3-neck round bottom glass flask fitted with a magnetic stirrer
  2. customthe solvent was removed at about 50 -75 C
  3. custom/20-50 mm and nitrogen bubbled through the viscous residue for 16-20 hours
  4. customa 74 mole % yield
  5. customwas obtained

Sources & evidence

ORD record
ord-0c541a7080104d5690a128fd9d22a3ad
Source dataset
uspto-grants-1981_09
Patent number
US04292234

Reaction notes

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