Water → Methyl octyl sulfide

HRID 1659447Notes

Reaction equation

HRID 1659447 reaction equation
[CH3:1][S:2]SC.[CH2:5]=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].O.C(OCC)C>C(#N)C>[CH3:1][S:2][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 81251-OcteneHCID 12232Dimethyl Disulfide

Product 1

HCID 77289Methyl octyl sulfideYield 64.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The procedure of Example 1 was repeated using dimethyldisulphide (96 mg; 1.02 mmol) and 1-octene (358 mg; 3.19 mmol) in acetonitrile (15 ml) at +1.20 V until 2 coulomb equivalents of charge had been passed. After the addition of water and extraction with diethyl ether, there was obtained 106 mg of methylthio-octane. Mass Spec. m/e 217 (M+) and 44 (100%). I.R. 3300 and 1650 cm-1.

Workup

  1. additionof charge

Sources & evidence

ORD record
ord-4412bfae539948fd8cc68a4008a25a58
Source dataset
uspto-grants-1981_12
Patent number
US04304642

Reaction notes

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