Sulfur trioxide → 1-Docosene
Reaction equation
S(=O)(=O)=O.[CH2:5]1S(=O)(=O)O[CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:7][CH2:6]1>>[CH2:5]=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]Participants
3
Procedure
The sultones were the pure compounds derived by sulphur trioxide reaction with straight chain alpha-olefins, except that the delta-docosane sultone was a mixture mostly in the delta form and obtained by the sulphonation of docos-1-ene dissolved in light petroleum (b.p. 60°-80°) with sulphur trioxide vapour and nitrogen at 50° using a 20% molar excess sulphur trioxide for 1 hour and allowing the reaction mixture to age for 4 hours at 60° in order to allow isomerisation to delta-sultone, followed by filtration and recrystallisation of the sultone residue from methanol and finally from hexane.
Sources & evidence
- ORD record
- ord-0203c17f80374ed0910e25994d7408be
- Source dataset
- uspto-grants-1978_01
- Patent number
- US04071456
Reaction notes
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