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Isopropanol → Copper dioctyl sulfosuccinate

HRID 1031006
Notes
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Reaction equation

HRID 1031006 reaction equation
[S:1]([CH:5]([CH2:17][C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:19])[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])([OH:4])(=[O:3])=[O:2].[Na].C(O)(C)C.[OH-].[Cu+2:35].[OH-]>O>[S:1]([CH:5]([CH2:17][C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:19])[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])([OH:4])(=[O:3])=[O:2].[Cu:35]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 164826Copper dihydroxide2×HCID 53249634Butanedioic acid, 2-sulfo-, 1,4-dioctyl ester, sodium salt (1:1)

Product 1

HCID 86745724Copper dioctyl sulfosuccinate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Into a fritted column was added: 12 g (12 meq H+) ion exchange resin (Amberlite® IR 120 brand). Resin beads were washed with 100 ml deionized water. Into a 50 ml beaker were added: 7 g (10 meq) sodium dioctyl sulfosuccinate (Triton® GR-5M brand), 7 g water, and 7 g isopropanol. The surfactant solution was run through the column and collected in a 100 ml beaker containing: 0.5 g (10 meq Cu) copper hydroxide and 20 g water. The effluent/copper hydroxide mixture was swirl mixed while collecting the effluent. A 10 g water rinse of the column was added to the copper mixture. Extraction of the beaker's contents was done with 2×25 ml toluene, the toluene solubles were dried with molecular sieve, rotary evaporator stripping removed the toluene, and the resulting solids were vacuum dried overnight at room temperature.

Workup

  1. additionInto a fritted column was added
  2. washResin beads were washed with 100 ml
  3. additionInto a 50 ml beaker were added
  4. customcollected in a 100 ml beaker
  5. additioncontaining
  6. customwhile collecting the effluent
  7. washA 10 g water rinse of the column
  8. additionwas added to the copper mixture
  9. extractionExtraction of the beaker's contents
  10. dry with materialthe toluene solubles were dried with molecular sieve, rotary evaporator stripping
  11. customremoved the toluene
  12. customdried overnight at room temperature

Sources & evidence

ORD record
ord-cd3c4192335b4859ba9b72ef57248d1c
Source dataset
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05108500

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes