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Dibutyltin oxide → Acetic acid,2,2'-[(dibutylstannylene)bis(thio)]bis-, 1,1'-diisooctyl ester

HRID 1086909
Notes
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Reaction equation

HRID 1086909 reaction equation
[CH2:1]([Sn:5](=O)[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[CH2:11]([CH:19]([SH:23])[C:20]([O-:22])=[O:21])[CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17]>>[CH2:11]([CH:19]([SH:23])[C:20]([O-:22])=[O:21])[CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH3:17])[CH3:18].[CH2:11]([CH:19]([SH:23])[C:20]([O-:22])=[O:21])[CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([CH3:17])[CH3:18].[CH2:1]([Sn+2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 61221Dibutyltin oxideHCID 21895674Isooctylthioglycolate

Product 1

HCID 21981422Acetic acid,2,2'-[(dibutylstannylene)bis(thio)]bis-, 1,1'-diisooctyl esterYield 102.6%

Conditions

Temperature
110 °C

Procedure

A suitable reactor was charged with 248.7 grams (1.0 mole) of dibutyltin oxide and 425.4 grams (2.05 moles) of isooctylthioglycolate of commercial purity. The reaction mixture was heated under vacuum, with agitation, to about 110° C. while distilling off water of reaction. On cooling and filtering, 656.1 grams of dibutyltin bis(isooctylthioglycolate) was obtained as an oily liquid.

Workup

  1. distillationwhile distilling off
  2. customwater of reaction
  3. temperatureOn cooling
  4. filtrationfiltering

Sources & evidence

ORD record
ord-61bb24366e584ffa8ba8a957788f3b68
Source dataset
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05032634

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes