(3-Mercaptopropyl)trimethoxysilane → 1-(7,7-Dimethoxy-8-oxa-3-thia-7-silanonyl)-1,1,3,3-tetramethyl-3-vinyldisiloxane
Reaction equation
[SH:1][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].[CH3:12][Si:13]([CH3:22])([CH:20]=[CH2:21])[O:14][Si:15]([CH3:19])([CH3:18])[CH:16]=[CH2:17]>>[CH3:9][O:8][Si:5]([O:10][CH3:11])([O:6][CH3:7])[CH2:4][CH2:3][CH2:2][S:1][CH2:17][CH2:16][Si:15]([CH3:18])([CH3:19])[O:14][Si:13]([CH3:22])([CH3:12])[CH:20]=[CH2:21]Participants
Procedure
1-(7,7-dimethoxy-8-oxa-3-thia-7-silanonyl)-1,1,3,3-tetramethyl-3-vinyldisiloxane was prepared according to the following process. Two and one-half moles (490 grams) of gamma mercaptopropyltrimethoxy silane was added to a 1-liter flask. A portion of a total quantity of one mole (186 grams) of 1,1,3,3-tetramethyl-1,3-divinyldisiloxane was added to the flask, resulting in the immediate formation of a bluegreen color and generation of heat. The flask was placed in a hood and stirred. The exotherm was measured at 75° C, subsided to about 55° C. and remained there for 10 minutes. The remaining 1,1,3,3-tetramethyl-1,3-divinyldisiloxane was added with no further exotherm. Gas/liquid chromotography revealed consumption of substantially all of the 1,1,3,3-tetramethyl-1,3-divinyldisiloxane reagent and the presence of mono- and diadduct products. The reaction product was distilled through a Vigreaux column to yield 60 g of approximately 95% pure product having a boiling point of 157° C. at 3.0 mm Hg.
Workup
- customresulting in the immediate formation of a bluegreen color and generation
- temperatureof heat
- customwas measured at 75° C
- customsubsided to about 55° C.
- customconsumption of substantially all of the 1,1,3,3-tetramethyl-1,3-divinyldisiloxane reagent
- distillationThe reaction product was distilled through a Vigreaux column
Sources & evidence
- ORD record
- ord-f15ba27c07af43b1922f3e3cf3cb633a
- Source dataset
- uspto-grants-1981_05
- Patent number
- US04269991
Reaction notes
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