Acetic Acid → HCID 13750416, compound

HRID 1004431Notes

Reaction equation

HRID 1004431 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH2:10])=[CH2:2].[CH2:11]([O:13][SiH:14]([O:18][CH2:19][CH3:20])[O:15][CH2:16][CH3:17])[CH3:12].[C:21]([OH:24])(=O)[CH3:22].C([Si]([CH:34]=[CH2:35])(C)O[Si](C)(C)C)=C>C1(C)C=CC=CC=1>[CH2:11]([O:13][Si:14]([O:18][CH2:19][CH3:20])([O:15][CH2:16][CH3:17])[CH2:2][CH2:1][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][Si:14]([O:24][CH2:21][CH3:22])([O:15][CH2:34][CH3:35])[O:13][CH2:11][CH3:12])[CH3:12]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 13830TriethoxysilaneHCID 666661,2-Diethenylbenzene2×HCID 177605311,1-Diethenyl-1,3,3,3-tetramethyldisiloxane

Product 1

HCID 13750416HCID 13750416, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

871 mg Of divinylbenzene and 4.35 g of triethoxysilane were placed in a glass reaction tube and 0.005 ml of acetic acid was added. Next, 0.015 ml of a toluene solution of a 0-valent platinum complex of divinyltetramethyldisiloxane (platinum content: 0.2 Wt. %) was added to this mixture. The reaction tube was sealed with a Teflon tape and heated for 30 minutes in an oil bath at 50° C. When the tube contents were analyzed by gas chromatography following cooling, the conversion rate of divinylbenzene was 99%; bis (2-triethoxysilylethyl) benzene was produced at a yield of 97%, (1-triethoxysilylethyl) (2-triethoxysilylethyl) benzene was produced at a yield of 1.6%, and (triethoxysilyl)ethylstyrene was produced at a yield of 0.1%. No production of bis (1-triethoxysilylethyl)benzene was observed.

Workup

  1. additionwas added
  2. temperaturefollowing cooling

Sources & evidence

ORD record
ord-f4eabcc2aaf64b3993910e0561020713
Source dataset
uspto-grants-2000_04
Patent number
US06048994

Reaction notes

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