Acetone → Tributoxy(phenyl)silane

HRID 336078

Reaction equation

HRID 336078 reaction equation
C[CH:2](O)[CH3:3].C[C:6]([CH3:8])=O.[CH3:9][CH2:10]O[Si](OCC)(OCC)OCC.[C:22]1([Si:28]([O:35][CH2:36][CH3:37])([O:32][CH2:33][CH3:34])[O:29][CH2:30][CH3:31])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(O)CCC.C(O)C>O.C(O)(=O)C>[C:22]1([Si:28]([O:35][CH2:36][CH2:37][CH2:2][CH3:3])([O:29][CH2:30][CH2:31][CH2:6][CH3:8])[O:32][CH2:33][CH2:34][CH2:9][CH3:10])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

9

Reactant 6

HCID 180Acetone2×HCID 2631-ButanolHCID 702EthanolHCID 3776Isopropanol2×HCID 6517TetraethoxysilaneHCID 13075Phenyltriethoxysilane

Product 1

HCID 619663Tributoxy(phenyl)silane

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

In a 1-liter flask 297 grams (4.798 moles) 2-propanol, 148 grams (2.558 moles) acetone, 123 grams (0.593 moles) TEOS, 104 grams (0.432 moles) phenyltriethoxysilane, 0.6 grams 1.0 M, 10 M and pure acetic acid (added to three separate solutions, respectively) and 72 grams deionized water were combined. In two other solutions containing 10 M acetic acid, 90 g and 110 g of deionized water were added, respectively. The flask was refluxed and/or heated for 1 to 12 hours. To the solution, 57 grams (0.769 moles) of Butanol, 88 grams (1.422 moles) 2-propanol, 44 grams (0.758 moles) of acetone, 59 grams (1.227 moles) of ethanol, 9.5 grams (0.528 moles) deionized water were added.

Workup

  1. customseparate solutions
  2. additionIn two other solutions containing 10 M acetic acid, 90 g and 110 g of deionized water
  3. additionwere added
  4. temperatureThe flask was refluxed
  5. temperatureheated for 1 to 12 hours
  6. additionwere added

Sources & evidence

ORD record
ord-1927ad039d5b4a5e93464c9fec15116c
Source dataset
uspto-grants-2014_11
Patent number
US08889334B2

Linked notes

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