Methyltrimethoxysilane → HCID 86712057, compound

HRID 1852309Notes

Reaction equation

HRID 1852309 reaction equation
[CH2:1]([Si:7]([O:14][CH2:15][CH3:16])([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])[CH2:2][CH2:3][CH:4]([CH3:6])[CH3:5].C[Si](OC)(OC)[O:19]C.[OH-].[K+:26]>O>[CH3:1][Si:7]([O:14][CH3:15])([O:11][CH3:12])[O:8][CH3:9].[CH2:1]([Si:7]([O:14][CH2:15][CH3:16])([O:8][CH2:9][CH3:10])[O:11][CH2:12][CH3:13])[CH2:2][CH2:3][CH:4]([CH3:6])[CH3:5].[OH-:19].[K+:26]

Participants

5

Reactant 3

HCID 14456MethyltrimethoxysilaneHCID 14797Potassium HydroxideHCID 22925555Triethoxy(4-methylpentyl)silane

Product 1

HCID 86712057HCID 86712057, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A 500 ml 5-neck round-bottom flask rendered inert with nitrogen and equipped with paddle stirrer, dropping funnel, thermometer, and water separator with reflux condenser is charged with 45 g (0.18 mol) of isohexyltriethoxysilane (=4-methyl-1-pentyltriethoxy-silane laboratory product, prepared by reaction of isohexyltrichlorosilane with ethanol; isohexyltrichlorosilane is available through hydrosilylation reaction from 4-methyl-1-pentene and trichlorosilane), 25 g (0.18 mol) of methyltrimethoxysilane (available commercially from Wacker Chemie AG), and 94.3 g of Isopar E (isoparaffinic hydrocarbon mixture with a boiling range of 113-143° C., available commercially from ExxonMobil). With stirring at 300 rpm, 43 g of 47% strength potassium hydroxide solution (0.36 mol KOH) are metered in over 10 minutes, during which the solution is heated to boiling temperature. The distillate separates out as the lower phase in the water separator. Up to a boiling temperature of 118° C., 57.2 g of clear colorless distillate are collected, which according to analysis by gas chromatography contains 43.3% ethanol, 31.8% methanol, 23.1% water, and 1.8% Isopar E. The hydrolysis of the ethoxy and methoxy radicals, accordingly, is quantitative. During the distillation, the reaction mixture undergoes transformation into a suspension. The volatile constituents are removed by distillation at 95° C./4 hPa. The residue left is a white, fine powder whose solids content is 97.1% (determined using the HR73 Halogen Moisture Analyzer solids content balance from Mettler Toledo at 160° C.)

Workup

  1. customA 500 ml 5-neck round-bottom flask rendered inert with nitrogen
  2. customequipped with paddle stirrer
  3. temperaturewith reflux condenser
  4. customare metered in over 10 minutes, during which
  5. temperatureis heated
  6. distillationUp to a boiling temperature of 118° C., 57.2 g of clear colorless distillate are collected
  7. customThe hydrolysis of the ethoxy and methoxy radicals
  8. distillationDuring the distillation
  9. customThe volatile constituents are removed by distillation at 95° C./4 hPa
  10. waitThe residue left
  11. customat 160° C.

Sources & evidence

ORD record
ord-0440383297b44cdf8cb6a949910a2d7a
Source dataset
uspto-grants-2015_02
Patent number
US08961672B2

Reaction notes

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