Acetylene → 1-Ethyl-N,N,N',N',N'',N''-hexamethylsilanetriamine

HRID 637805

Reaction equation

HRID 637805 reaction equation
[CH3:1][N:2]([SiH:4]([N:8]([CH3:10])[CH3:9])[N:5]([CH3:7])[CH3:6])[CH3:3].[CH:11]#[CH:12].[SiH4]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH2:11]([Si:4]([N:8]([CH3:10])[CH3:9])([N:5]([CH3:7])[CH3:6])[N:2]([CH3:3])[CH3:1])[CH3:12]

Participants

5

Reactant 3

HCID 6326Acetylene2×HCID 23953SilaneHCID 84795N,N,N',N',N'',N''-Hexamethylsilanetriamine

Product 1

HCID 2072571-Ethyl-N,N,N',N',N'',N''-hexamethylsilanetriamine

Reagents, catalysts & solvents 1

HCID 61859Chloroplatinic acidCatalyst

Conditions

Temperature
250 °C

Procedure

A two liter stirred batch reactor was purged with nitrogen gas and thereafter charged with 840 g (5.22 moles) of tris(dimethylamino)silane and 5 ppm hexachloroplatinic acid. The reactor was then pressurized to approximately 5 psig with nitrogen gas and heated to approximately 250° C. The acetylene inlet feed was started and maintained at 100 psig. The reaction temperature was maintained at 250° C. After four hours the acetylene flow was stopped, the reaction mix cooled and the reaction products analyzed. Vinyltris(dimethyl)amino)silane was the single major product at 90% of theoretical. Ethyltris(dimethylamino)silane and 1,2-bis(trisdimethylamino)silylethane by-products were formed in amounts less than 0.5% each. Vinyltris(dimethylamino)silane polymer was also formed in an amount of 7-8%.

Workup

  1. customwas purged with nitrogen gas
  2. temperaturemaintained at 100 psig
  3. temperatureThe reaction temperature was maintained at 250° C
  4. additionthe reaction mix
  5. temperaturecooled

Sources & evidence

ORD record
ord-f19a773dbde64e59b5890b82eeed2fcc
Source dataset
uspto-grants-1985_12
Patent number
US04558146

Linked notes

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