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1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE

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Company Name: Shanghai Daken Advanced Materials Co.,Ltd
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Products Intro: Product Name:DK424
CAS:91166-50-6
Purity:99% Package:1KG ;10KG ;100KG Remarks:Low M.W.Organic Silanes Professor
Company Name: ATK CHEMICAL COMPANY LIMITED
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Products Intro: Product Name:bis(dimethylaminodimethylsilyl)ethane
CAS:91166-50-6
Purity:98% HPLC Package:5G;10G;25G;50G;100G;250G;1KG
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Products Intro: Product Name:1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE
CAS:91166-50-6
Purity:99% Package:1KG;2USD
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Products Intro: Product Name:1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE
CAS:91166-50-6
Purity:0.98 Package:1kg,2kg,5kg,10kg,25kg
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Products Intro: Product Name:1,1'-Ethylenebis(N,N,1,1-tetramethylsilanamine)
CAS:91166-50-6
Purity:98% Package:1kg,5kg,10kg

1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE manufacturers

1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Basic information
Product Name:1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE
Synonyms:1,1'-ETHYLENEBIS(N,N,1,1-TETRAMETHYLSILANAMIDE);1,1'-ETHYLENEBIS(N,N,1,1-TETRAMETHYLSILANAMINE);1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE;1,4-BIS(DIMETHYLAMINO)-1,1,4,4-TETRAMETHYL-1,4-DISILABUTANE;BIS(DIMETHYLAMINODIMETHYLSILYL)ETHANE;1,2-Bis[(dimethylamino)dimethylsilyl]ethane [Protecting Reagent for Aromatic Primary Amines];1,2-bis((diethylamino)dimethylsilyl)ethane;1,1μ-Ethylenebis(N,N,1,1-tetramethylsilanamine), 1,4-Bis(dimethylamino)-1,1,4,4-tetramethyl-1,4-disilabutane, 2,5-Bis(dimethylamino)-2,5-dimethyl-2,5-disilahexane
CAS:91166-50-6
MF:C10H28N2Si2
MW:232.51
EINECS:
Product Categories:Organosilicon;Others;Aminosilanes;Protection & Derivatization Reagents (for Synthesis);Si (Classes of Silicon Compounds);Si-N Compounds;Synthetic Organic Chemistry;Chemical Synthesis;Organometallic Reagents
Mol File:91166-50-6.mol
1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Structure
1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Chemical Properties
Boiling point 101-103 °C13 mm Hg(lit.)
density 0.824 g/mL at 25 °C(lit.)
refractive index n20/D 1.446(lit.)
Fp 57 °F
pka10.31±0.70(Predicted)
form clear liquid
color Colorless to Almost colorless
Specific Gravity0.824
Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
BRN 4366167
CAS DataBase Reference91166-50-6(CAS DataBase Reference)
Safety Information
Hazard Codes F,C
Risk Statements 11-34
Safety Statements 16-26-36/37/39-45
RIDADR UN 2924 3/PG 2
WGK Germany 3
10-21
TSCA No
HazardClass 3.1
PackingGroup II
HS Code 29319019
MSDS Information
ProviderLanguage
SigmaAldrich English
1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Usage And Synthesis
Physical propertiesbp 100–103°C/13 mmHg; d 0.824 g cm?3.
Uses1,4-Bis(dimethylamino)-1,1,4,4-tetramethyldisilethylene is used as a reagent for the protection of primary amines with lower pKa values, such as substituted anilines, as their tetramethyldisilylazacyclopentane or Stabase adduct; precursor of tetramethyldisilylthiacyclopentane, a sulfur transfer reagent.
The title reagent is used for the preparation of Stabase derivatives of primary amines, and is particularly useful for the protection of primary aromatic amines with pKa values of 10–11. The protection of substituted anilines is achieved by heating equimolar amounts of the title compound and the anilines in the presence of zinc iodide (0.5 mol %) under a slow stream of nitrogen at 140°C for 5 h. In many cases the products can be purified by vacuum distillation. Cleavage of the Stabase adducts to the corresponding primary amines can be performed in ether in the presence of 2 equiv of methanol and a small amount of p-toluenesulfonic acid monohydrate (0.2 mol %). The tetramethyldisilylazacyclopentane or Stabase adduct (3) is a particularly attractive protecting group due to its ease of preparation, base stability, and facile removal (eq 1).tetramethyldisilylazacyclopentane
Preparationthe reagent is prepared as a colorless liquid in 90% yield by treating commercially available bis(chlorodimethylsilyl) ethane with 5 equiv of dimethylamine in ether at 0°C for 5 h.
1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Preparation Products And Raw materials
Raw materials1,2-Bis(chlorodimethylsilyl)ethane-->Dimethylamine
Tag:1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE(91166-50-6) Related Product Information
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