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

1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Structure
CAS No.
91166-50-6
Chemical Name:
1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE
Synonyms
DK424;BIS(DIMETHYLAMINODIMETHYLSILYL)ETHANE;1,2-bis((diethylamino)dimethylsilyl)ethane;1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE;α,α'-Ethylenebis(N,N,α,α-tetramethylsilanamine);1,1'-ETHYLENEBIS(N,N,1,1-TETRAMETHYLSILANAMINE);1,1'-ETHYLENEBIS(N,N,1,1-TETRAMETHYLSILANAMIDE);[Protecting Reagent for Aromatic Primary Amines];1,2-Bis[(dimethylamino)dimethylsilyl]ethane 2,5-Bis(dimethylamino)-2,5-dimethyl-2,5-disilahexane
CBNumber:
CB4429063
Molecular Formula:
C10H28N2Si2
Molecular Weight:
232.51
MOL File:
91166-50-6.mol
MSDS File:
SDS
Modify Date:
2023/6/8 17:06:37

1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE 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.)
Flash point 57 °F
pka 10.31±0.70(Predicted)
form clear liquid
color Colorless to Almost colorless
Specific Gravity 0.824
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN 4366167
CAS DataBase Reference 91166-50-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05
Signal word  Danger
Hazard statements  H225-H314
Precautionary statements  P233-P240-P241+P242+P243-P260-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405-P501-P210-P280-P305+P351+P338-P310
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
NFPA 704
3
0 0

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

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) B1773 1,2-Bis[(dimethylamino)dimethylsilyl]ethane [Protecting Reagent for Aromatic Primary Amines] min. 93.0 % 91166-50-6 5G ₹15400 2022-05-26 Buy
Product number Packaging Price Buy
B1773 5G ₹15400 Buy

1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Chemical Properties,Uses,Production

Physical properties

bp 100–103°C/13 mmHg; d 0.824 g cm?3.

Uses

1,4-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

Preparation

the 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 materials

Preparation Products

Global( 74)Suppliers
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TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Shanghai Daken Advanced Materials Co.,Ltd +86-371-66670886 China 16209 58 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32760 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29900 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
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Alfa Chemistry +1-5166625404 United States 21317 58 Inquiry
Coresyn Pharmatech Co., Ltd. +86-571-86626709 +86-18157142896 China 9991 58 Inquiry
ShenZhen Trendseen Biological Technology Co.,Ltd. 13417589054 China 11681 58 Inquiry
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 α,α'-Ethylenebis(N,N,α,α-tetramethylsilanamine) 2,5-Bis(dimethylamino)-2,5-dimethyl-2,5-disilahexane [Protecting Reagent for Aromatic Primary Amines] 1,2-Bis[(dimethylamino)dimethylsilyl]ethane  N-[2-[dimethylamino(dimethyl)silyl]ethyl-dimethylsilyl]-N-methylmethanamine 1,2-Bis[(dimethylamino)dimethylsilyl]ethane [Protecting Reagent for Aromatic Primary Amines]> Silanamine, 1,1'-(1,2-ethanediyl)bis[N,N,1,1-tetramethyl- 1,1'-(Ethane-1,2-diyl)bis(N,N,1,1-tetramethylsilanamine) DK424 1,1'-(Ethane-1,2-diyl)bis(N,N,1,1-tetramethylsilanamine) 91166-50-6 -CH2SiCH32NCH322 C10H28N2Si2 Protection & Derivatization Reagents (for Synthesis) Si-N Compounds Si (Classes of Silicon Compounds) Aminosilanes Organometallic Reagents Organosilicon Others Organosilicon Others Aminosilanes Protection & Derivatization Reagents (for Synthesis) Si (Classes of Silicon Compounds) Si-N Compounds Synthetic Organic Chemistry Chemical Synthesis Organometallic Reagents