1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE
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- CAS-Nr.
- 91166-50-6
- Englisch Name:
- 1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE
- Synonyma:
- 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
- Summenformel:
- C10H28N2Si2
- Molgewicht:
- 232.51
- MOL-Datei:
- 91166-50-6.mol
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1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Eigenschaften
- Siedepunkt:
- 101-103 °C13 mm Hg(lit.)
- Dichte
- 0.824 g/mL at 25 °C(lit.)
- Brechungsindex
- n20/D 1.446(lit.)
- Flammpunkt:
- 57 °F
- pka
- 10.31±0.70(Predicted)
- Aggregatzustand
- clear liquid
- Farbe
- Colorless to Almost colorless
- Wichte
- 0.824
- Hydrolytic Sensitivity
- 8: reacts rapidly with moisture, water, protic solvents
- BRN
- 4366167
- CAS Datenbank
- 91166-50-6(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher |
F,C |
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R-Sätze: |
11-34 |
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S-Sätze: |
16-26-36/37/39-45 |
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RIDADR |
UN 2924 3/PG 2 |
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WGK Germany |
3 |
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F |
10-21 |
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TSCA |
No |
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HazardClass |
3.1 |
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PackingGroup |
II |
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HS Code |
29319019 |
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Bildanzeige (GHS) |
![GHS hazard pictograms](/GHS02.jpg)
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Alarmwort |
Achtung |
Gefahrenhinweise |
Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
H225 |
Flüssigkeit und Dampf leicht entzündbar. |
Entzündbare Flüssigkeiten |
Kategorie 2 |
Achtung |
src="/GHS02.jpg" width="20" height="20" /> |
P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501 |
H314 |
Verursacht schwere Verätzungen der Haut und schwere Augenschäden. |
Ätzwirkung auf die Haut |
Kategorie 1B |
Achtung |
src="/GHS05.jpg" width="20" height="20" /> |
P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501 |
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Sicherheit |
P233 |
Behälter dicht verschlossen halten. |
P240 |
Behälter und zu befüllende Anlage erden. |
P260 |
Dampf/Aerosol/Nebel nicht einatmen. |
P264 |
Nach Gebrauch gründlich waschen. |
P264 |
Nach Gebrauch gründlich waschen. |
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1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Physikalische Eigenschaften
bp 100–103°C/13 mmHg; d 0.824 g cm?3.
Verwenden
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).
synthetische
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 Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
1,2-BIS[(DIMETHYLAMINO)DIMETHYLSILYL]ETHANE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 74)Lieferanten
91166-50-6()Verwandte Suche:
1,2-Dichlor-1,1,2,2-tetramethyldisilan
4,4,7,7-Tetraethoxy-3,8-dioxa-4,7-disiladecan
3,3,6,6-Tetramethoxy-2,7-dioxa-3,6-disilaoctan
1,2-Dimethyl-1,1,2,2-tetraphenyldisilan
Trimethylsilyl-2,2,2-trifluoro-N-(trimethylsilyl)acetimidat
Ethan
Pentamethylsilylamin
N,N,1,1-Tetramethylsilylamin
- 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