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155071

Sigma-Aldrich

Azidotrimethylsilane

95%

Sinonimo/i:

Trimethylsilyl azide

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About This Item

Formula condensata:
(CH3)3SiN3
Numero CAS:
4648-54-8
Peso molecolare:
115.21
Beilstein:
1903730
Numero CE:
225-078-5
Numero MDL:
MFCD00001986
Codice UNSPSC:
12352103
eCl@ss:
39100709
ID PubChem:
24849336
NACRES:
NA.23

Saggio

95%

Stato

liquid

Indice di rifrazione

n20/D 1.414 (lit.)

P. ebollizione

52-53 °C/175 mmHg (lit.)

Densità

0.868 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

C[Si](C)(C)N=[N+]=[N-]

InChI

1S/C3H9N3Si/c1-7(2,3)6-5-4/h1-3H3
SEDZOYHHAIAQIW-UHFFFAOYSA-N

Descrizione generale

Azidotrimethylsilane (TMSN3) is a a colorless and stable organosilane reagent. It shows very slow decomposition at high temperatures. It is a very commonly used azide source and has been used in the synthesis of aminotriazole ligands. Azidotrimethylsilane can be easily synthesised by adding chlorotrimethylsilane dropwise to a stirred solution of NaN3 in diethylene glycol dimethyl ether.

Applicazioni

Azidotrimethylsilane can be used as:
  • A nitrogen precursor to prepare GaN nanowire via metal-organic chemical vapor deposition method.
  • An electrolyte additive in Li-O2 batteries. The addition of TMSN3 results in the formation of robust solid electrolyte interphase.
  • An efficient reagent in the synthesis of tetrazoles, fullerenyl azide, and α-azido oximes.
  • A silylating agent in the O-trimethyl silylation of alcohols and phenols.

Pittogrammi

FlameSkull and crossbones
GHS02,GHS06

Avvertenze

Danger

Indicazioni di pericolo

H225,H301 + H311 + H331

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

42.8 °F - closed cup

Punto d’infiammabilità (°C)

6 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
STBH9843
STBG3028V
STBF0857V
STBD0393V
S64386V

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Articoli

Introduction of Terminal Azide and Alkyne Functionalities in Polymers

“Click” chemistry, and the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in particular, is a powerful new synthetic tool in polymer chemistry and material science.

Hydroazidation Catalyst

The chemistry of organoazides is exceedingly rich, since the azide functionality reacts with electrophiles, nucleophiles, and dipolarophiles, with or without the extrusion of dinitrogen. Common place transformation such as Staudinger reductions or ligations, Cu(I)-catalyzed Huisgen cycloadditions (of the “click” reaction family), Curtius or Schmidt rearrangents, nitrene reactions, or imine formation via aza-Wittig reactions all necessitate organoazide precursors or intermediates

Organic Azides and Azide Sources

Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864 this energy-rich and versatile class of compounds has enjoyed considerable interest.

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