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Merck

155071

Azidotrimethylsilane

95%

Synonym(s):

Trimethylsilyl azide

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About This Item

Linear Formula:
(CH3)3SiN3
CAS Number:
4648-54-8
Molecular Weight:
115.21
NACRES:
NA.23
PubChem Substance ID:
24849336
eCl@ss:
39100709
UNSPSC Code:
12352103
EC Number:
225-078-5
MDL number:
MFCD00001986
Beilstein/REAXYS Number:
1903730

Key Documents

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InChI key

SEDZOYHHAIAQIW-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

95%

form

liquid

refractive index

n20/D 1.414 (lit.)

bp

52-53 °C/175 mmHg (lit.)

density

0.868 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

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.

Application

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.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

42.8 °F - closed cup

flash_point_c

6 °C - closed cup

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

155071-BULK: + 155071-10G: + 155071-50G: + 155071-VAR:

jan

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Synthesis, 106-106 (1988)
Azidotrimethylsilane
Li, B. L.
Synlett, 23(10), 1554-1555 (2012)
Journal of the American Chemical Society, 116, 4501-4501 (1994)
Journal of the American Chemical Society, 115, 9347-9347 (1993)
Well-defined poly (oxazoline)-b-poly (acrylate) amphiphilic copolymers: From synthesis by polymer-polymer coupling to self-organization in water
Guillerm, Brieuc, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 51(5), 1118-1128 (2013)
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