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Triphenylsilylazide, with the chemical formula (C6H5)3SiN3, is a stable yet highly reactive azide compound featuring a silyl group. It is widely recognized for its role as a high-energy intermediate in the synthesis of silyl-substituted molecules and for its capacity to engage in azide-alkyne cycloaddition reactions, which is instrumental in the formation of triazoles. Its applications extend to the modification of surfaces and the preparation of polymers, while also being considered for its potential in the development of explosives and propellants due to its high nitrogen content and energetic characteristics. However, the explosive nature of triphenylsilylazide necessitates careful handling and storage.

5599-34-8

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5599-34-8 Usage

Uses

Used in Organic Synthesis:
Triphenylsilylazide is used as a high-energy intermediate for the preparation of silyl-substituted molecules, facilitating the synthesis of a variety of organic compounds.
Used in Surface Modification:
It is employed as a reagent in the modification of surfaces, enhancing their properties for specific applications.
Used in Polymer Preparation:
Triphenylsilylazide is utilized in the preparation of polymers, contributing to the development of materials with tailored characteristics.
Used in Explosives and Propellants Industry:
Due to its high nitrogen content and energetic properties, triphenylsilylazide is investigated for potential use in the development of explosives and propellants, although its use in this industry requires stringent safety measures.
Used in Research and Development:
In the scientific community, triphenylsilylazide is used for research purposes, particularly in exploring its reactivity and potential applications in various chemical reactions and processes.

Check Digit Verification of cas no

The CAS Registry Mumber 5599-34-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,9 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5599-34:
(6*5)+(5*5)+(4*9)+(3*9)+(2*3)+(1*4)=128
128 % 10 = 8
So 5599-34-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H16N3Si/c19-20-21-22(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19H/q+1

5599-34-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name azido(triphenyl)silane

1.2 Other means of identification

Product number -
Other names triphenylsilylazide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5599-34-8 SDS

5599-34-8Upstream product

5599-34-8Relevant academic research and scientific papers

An ESR study on structures of a series of silylnitrenes

Itagaki, Yoshiteru,Iseoka, Takashi,Iida, Toshiyuki,Ohshita, Joji,Shiotani, Masaru,Kunai, Atsutaka

, p. 249 - 254 (2007/10/03)

Structures of a series of silylnitrenes formed from silyl azides were investigated by means of ESR. γ-Irradiation and photo-illumination of all the silyl azides resulted in the formation of triplet states even for those having two or three Si-N3 groups in a molecule. ESR spectra of the silylnitrenes exhibited a part of the fine structure at around 820 mT. All the silyl azides studied gave nearly identical D-values (ca. 1.5cm-1) and much larger than those in phenylnitrenes. The results suggested that electron spins are localized in the nitrogen p-orbitals to a large extent and was interpreted in terms of a mono-silane linkage of nitrene, -Si-N:, i.e., interrupting spin delocalization.

Compound oxidized styrylphosphine

-

, (2008/06/13)

Homopolymers, copolymers and terpolymers of a styrene based monomer are prepared by: (1) polymerizing at least one oxidized styrylphosphine monomer selected from the group of: (2) polymerizing p-diphenylphosphinestyrene and then oxidizing said polymerized p-diphenylphosphinestyrene monomer with an organoazide selected from the group of (C6 H5)2 P(O)N3, (C6 H5 O)2 P(O)N3, (C6 H5)2 C3 N3 (N3) and C6 H5 C3 N3 (N3)2. Copolymers can also be prepared by copolymerizing styrene with at least one oxidized styrylphosphine monomer selected from the group of:

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