Trimethylsilylmethyl azide

Base Information

• Chemical Name: Trimethylsilylmethyl azide
• CAS No.: 87576-94-1
• Molecular Formula: C4H11N3Si
• Molecular Weight: 129.237
• Hs Code.: 2931900090
• European Community (EC) Number: 677-362-7
• DSSTox Substance ID: DTXSID40236487
• Nikkaji Number: J209.036H
• Wikidata: Q72514509
• Mol file: 87576-94-1.mol

Synonyms:Trimethylsilylmethyl azide;87576-94-1;(azidomethyl)trimethylSilane;Azidomethyltrimethylsilane;azidomethyl(trimethyl)silane;Silane, (azidomethyl)trimethyl-;trimethylsilylmethylazide;CCRIS 8030;diazonio(trimethylsilylmethyl)azanide;azidomethyl-trimethyl-silane;(azidomethyl)(trimethyl)silane;SCHEMBL15391517;DTXSID40236487;HKBUFTCADGLKAS-UHFFFAOYSA-N;MFCD00059964;AKOS006230628;GS-5566;FT-0706965;T1184;EN300-174337;T73022;A842275

Chemical Property of Trimethylsilylmethyl azide

Chemical Property:

• Refractive Index: 1.4300 to 1.4340
• Boiling Point: 92-95 °C
• Flash Point: 6 °C
• PSA: 49.75000
• Density: 0.87 g/cm³
• LogP: 2.04516
• Solubility.: Sol organic solvents; insol water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 129.072223898
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

98%,99%, ^*data from raw suppliers

Trimethylsilylmethyl Azide ^*data from reagent suppliers

Safty Information:

• Statements: 11-23/24/25
• Safety Statements: 16-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CN=[N+]=[N-]
• Physical properties: bp 43 °C/43 mmHg; IR νmax 2100 cm?1; 1H NMR (CDCl3) δ = 0.12 (s, 9H), 2.75 (s, 2H); MS m/z 129, 73.
• Uses: Trimethylsilylmethyl Azide is used in the amination of organometallic compounds; preparation of heterocyclic compounds; precursor of azomethine ylide, reactant in Silylmethyl-Substituted Heterocumulenes and [3 + 2] Cycloaddition etc.

Technology Process of Trimethylsilylmethyl azide

There total 2 articles about Trimethylsilylmethyl azide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(bromomethyl)trimethylsilane (18243-41-9) → trimethylsilylmethyl azide (87576-94-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1039/c1gc16067b

Reference yield: 97.0%

Chloromethyltrimethylsilane (2344-80-1) → trimethylsilylmethyl azide (87576-94-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 44h;

DOI:10.1039/c39830001322

Reference yield: 97.0%

trimethylsilylmethyl azide (87576-94-1) + phenylpropyolic acid (637-44-5) → 4-phenyl-1-((trimethylsilyl)methyl)-1H-1,2,3-triazole (1352807-56-7)

Guidance literature:

With copper(I) oxide; In acetonitrile; at 80 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; Time; Catalytic behavior; Schlenk technique;

DOI:10.1016/j.tet.2018.11.054

upstream raw materials:

Chloromethyltrimethylsilane

(bromomethyl)trimethylsilane

Downstream raw materials:

formaldehyd

2-azallyl anion

[(E)-3-Phenyl-prop-2-en-(Z)-ylidene]-trimethylsilanylmethyl-amine

[(E)-3-Phenyl-prop-2-en-(E)-ylidene]-trimethylsilanylmethyl-amine

Refernces

• 1、 -. "SULFONAMIDE RETINOIC ACID RECEPTOR-RELATED ORPHAN RECEPTOR MODULATORS AND USES THEREOF". Paragraph 0257; 0258. . Retrieved 2016/02/16.
• 2、 -. "RETINOIC ACID RECEPTOR-RELATED ORPHAN RECEPTOR MODULATORS AND USES THEREOF". Paragraph 0218; 0219. . Retrieved 2015/09/28.