Tris(trimethylsilyl)amine

Base Information

• Chemical Name: Tris(trimethylsilyl)amine
• CAS No.: 1586-73-8
• Molecular Formula: C9H27NSi3
• Molecular Weight: 233.577
• Hs Code.: 29319090
• European Community (EC) Number: 216-445-0
• NSC Number: 252162
• UNII: SVA5FGS9US
• DSSTox Substance ID: DTXSID2061802
• Nikkaji Number: J125.865F
• Wikipedia: Tris(trimethylsilyl)amine
• Wikidata: Q18211607
• Mol file: 1586-73-8.mol

Synonyms:Tris(trimethylsilyl)amine;1586-73-8;Nonamethyltrisilazane;Amine, tris(trimethylsilyl)-;Silanamine, 1,1,1-trimethyl-N,N-bis(trimethylsilyl)-;SVA5FGS9US;[[bis(trimethylsilyl)amino]-dimethylsilyl]methane;NSC-252162;Nitrilotris(trimethylsilane);MFCD00047990;NSC252162;Silanamine,1,1,1-trimethyl-N,N-bis(trimethylsilyl)-;UNII-SVA5FGS9US;tris(trimethylsilyl) amine;SCHEMBL1200901;((CH3)3Si)3N;DTXSID2061802;Tris(trimethylsilyl)amine, 98%;N,N,N-Tris(trimethylsilyl)amine #;EINECS 216-445-0;AKOS026745411;NSC 252162;BS-21589;AI3-63071;CS-0204607;FT-0633683;D95874;A883404;1,1,1-Trimethyl-N,N-bis(trimethylsilyl)silanamine;1,1,1-Trimethyl-N,N-bis(trimethylsilyl)silylamine;J-009518;Silanamine,1,1-trimethyl-N,N-bis(trimethylsilyl)-;1,1,1-Trimethyl-N,N-Bis(Trimethylsilyl)-Silanamine;F0001-0567

Chemical Property of Tris(trimethylsilyl)amine

Chemical Property:

• Appearance/Colour: Colorless crystals
• Vapor Pressure: 0.559mmHg at 25°C
• Melting Point: 65-69 °C
• Refractive Index: 1.4550
• Boiling Point: 189.8 °C at 760 mmHg
• PKA: pK1:4.70(+1) (25°C)
• Flash Point: 75.9 °C
• PSA: 3.24000
• Density: 0.801 g/cm³
• LogP: 3.79310
• Sensitive.: Moisture Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 233.14512947
• Heavy Atom Count: 13
• Complexity: 138

Purity/Quality:

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

Nonamethyltrisilazane, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)N([Si](C)(C)C)[Si](C)(C)C

Technology Process of Tris(trimethylsilyl)amine

There total 34 articles about Tris(trimethylsilyl)amine 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: 94.0%

Methyltrichlorosilane (75-79-6) + N-chlorohexamethyldisilazane (4148-01-0) → tris(trimethylsilyl)amine (1586-73-8)

Guidance literature:

With Hexamethylphosphorous triamide; In diethyl ether; for 0.5h;

Reference yield: 85.0%

chloro-trimethyl-silane (75-77-4) + [(1,3-dicyclohexylimidazol-2-ylidene)2Co(Me3SiNNSiMe3)] → tris(trimethylsilyl)amine (1586-73-8)

Guidance literature:

With potassium graphite; In diethyl ether; at 20 ℃; for 24h; under 760.051 Torr; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/jacs.7b11660

Reference yield: 82.0%

chloro-trimethyl-silane (75-77-4) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → tris(trimethylsilyl)amine (1586-73-8)

Guidance literature:

1,1,1,3,3,3-hexamethyl-disilazane; With sodium; In styrene; toluene; for 3h; Reflux;

chloro-trimethyl-silane; for 4h; Reflux;

DOI:10.1134/S1070363211120140

upstream raw materials:

chloro-trimethyl-silane

lithium hexamethyldisilazane

bis(trimethylsilyl)carbodi-imide

tetrahydrofuran

Downstream raw materials:

1,5-diphenyl-3-trifluoromethyl-penta-1,4-dien-3-ol

(E,E)-3-trifluoromethyl-3-trimethylsilyloxy-1,5-diphenyl-1,4-pentadiene

(E)-trimethyl((1,1,1-trifluoro-2,4-diphenylbut-3-en-2-yl)oxy)silane

1-(trans)-phenylethenyl-1-phenyl-trifluoromethylcarbinol

Refernces

• 1、 Ohki, Yasuhiro,Araki, Yuna,Tada, Mizuki,Sakai, Yoichi. "Synthesis and Characterization of Bioinspired [Mo2Fe2]–Hydride Cluster Complexes and Their Application in the Catalytic Silylation of N2". . p. 13240 - 13248. Retrieved 2017.
• 2、 Eaton, Mary C.,Knight, Brian J.,Catalano, Vincent J.,Murray, Leslie J.. "Evaluating Metal Ion Identity on Catalytic Silylation of Dinitrogen Using a Series of Trimetallic Complexes". . p. 1519 - 1524. Retrieved 2020.
• 3、 Shiina. "". . p. 9266. Retrieved 1972.
• 4、 Dechert, Sebastian,Demeshko, Serhiy,Gupta, Sandeep K.,Li, Ming,Meyer, Franc. "Merging Pincer Motifs and Potential Metal–Metal Cooperativity in Cobalt Dinitrogen Chemistry: Efficient Catalytic Silylation of N2 to N(SiMe3)3". . p. 14480 - 14487. Retrieved 2021.
• 5、 Lehn. "". . p. 305. Retrieved 1964.
• 6、 Kilian, Petr,Marek, Jaromir,Marek, Radek,Tou-In, Jioi,Humpa, Otakar,Novosad, Josef,Woollins, J. Derek. "New P-S-N containing ring systems. Reaction of 2,4-(naphthalene-1,8-diyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide and its 4-methoxynaphthalene derivative with hexamethyldisilazane". . p. 1175 - 1180. Retrieved 1998.
• 7、 Liao, Qian,Saffon-Merceron, Nathalie,Mézailles, Nicolas. "N2 Reduction into Silylamine at Tridentate Phosphine/Mo Center: Catalysis and Mechanistic Study". . p. 6902 - 6906. Retrieved 2015.
• 8、 Wannagar,Schreiner. "-". . p. 46. Retrieved 1964.
• 9、 Cavaillé, Anthony,Joyeux, Benjamin,Saffon-Merceron, Nathalie,Nebra, Noel,Fustier-Boutignon, Marie,Mézailles, Nicolas. "Triphos-Fe dinitrogen and dinitrogen-hydride complexes: Relevance to catalytic N2 reduction". . p. 11953 - 11956. Retrieved 2018.
• 10、 McWilliams, Sean F.,Broere, Dani?l L. J.,Halliday, Connor J. V.,Bhutto, Samuel M.,Mercado, Brandon Q.,Holland, Patrick L.. "Coupling dinitrogen and hydrocarbons through aryl migration". . p. 221 - 226. Retrieved 2020.