2,2,4,4,6,6-Hexamethylcyclotrisilazane

Base Information

• Chemical Name: 2,2,4,4,6,6-Hexamethylcyclotrisilazane
• CAS No.: 1009-93-4
• Molecular Formula: C6H21N3Si3
• Molecular Weight: 219.509
• Hs Code.: 29349990
• European Community (EC) Number: 213-773-6
• NSC Number: 139842
• UNII: ECL2W6GI8L
• DSSTox Substance ID: DTXSID4037748
• Nikkaji Number: J26.484I
• Wikipedia: Hexamethylcyclotrisilazane
• Wikidata: Q27277107
• ChEMBL ID: CHEMBL3183025
• Mol file: 1009-93-4.mol

Synonyms:1009-93-4;2,2,4,4,6,6-Hexamethylcyclotrisilazane;2,2,4,4,6,6-Hexamethyl-1,3,5,2,4,6-triazatrisilinane;Hexamethylcyclotrisilazane;Cyclotrisilazane, 2,2,4,4,6,6-hexamethyl-;Dimethylsilazane trimer;1,1,3,3,5,5-Hexamethylcyclotrisilazane;NSC 139842;EINECS 213-773-6;UNII-ECL2W6GI8L;ECL2W6GI8L;BRN 0774739;C6H21N3Si3;DTXSID4037748;NSC-139842;4-04-00-04114 (Beilstein Handbook Reference);Dimethylsilazane Cyclic Trimer;CH7250;NSC139842;1,1,3,3,5,5-hexamethyl cyclotrisilazane;hexamethyl cyclotrisilazane;hexamethylcyclo-trisilazane;Cyclotrisilazane, hexamethyl-;SCHEMBL445679;CHEMBL3183025;DTXCID2017748;WGGNJZRNHUJNEM-UHFFFAOYSA-;BAA00993;Tox21_300757;MFCD00039698;Methyl2-bromomethyl-3-methoxybenzoate;AKOS008901307;2,4,4,6,6-Hexamethylcyclotrisilazane;NCGC00164153-01;NCGC00164153-02;NCGC00254661-01;Cyclotrisilazane,2,4,4,6,6-hexamethyl-;LS-58859;CAS-1009-93-4;1,1,3,3,5,5 -Hexamethylcyclotrisilazane;CS-0198837;FT-0609095;H0909;H7250;D90974;S09525;2,2,4,4,6,6-Hexamethylcyclotrisilazane, 97%;C[Si]1(C)N[Si](C)(C)N[Si](C)(C)N1;J-802220;Trimethylsil2,2,4,4,6,6-Hexamethylcyclotrisilazane;Q27277107;2,2,4,4,6,6-Hexamethyl-1,3,5,2,4,6-triazatrisilinane #

Chemical Property of 2,2,4,4,6,6-Hexamethylcyclotrisilazane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.591mmHg at 25°C
• Melting Point: -10 °C(lit.)
• Refractive Index: n20/D 1.445(lit.)
• Boiling Point: 188 °C at 760 mmHg
• PKA: 14.76±0.20(Predicted)
• Flash Point: 63.5 °C
• PSA: 36.09000
• Density: 0.91 g/cm³
• LogP: 1.86060
• Water Solubility.: Decomposes in contact with water,Insoluble in water
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 219.10432729
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99.9% ^*data from raw suppliers

2,2,4,4,6,6-Hexamethylcyclotrisilazane >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si]1(N[Si](N[Si](N1)(C)C)(C)C)C

Technology Process of 2,2,4,4,6,6-Hexamethylcyclotrisilazane

There total 8 articles about 2,2,4,4,6,6-Hexamethylcyclotrisilazane 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: 92.0%

2,2,4,4,6,6,8,8-octamethyl-cyclotetrasilazane (1020-84-4) → 2,2,4,4,6,6-hexamethylcyclotrisilazane (1009-93-4)

Guidance literature:

With dimethylsilicon dichloride; In dichloromethane; at -20 - 0 ℃; for 2h; Solvent; Temperature;

Reference yield: 15.0%

2,2-dichlorotetramethylcyclotrisiloxane (51840-40-5) + dimethylsilicon dichloride (75-78-5,30107-43-8) → 2,2,4,4,8,8,10,10-octamethylspiro<5.5>pentasila-1,3,5-trioxa-7,9,11-triazane (131967-49-2) + 2,2,4,4,10,10,12,12,15,15-decamethylspiro<1.5.3.5>heptasila-7,14,16,-triaza-1,3,5,9,11,13-hexaoxane (131967-52-7) + 2,2,4,4,8,8,12,12,14,14,17,17-dodecamethylspiro<3.5.3.5>octasila-7,9,16,18-tetraaza-1,3,5,11,13,15-hexaoxane (126179-09-7) + 2,2,4,4,6,6-hexamethylcyclotrisilazane (1009-93-4) + 2,2,4,4,6,6,8,8-octamethyl-cyclotetrasilazane (1020-84-4)

Guidance literature:

With ammonia; In benzene; at 80 ℃; Product distribution; diff. concentr.; diff. solvent;

Reference yield: 14.0%

dimethylsilicon dichloride (75-78-5,30107-43-8) + 1,3-bis(chlorodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane (2329-10-4) → 1,3-bis(aminodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane (13270-82-1) + 1,3-bis<3-(aminodimethylsilyl)-2,2,4,4-tetramethyl-1-cyclodisilazanyl>-1,1,3,3-tetramethyldisilazane (75344-63-7) + 1-(aminodimethylsilyl)-3-(3-amino-1,1,3,3-tetramethyl-1-disilazanyl)-2,2,4,4-tetramethylcyclodisilazane (75344-64-8) + 2,2,4,4,6,6-hexamethylcyclotrisilazane (1009-93-4)

Guidance literature:

With ammonia; In toluene; at 18 - 20 ℃; Further byproducts given;

upstream raw materials:

dimethylsilicon dichloride

2,2-dichlorotetramethylcyclotrisiloxane

1,3-bis(chlorodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane

ammonia

Downstream raw materials:

2,2-dimethyl-1,3-diphenyl-[1,3,5,2]triazasilinane-4,6-dione

2,2-dimethyl-1,3,5-triphenyl-[1,3,5,2]triazasilinane-4,6-dione

dimethyldiacetoxysilane

1,3-bis-(4-bromo-phenyl)-2,2-dimethyl-[1,3,5,2]triazasilinane-4,6-dione

Refernces

Synthesis of 1,3-bis(chlorodiorganosilyl)-cyclodisilazane via dehydro-chlorination reaction of 1,3-dichloro-Tetraorgano-Disilazane in the presence of deacidification agent

10.1016/j.jorganchem.2020.121414

The research focuses on the development of a novel and convenient synthesis process for 1,3-bis(chlorodiorganosilyl)-cyclodisilazanes, which are important starting materials for preparing high-temperature-resistant elastomers. The synthesis involves an intermolecular dehydrochlorination of 1,3-dichloro-tetraorgano-disilazanes in the presence of a strong organic alkaline deacidification agent, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The study compares different methods for preparing 1,3-dichloro-tetraorgano-disilazanes, including silyl group exchange reactions and equilibrium redistribution reactions, and examines the influence of various substituents on the reaction outcomes. The experiments utilize reactants such as hexamethylcyclotrisilazane, dimethyldichlorosilane, and diphenyldichlorosilane, among others, and employ techniques like 29Si NMR, 1H NMR, 13C NMR, FT-IR spectroscopy, and elemental analysis to characterize the synthesized compounds. The research also discusses the reaction mechanisms and provides detailed procedures for the synthesis of four different 1,3-bis(chlorodiorganosilyl)-tetraorganocyclodisilazanes, highlighting the advantages of using DBU as a deacidification agent for a one-step, mild, and efficient synthesis process.