N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

Base Information

Chemical Name:N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine
CAS No.:885334-07-6
Molecular Formula:C₂₂H₄₈N₂Si₄
Molecular Weight:452.979
Hs Code.:

Synonyms:N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

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Technology Process of N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

There total 2 articles about N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine 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: 76.0%

: N,N'-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

: 75-77-4
chloro-trimethyl-silane

: 885334-07-6
N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

Guidance literature:: N,N'-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 6h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at 20 ℃; for 18h;
DOI:10.1016/j.jorganchem.2005.12.016

Reference yield:

: 3102-87-2
tetramethyl-p-phenylenediamine

: 885334-07-6
N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiBuⁿ / tetrahydrofuran; hexane / 16 h / 20 °C

1.2: 91 percent / tetrahydrofuran; hexane / 12 h / 20 °C

2.1: LiBuⁿ / tetrahydrofuran; hexane / 6 h / 20 °C

2.2: 76 percent / tetrahydrofuran; hexane / 18 h / 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1016/j.jorganchem.2005.12.016

Reference yield: 45.0%

: 885334-07-6
N,N,N',N'-tetrakis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-phenylenediamine

: (η5-trimethylsilylcyclopentadienyl)niobium tetrachloride

: 885334-12-3
(eta.5-C₅H₄SiMe₃)NbCl₂[NC₆Me₄-4-(N(SiMe₃)2)]

Guidance literature:: In dichloromethane; (N2); heating mixture of niobium compd. and amine in molar ratio 1:1 in CH2Cl2 at 90°C for 48 h, evapn., addn. of CH2Cl2, heating at 90°C for 16 h, repeating of process (evapn., addn. CH2Cl2, heating at90°C for 16 h) 2 more times; evapn., extn. (hexane), recrystn. (hexane), elem. anal.;
DOI:10.1016/j.jorganchem.2005.12.016