2,4,6-Tri-tert-butyl-N-(trimethylsilyl)aniline

Base Information

• Chemical Name: 2,4,6-Tri-tert-butyl-N-(trimethylsilyl)aniline
• CAS No.: 101455-63-4
• Molecular Formula: C21H39 N Si
• Molecular Weight: 333.633
• European Community (EC) Number: 806-314-1
• DSSTox Substance ID: DTXSID70399751
• Wikidata: Q82202460
• Mol file: 101455-63-4.mol

Synonyms:101455-63-4;2,4,6-Tri-tert-butyl-N-(trimethylsilyl)aniline;2,4,6-tritert-butyl-N-trimethylsilylaniline;1,1,1-Trimethyl-N-(2,4,6-tri-tert-butylphenyl)silanamine;Silanamine, 1,1,1-trimethyl-N-[2,4,6-tris(1,1-dimethylethyl)phenyl]-;DTXSID70399751;AKOS022179627;2,4,6-TRI-TERT-BUTYL-N-(TRIMETHYLSILYL)-ANILINE

Chemical Property of 2,4,6-Tri-tert-butyl-N-(trimethylsilyl)aniline

Chemical Property:

• Melting Point: 86-88 °C(lit.)
• PSA: 12.03000
• LogP: 6.89890
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 333.285176783
• Heavy Atom Count: 23
• Complexity: 362

Purity/Quality:

95% ^*data from raw suppliers

2,4,6-TRI-TERT-BUTYL-N-(TRIMETHYLSILYL)ANILINE 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)N[Si](C)(C)C)C(C)(C)C

Technology Process of 2,4,6-Tri-tert-butyl-N-(trimethylsilyl)aniline

There total 2 articles about 2,4,6-Tri-tert-butyl-N-(trimethylsilyl)aniline 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: 94.3%

chloro-trimethyl-silane (75-77-4) + 2,4,6-Tri-tert-butylaniline (961-38-6) → lithium N-trimethylsilyl-1-amino-2,4,6-tri-tert-butylbenzene (101455-63-4)

Guidance literature:

2,4,6-Tri-tert-butylaniline; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

chloro-trimethyl-silane; In tetrahydrofuran; at 0 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejic.201900003

Reference yield:

(2,4,6-tri-tert-butylphenyl)*N(SiMe3)BiCl2 → C42H76N2Si2 + lithium N-trimethylsilyl-1-amino-2,4,6-tri-tert-butylbenzene (101455-63-4)

Guidance literature:

With Ag[CB₁₁H₆Br₆]; In dichloromethane; at -80 ℃; for 3.5h; Inert atmosphere; Darkness;

DOI:10.1002/ejic.201900003

Reference yield: 96.4%

trimethyltin(IV)chloride (1066-45-1) + lithium N-trimethylsilyl-1-amino-2,4,6-tri-tert-butylbenzene (101455-63-4) → [2,4,6-tri-tert-butylphenyl]N(SiMe3)SnMe3

Guidance literature:

lithium N-trimethylsilyl-1-amino-2,4,6-tri-tert-butylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 0.166667h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/zaac.201700162

upstream raw materials:

chloro-trimethyl-silane

2,4,6-Tri-tert-butylaniline

Downstream raw materials:

C₂₃H₃₉N₂P

P-(2,2,6,6-tetramethylpiperidino)-N-(2,4,6-tri-tert-butylphenyl)phosphinimine

P-dimethylamino-N-(2,4,6-tri-tert-butylphenyl)-λ³-iminophosphine

C₂₂H₃₉N₂P

Refernces

• 1、 Romanenko, V. D.,Ruban, A. V.,Iksanova, S. V.,Polyachenko, L. K.,Markovski, L. N.. "STRUCTURAL ISOMERIZATION OF P-(p'-TRIMETHYLSILYLPHOSPHINO)-METHYLENEPHOSPHINE TO DIPHOSPHENE: A NEW APPROACH TO THE SYNTHESIS OF UNSYMMETRICAL DIPHOSPHENES". . p. 365 - 368. Retrieved 2007/10/02.