2-Trimethylsilanylaniline

Base Information

• Chemical Name: 2-Trimethylsilanylaniline
• CAS No.: 57792-17-3
• Molecular Formula: C9H15NSi
• Molecular Weight: 165.31
• DSSTox Substance ID: DTXSID30500144
• Wikidata: Q82351534
• Mol file: 57792-17-3.mol

Synonyms:2-Trimethylsilanylaniline;57792-17-3;2-TRIMETHYLSILYLANILINE;2-(Trimethylsilyl)aniline;SCHEMBL1172558;DTXSID30500144

Chemical Property of 2-Trimethylsilanylaniline

Chemical Property:

• Boiling Point: 101 °C(Press: 10 Torr)
• PKA: 3.34±0.10(Predicted)
• PSA: 26.02000
• Density: 0.952 g/cm3
• LogP: 2.39520
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 165.097376017
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC=CC=C1N

Technology Process of 2-Trimethylsilanylaniline

There total 11 articles about 2-Trimethylsilanylaniline 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: 75.0%

tris(trimethylsilyl)amine (1586-73-8) + potassium hexamethylsilazane (40949-94-8) + phenol (108-95-2,27073-41-2) → 2-aminophenyl-trimethylsilane (57792-17-3)

Guidance literature:

tris(trimethylsilyl)amine; potassium hexamethylsilazane; phenol; With Nonafluorobutanesulfonyl fluoride; In tetrahydrofuran; at 60 ℃; for 5h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; for 0.0833333h; pH=3 - 4;

DOI:10.1002/chem.201904987

Reference yield: 46.6%

chloro-trimethyl-silane (75-77-4) + 2-(bis(trimethylsilyl)amino)phenyl bromide (54807-57-7) → 2-aminophenyl-trimethylsilane (57792-17-3)

Guidance literature:

2-(bis(trimethylsilyl)amino)phenyl bromide; With n-butyllithium; In diethyl ether; at -60 - -40 ℃; for 1h;

chloro-trimethyl-silane; In diethyl ether; at -20 ℃;

With hydrogenchloride; In diethyl ether; at -7 - -5 ℃; Further stages.;

DOI:10.1134/S1070363208050095

Reference yield: 44.0%

trimethylsilan (993-07-7) + 2-iodophenylamine (615-43-0) → 2-aminophenyl-trimethylsilane (57792-17-3)

Guidance literature:

With potassium phosphate; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 72h; Inert atmosphere; Sealed tube;

upstream raw materials:

o-(trimethylsilyl)nitrobenzene

trimethylsilylacetylene

chloro-trimethyl-silane

2-(bis(trimethylsilyl)amino)phenyl bromide

Downstream raw materials:

acetic acid-(2-trimethylsilanyl-anilide)

4-dodecyloxy-3,5-bis(2-trimethylsilylphenyliminomethyl)phenylacetylene

3-(2-(trimethylsilyl)phenyl)quinazoline-2,4(1H,3H)-dione