3-((Trimethylsilyl)ethynyl)aniline

Base Information

• Chemical Name: 3-((Trimethylsilyl)ethynyl)aniline
• CAS No.: 110598-30-6
• Molecular Formula: C11H15NSi
• Molecular Weight: 189.332
• European Community (EC) Number: 889-514-1
• DSSTox Substance ID: DTXSID60457213
• Nikkaji Number: J1.543.338H
• Wikidata: Q82279974
• Mol file: 110598-30-6.mol

Synonyms:3-((Trimethylsilyl)ethynyl)aniline;110598-30-6;3-(2-trimethylsilylethynyl)aniline;SCHEMBL2418110;3-(Trimethylsilylethynyl)aniline;DTXSID60457213;UMDLPUJBLHKTSG-UHFFFAOYSA-N;3-[-(trimethylsilyl)ethynyl]aniline;3-trimethylsilanylethynyl-phenylamine;MFCD20690708;DS-3759;CS-0186695;3-[2-(TRIMETHYLSILYL)ETHYNYL]ANILINE;O10856;EN300-7365396;A927847

Chemical Property of 3-((Trimethylsilyl)ethynyl)aniline

Chemical Property:

• PSA: 26.02000
• LogP: 3.07890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.097376017
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99%, ^*data from raw suppliers

3-((Trimethylsilyl)ethynyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC(=CC=C1)N

Technology Process of 3-((Trimethylsilyl)ethynyl)aniline

There total 8 articles about 3-((Trimethylsilyl)ethynyl)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: 99.0%

3-Iodoaniline (626-01-7) + trimethylsilylacetylene (1066-54-2) → 1-amino,3-trimethylsilylethynylbenzene (110598-30-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In diethylamine; N,N-dimethyl-formamide; at 25 ℃; for 5h;

DOI:10.1021/jo0057250

Reference yield: 93.0%

→ 1-amino,3-trimethylsilylethynylbenzene (110598-30-6)

Guidance literature:

Reference yield: 88.0%

→ 1-amino,3-trimethylsilylethynylbenzene (110598-30-6)

Guidance literature:

DOI:10.1016/S0040-4039(00)87818-1

upstream raw materials:

3-Iodoaniline

trimethylsilylacetylene

m-Bromoaniline

1-nitro-3-[2-(trimethylsilyl)ethynyl]benzene

Downstream raw materials:

3-((Z)-1-m-Tolyl-2-trimethylsilanyl-vinyl)-phenylamine

ethyl 7-[(3-ethynylphenyl)amino]pyrrolo[1,2-a]quinoxaline-4-carboxylate

7-[(3-ethynylphenyl)amino]pyrrolo[1,2-a]quinoxaline-4-carboxylic acid

ethyl 7-{[3-(2-trimethylsilylethynyl)phenyl]amino}pyrrolo[1,2-a]quinoxaline-4-carboxylate

Refernces

• 1、 Tomioka, Hideo,Sawai, Shinji. "Photolysis of regioisomeric diazides of 1,2-diphenylacetylenes studies by matrix-isolation spectroscopy and DFT calculations.". . p. 4441 - 4450. Retrieved 2003.
• 2、 Zhang, Jiong,Zhang, Jinyi,Hao, Guiyun,Xin, Weixiang,Yang, Fei,Zhu, Mingyan,Zhou, Huchen. "Design, synthesis, and structure-activity relationship of 7-propanamide benzoxaboroles as potent anticancer agents". . p. 6765 - 6784. Retrieved 2019/08/20.
• 3、 Zurro, Mercedes,Asmus, S?ren,Beckendorf, Stephan,Mück-Lichtenfeld, Christian,Mancheo, Olga Garca. "Chiral helical oligotriazoles: New class of anion-binding catalysts for the asymmetric dearomatization of electron-deficient N -heteroarenes". supporting information. p. 13999 - 14002. Retrieved 2015/01/08.