4-((Trimethylsilyl)ethynyl)aniline

Base Information

• Chemical Name: 4-((Trimethylsilyl)ethynyl)aniline
• CAS No.: 75867-39-9
• Molecular Formula: C11H15 N Si
• Molecular Weight: 189.332
• Hs Code.: 29319090
• European Community (EC) Number: 624-683-5
• DSSTox Substance ID: DTXSID30453409
• Nikkaji Number: J1.419.040F
• Wikidata: Q72514461
• Mol file: 75867-39-9.mol

Synonyms:4-((Trimethylsilyl)ethynyl)aniline;75867-39-9;4-[(Trimethylsilyl)ethynyl]aniline;4-(Trimethylsilylethynyl)aniline;4-(2-trimethylsilylethynyl)aniline;4-[2-(trimethylsilyl)ethynyl]aniline;4-[2-(Trimethylsilyl)ethynyl]benzenamine;4-trimethylsilylethynylaniline;SCHEMBL2226274;DTXSID30453409;CHTZIDLXGXGNMA-UHFFFAOYSA-N;MFCD03695479;PS-11474;4-[(Trimethylsilyl)ethynyl]aniline, 96%;CS-0046200;T3702;EN300-7378005

Chemical Property of 4-((Trimethylsilyl)ethynyl)aniline

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Melting Point: 94-98oC
• Boiling Point: 258.873oC at 760 mmHg
• PKA: 5.13±0.10(Predicted)
• Flash Point: 110.363oC
• PSA: 26.02000
• Density: 0.973g/cm3
• LogP: 3.07890
• Storage Temp.: 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: 220

Purity/Quality:

97% ^*data from raw suppliers

4-((Trimethylsilyl)ethynyl)aniline ^*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: C[Si](C)(C)C#CC1=CC=C(C=C1)N

Technology Process of 4-((Trimethylsilyl)ethynyl)aniline

There total 7 articles about 4-((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: 100.0%

4-Ethynylaniline (14235-81-5) + (trifluoromethyl)trimethylsilane (81290-20-2) → 4-trimethylsilylethynyl aniline (75867-39-9)

Guidance literature:

With cesium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(00)00810-3

Reference yield: 99.0%

4-nitro-1-(trimethylsilylethynyl)benzene (75867-38-8) → 4-trimethylsilylethynyl aniline (75867-39-9)

Guidance literature:

With TPGS-750-M; ammonium chloride; zinc; In water; at 20 ℃; for 6h; chemoselective reaction; Green chemistry;

DOI:10.1021/ol403079x

Reference yield: 97.0%

p-aminoiodobenzene (540-37-4) + trimethylsilylacetylene (1066-54-2) → 4-trimethylsilylethynyl aniline (75867-39-9)

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

upstream raw materials:

p-aminoiodobenzene

trimethylsilylacetylene

4-Ethynylaniline

(trifluoromethyl)trimethylsilane

Downstream raw materials:

4-[1-(4-Methoxy-phenyl)-vinyl]-phenylamine

4-[(E)-1-(4-Methoxy-phenyl)-2-trimethylsilanyl-vinyl]-phenylamine

4-Ethynylaniline

6,6-Dimethyl-1-(4-trimethylsilanylethynyl-phenyl)-1,6-dihydro-[1,3,5]triazine-2,4-diamine; hydrochloride