2,4-Dimethyl-6-[(trimethylsilyl)ethynyl]aniline

Base Information

Chemical Name:2,4-Dimethyl-6-[(trimethylsilyl)ethynyl]aniline
CAS No.:180624-12-8
Molecular Formula:C₁₃H₁₉NSi
Molecular Weight:217.386
Hs Code.:
DSSTox Substance ID:DTXSID201212296
Nikkaji Number:J767.729D

Synonyms:DTXSID201212296;2,4-Dimethyl-6-[(trimethylsilyl)ethynyl]aniline;2,4-Dimethyl-6-[2-(trimethylsilyl)ethynyl]benzenamine;180624-12-8

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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 2,4-Dimethyl-6-[(trimethylsilyl)ethynyl]aniline

Chemical Property:

Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:217.128676145
Heavy Atom Count:15
Complexity:278

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

Technology Process of 2,4-Dimethyl-6-[(trimethylsilyl)ethynyl]aniline

There total 3 articles about 2,4-Dimethyl-6-[(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%

: 4102-54-9
2-iodo-4,6-dimethylaniline

: 1066-54-2
trimethylsilylacetylene

: 180624-12-8
4,6-dimethyl-2-[2-(trimethylsilyl)ethynyl]aniline

Guidance literature:: With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; for 3h;

Reference yield:

: 95-68-1
2,4-Xylidine

: 180624-12-8
4,6-dimethyl-2-[2-(trimethylsilyl)ethynyl]aniline

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / bis(pyridine)iodonium(I) tetrafluoroborate / CH₂Cl₂ / 0.08 h / 20 °C

2: 98 percent / Et₃N / Pd(PPh₃)2Cl₂-CuI / 3 h / 0 - 20 °C

With [bis(pyridine)iodine]⁺ tetrafluoroborate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In dichloromethane; 1: Iodination / 2: cross-coupling;
DOI:10.1021/jo952119+

Reference yield:

: 95-68-1
2,4-Xylidine

: 180624-12-8
4,6-dimethyl-2-[2-(trimethylsilyl)ethynyl]aniline

Guidance literature:: Multi-step reaction with 2 steps

1: [bis(pyridine)iodine]⁺ tetrafluoroborate; tetrafluoroboric acid / dichloromethane / 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 6 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrafluoroboric acid; [bis(pyridine)iodine]⁺ tetrafluoroborate; triethylamine; In dichloromethane; 1: |Barluenga Lodination / 2: |Sonogashira Cross-Coupling;
DOI:10.1055/s-0035-1561305