2-Chloro-5-trimethylsilanylethynyl-pyridine

Base Information

• Chemical Name: 2-Chloro-5-trimethylsilanylethynyl-pyridine
• CAS No.: 263012-81-3
• Molecular Formula: C₁₀H₁₂ClNSi
• Molecular Weight: 209.75
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00442749
• Nikkaji Number: J1.782.617D
• Mol file: 263012-81-3.mol

Synonyms:263012-81-3;2-Chloro-5-trimethylsilanylethynyl-pyridine;2-CHLORO-5-((TRIMETHYLSILYL)ETHYNYL)PYRIDINE;2-(6-chloropyridin-3-yl)ethynyl-trimethylsilane;2-chloro-5-(2-(trimethylsilyl)ethynyl)pyridine;2-chloro-5-[2-(trimethylsilyl)ethynyl]pyridine;2-Chloro-5-[(trimethylsilyl)ethynyl]pyridine;SCHEMBL935789;DTXSID00442749;CGJKMVMYUJVZRQ-UHFFFAOYSA-N;AMY10723;MFCD04039858;AKOS015851255;AB17399;AS-68125;FT-0678244;L10083;A818367;2-Chloro-5-trimethylsilanylethynyl-pyridine, AldrichCPR

Chemical Property of 2-Chloro-5-trimethylsilanylethynyl-pyridine

Chemical Property:

• Vapor Pressure: 0.04mmHg at 25°C
• Melting Point: 58-59 °C
• Refractive Index: 1.519
• Boiling Point: 247.6°Cat760mmHg
• PKA: -0.40±0.10(Predicted)
• Flash Point: 103.5°C
• PSA: 12.89000
• Density: 1.07g/cm³
• LogP: 2.96390
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 209.0427536
• Heavy Atom Count: 13
• Complexity: 232

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-5-[2-(trimethylsilyl)ethynyl]pyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CN=C(C=C1)Cl

Technology Process of 2-Chloro-5-trimethylsilanylethynyl-pyridine

There total 8 articles about 2-Chloro-5-trimethylsilanylethynyl-pyridine 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: 94.0%

2-choro-5-iodopyridine (69045-79-0) + trimethylsilylacetylene (1066-54-2) → 2-chloro-5-[(trimethylsilyl)ethynyl]-2,2'-bipyridine (263012-81-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 48h;

DOI:10.1021/jo990665n

Reference yield: 85.0%

2-choro-5-iodopyridine (69045-79-0) + 1-trimethylsilylacetylene → 2-chloro-5-[(trimethylsilyl)ethynyl]-2,2'-bipyridine (263012-81-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In triethylamine; at 20 ℃;

DOI:10.1021/ol901958v

Reference yield: 72.0%

5-bromo-2-chloropyridine (53939-30-3) + trimethylsilylacetylene (1066-54-2) → 2-chloro-5-[(trimethylsilyl)ethynyl]-2,2'-bipyridine (263012-81-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 80 ℃; for 2h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/acs.orglett.5b01370

upstream raw materials:

2-choro-5-iodopyridine

trimethylsilylacetylene

5-bromo-2-chloropyridine

2-amino-5-iodopyridine

Downstream raw materials:

6-ethynyl-3,3-difluoro-2-(4-(thiophen-2-yl)benzylidene)-2,3-dihydro[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide

5-ethynyl-2-(2-(4-(thiophen-2-yl)benzylidene)hydrazinyl)pyridine

2-chloro-5-(2-phenylethynyl)pyridine

5,5'-bis[(2-trimethylsilylethynylphenyl)ethynyl]-2,2'-bipyridine