Diethoxy[2-(pyridin-2-yl)ethoxy]silyl

Base Information

• Chemical Name: Diethoxy[2-(pyridin-2-yl)ethoxy]silyl
• CAS No.: 213602-91-6
• Molecular Formula: C11H19 N O3 Si
• Molecular Weight: 241.35896
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80700632
• Wikidata: Q82632056
• Mol file: 213602-91-6.mol

Synonyms:DTXSID80700632;Diethoxy[2-(pyridin-2-yl)ethoxy]silyl

Chemical Property of Diethoxy[2-(pyridin-2-yl)ethoxy]silyl

Chemical Property:

• Boiling Point: 259.8±13.0 °C(Predicted)
• PKA: 4.30±0.12(Predicted)
• PSA: 40.58000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 1.33700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 240.10559497
• Heavy Atom Count: 16
• Complexity: 165

Purity/Quality:

99.5% ^*data from raw suppliers

2-PYRIDYLTRIETHOXYSILANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[Si](OCC)OCCC1=CC=CC=N1

Technology Process of Diethoxy[2-(pyridin-2-yl)ethoxy]silyl

There total 2 articles about Diethoxy[2-(pyridin-2-yl)ethoxy]silyl 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: 79.0%

2-bromo-pyridine (109-04-6) + Triethoxysilane (998-30-1) → 2-(triethoxysilyl)pyridine (213602-91-6)

Guidance literature:

With bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; tetra-(n-butyl)ammonium iodide; triethylamine; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.06.015

Reference yield: 43.0%

2-bromo-pyridine (109-04-6) + tetraethoxy orthosilicate (78-10-4) → 2-(triethoxysilyl)pyridine (213602-91-6)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201412288

Reference yield: 45.0%

2-(triethoxysilyl)pyridine (213602-91-6) + 4-methoxyphenylboronic acid (5720-07-0) → 4-(2-pyridinyl)anisole (5957-90-4)

Guidance literature:

With tetrabutyl ammonium fluoride; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; p-benzoquinone; In 1-methyl-pyrrolidin-2-one; at 50 ℃; for 12h; Sealed tube; High pressure;

DOI:10.1002/anie.201412288

upstream raw materials:

2-bromo-pyridine

Triethoxysilane

tetraethoxy orthosilicate

Downstream raw materials:

1-(4-(pyridin-2-yl)phenyl)ethanone

4-(2-pyridinyl)anisole

Refernces

• 1、 Blakemore, David C.,Marples, Louise A.. "Palladium(0)-catalysed cross-coupling of 2-trimethylsilylpyridine with aryl halides". supporting information; experimental part. p. 4192 - 4195. Retrieved 2011/09/19.