2,6-Di-tert-butylpyridine

Base Information

• Chemical Name: 2,6-Di-tert-butylpyridine
• CAS No.: 585-48-8
• Molecular Formula: C13H21N
• Molecular Weight: 191.316
• Hs Code.: 29339900
• European Community (EC) Number: 209-557-6
• NSC Number: 175805
• UNII: OI9LF0H4MM
• DSSTox Substance ID: DTXSID80207217
• Nikkaji Number: J1.637C
• Wikipedia: 2,6-Di-tert-butylpyridine
• Wikidata: Q4596803
• Mol file: 585-48-8.mol

Synonyms:2,6-Di-tert-butylpyridine;585-48-8;2,6-ditert-butylpyridine;2,6-di-t-Butylpyridine;Pyridine, 2,6-bis(1,1-dimethylethyl)-;MFCD00006306;2,6-DI-T-BUTYL PYRIDINE;UNII-OI9LF0H4MM;OI9LF0H4MM;2,6,-di-tert-butylpyridine;2,6-di-tert-butyl-pyridine;Pyridine, 2,6-di-tert-butyl-;EINECS 209-557-6;2,6-Bis(1,1-dimethylethyl)pyridine;NSC-175805;2,6-Di(tert-butyl)pyridine;2,6-Di-tert-butylpyridine, 96%;2,6-Di-tert-butyl pyridine;NSC175805;2,6-ditertbutylpyridine;2.6-di-t-butylpyridine;2,6di-tert-butylpyridine;2,6-di-tert-butylpyridin;Pyridine,6-di-tert-butyl-;2,6-di-tert.-butylpyridine;SCHEMBL42955;2,6-di-tertiarybutylpyridine;2,6-ditertiary-butylpyridine;2, 6-di-tert-butyl pyridine;2,6-di-(tert-butyl)pyridine;2,6-(t-C4H9)2-pyridine;UWKQJZCTQGMHKD-UHFFFAOYSA-;DTXSID80207217;CHEBI:183988;BBL103509;STL557319;Pyridine,6-bis(1,1-dimethylethyl)-;2,6-Di-tert-butylpyridine, >=97%;AKOS015892288;CS-W004777;NSC 175805;C(C)(C)(C)c1cccc(n1)C(C)(C)C;2,6-DI-TERT-BUTYLPYRIDINE [MI];DS-18353;SY009796;D1804;FT-0610733;EN300-195074;A831919;J-507390;Q4596803

Chemical Property of 2,6-Di-tert-butylpyridine

Chemical Property:

• Appearance/Colour: dark brown liquid
• Vapor Pressure: 0.307mmHg at 25°C
• Melting Point: 2°C(lit.)
• Refractive Index: 1.472-1.474
• Boiling Point: 208.5 °C at 760 mmHg
• PKA: 3.58(at 25℃)
• Flash Point: 72.2 °C
• PSA: 12.89000
• Density: 0.885 g/cm³
• LogP: 3.67660
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Miscible with alcohol, acetone, and hexane. Immiscible with water.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 191.167399674
• Heavy Atom Count: 14
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-di-tert-Butylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CC(C)(C)C1=NC(=CC=C1)C(C)(C)C
• Uses: 2,6-Di-tert-butylpyridine is used in the preparation of 2, 6-di-tert-butylpyridine hydrotriflate. It is used as a proton scavenger to check the progress of the living polymerization of isobutylene. It is associated with cerric ammonium nitrate and used in the alfa-enolation of aldehydes. It is involved in the preparation of vinyl triflate using polymer-bound 2,6-di-tert-butylpyridine. 2,6-Di-tert-butylpyridine was used as proton trapping agent to investigate the living polymerization of isobutylene. It was also used with cerric ammonium nitrate in the α-enolation of aldehydes leading to 1,4-dicarbonyl systems.

Technology Process of 2,6-Di-tert-butylpyridine

There total 6 articles about 2,6-Di-tert-butylpyridine 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:

2-tert-butylpyridine (5944-41-2) → 2,6-di-tert-butyl-pyridine (585-48-8)

Guidance literature:

With diethyl ether; tert.-butyl lithium; Petroleum ether;

DOI:10.1021/ja01111a530

Reference yield:

2,6-di-tert-butylpiperidine (85237-75-8) → 2,6-di-tert-butyl-pyridine (585-48-8)

Guidance literature:

at 170 ℃; for 1h;

DOI:10.1039/c0nj00511h

Reference yield:

1,2,6-trimethylpyridinium iodide (2525-19-1) + methyl iodide (74-88-4) → 2,6-di(isopropyl)pyridine (6832-21-9) + 2-isopropyl-6-t-butylpyridine (5402-34-6) + 2,6-di-tert-butyl-pyridine (585-48-8) + 2-ethyl-6-isopropyl pyridine (74701-47-6)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) Dioxan, 80 deg C, 1 h, then 100 deg C, 3 h, then heating, 2 h, 2.) 250-270 deg C;

DOI:10.1002/ardp.19803130405

upstream raw materials:

2-tert-butylpyridine

1,2,6-trimethylpyridinium iodide

methyl iodide

2,6-di-tert-butylpiperidine

Downstream raw materials:

2,6-Di-tert.-butyl-pyridin-sulfonsaeure-(3)

α-picoline

2,6-di-tert-butylpyridinium ion

2-isopropylpyridine

Refernces

• 1、 -. "ELECTROLYTE SOLUTION AND ELECTROCHEMICAL DEVICE". . . Retrieved 2017/11/11.
• 2、 Weber,Pant. "Steric hindered pyridinium salts, I base catalysed c-alkylation of 2,6-lutidine methiodide". . p. 307 - 310. Retrieved 2007/10/02.