2,3,5-Trimethylpyridine

Base Information

• Chemical Name: 2,3,5-Trimethylpyridine
• CAS No.: 695-98-7
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29333990
• European Community (EC) Number: 211-786-1
• UNII: 33642OT638
• DSSTox Substance ID: DTXSID80219734
• Nikkaji Number: J45.579B
• Wikidata: Q27891716
• Mol file: 695-98-7.mol

Synonyms:2,3,5-Trimethylpyridine;695-98-7;2,3,5-COLLIDINE;Pyridine, 2,3,5-trimethyl-;2,3,5-Trimethyl pyridine;MFCD00126840;2,3,5-trimethyl-pyridine;EINECS 211-786-1;33642OT638;2,3,5-Trimethyl-pyridin;SCHEMBL7487;2,3,5-Collidine, 99%;DTXSID80219734;UNII-33642OT638;BCP26366;AKOS005258308;AC-6868;AM81285;CS-W011200;SB52291;AS-10876;A9201;FT-0609462;T1722;EN300-97797;F11272;W-104616;Q27891716

Chemical Property of 2,3,5-Trimethylpyridine

Chemical Property:

• Appearance/Colour: clear colourless to very slightly yellow liquid
• Melting Point: -56.98°C (estimate)
• Refractive Index: n20/D 1.508(lit.)
• Boiling Point: 187.3 °C at 760 mmHg
• PKA: 6.53±0.20(Predicted)
• Flash Point: 42.8 °C
• PSA: 12.89000
• Density: 0.921 g/cm³
• LogP: 2.00680
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 90.6

Purity/Quality:

99% ^*data from raw suppliers

2,3,5-Trimethylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, T
• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(N=C1)C)C
• Uses: Omeprazole intermediate. 2,3,5-Collidine is omeprazole intermediate which is the drug involved in proton pump inhibitors to block the production of stomach acid. It is used in the manufacture vitamin D3.

Technology Process of 2,3,5-Trimethylpyridine

There total 33 articles about 2,3,5-Trimethylpyridine 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: 91.0%

C8H12ClN → 2,3,5-trimethyl-pyridine (695-98-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 1h; Reflux;

DOI:10.1055/s-0036-1588882

Reference yield: 90.0%

3,5-Lutidine (591-22-0) + propan-1-ol (71-23-8) → 2,3,5-trimethyl-pyridine (695-98-7)

Guidance literature:

With Raney nickel; at 180 ℃; for 0.5h; Concentration; regioselective reaction; Flow reactor; Green chemistry;

DOI:10.3390/molecules200915797

Reference yield: 83.0%

2,4-dichloro-3,5,6-trimethylpyridine (109371-17-7) → 2,3,5-trimethyl-pyridine (695-98-7)

Guidance literature:

With ammonium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; for 3h; under 2250.2 Torr; further reagent zinc powder, H₂SO₄;

upstream raw materials:

3,5-Lutidine

methyllithium

3-chloromethyl-2,5-dimethyl-pyridine

N-methyl-3,5-dimethylpyridinium iodide

Downstream raw materials:

Cyclohepta-1,3,5-triene

6-methylfulvene

2,5-dimethyl-nicotinic acid

methyl 4-(3,5-dimethylpyridin-2-yl)-2-methylene-3-phenylbutanoate

Refernces

• 1、 Ruiz, Sara,Villuendas, Pedro,Ortu?o, Manuel A.,Lled?s, Agustí,Urriolabeitia, Esteban P.. "Ruthenium-catalyzed oxidative coupling of primary amines with internal alkynes through C-H bond activation: Scope and mechanistic studies". supporting information. p. 8626 - 8636. Retrieved 2015/06/02.
• 2、 Neely, Jamie M.,Rovis, Tomislav. "Rh(III)-catalyzed decarboxylative coupling of acrylic acids with unsaturated oxime esters: Carboxylic acids serve as traceless activators". . p. 2735 - 2738. Retrieved 2014/03/21.