5-Ethyl-2-vinylpyridine

Base Information

• Chemical Name: 5-Ethyl-2-vinylpyridine
• CAS No.: 5408-74-2
• Molecular Formula: C9H11 N
• Molecular Weight: 133.193
• Hs Code.: 2933399090
• European Community (EC) Number: 226-475-6
• NSC Number: 8395
• UNII: OM5X8R4H73
• DSSTox Substance ID: DTXSID10202412
• Nikkaji Number: J29.207I
• Wikidata: Q72477660
• Mol file: 5408-74-2.mol

Synonyms:5-Ethyl-2-vinylpyridine;5408-74-2;5-Ethyl-2-vinyl pyridine;2-Vinyl-5-ethylpyridine;2-ethenyl-5-ethylpyridine;Pyridine, 2-ethenyl-5-ethyl-;Pyridine, 5-ethyl-2-vinyl-;3-Ethyl-6-vinylpyridine;5-Ethyl-2-vinyl-pyridine;NSC 8395;NSC8395;EINECS 226-475-6;BRN 0106681;Pyridine, 2-vinyl-5-ethyl-;OM5X8R4H73;NSC-8395;5-20-06-00281 (Beilstein Handbook Reference);2-Ethenyl-5-ethyl-pyridine;UNII-OM5X8R4H73;SCHEMBL15007;WLN: T6NJ B1U1 E2;DTXSID10202412;AKOS006274139;SB54399;LS-131608;A7868;FT-0668412;W-105677

Chemical Property of 5-Ethyl-2-vinylpyridine

Chemical Property:

• Vapor Pressure: 0.307mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 208.5ºC at 760 mmHg
• PKA: 5.15±0.10(Predicted)
• Flash Point: 76.2 ºC
• PSA: 12.89000
• Density: 0.941 g/cm³
• LogP: 2.28700
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

99%, ^*data from raw suppliers

5-Ethyl-2-vinylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CN=C(C=C1)C=C
• Uses: Copolymer, synthesis. 5-Ethyl-2-vinylpyridine (cas# 5408-74-2) is a compound useful in organic synthesis.

Technology Process of 5-Ethyl-2-vinylpyridine

There total 22 articles about 5-Ethyl-2-vinylpyridine 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: 41.0%

5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione (646519-88-2) → 5-ethyl-2-vinyl-pyridine (5408-74-2) + Pioglitazone (105355-27-9,111025-46-8) + 5-(4-hydroxybenzyl)-2,4-thiazolidinedione (74772-78-4)

Guidance literature:

With acetic acid; zinc; In ethyl acetate; at 25 - 35 ℃; for 9h; Product distribution / selectivity;

Reference yield:

5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione hydrochloride (646519-89-3) → 5-ethyl-2-vinyl-pyridine (5408-74-2) + Pioglitazone (105355-27-9,111025-46-8) + 5-(4-hydroxybenzyl)-2,4-thiazolidinedione (74772-78-4)

Guidance literature:

With acetic acid; zinc; In methanol; Product distribution / selectivity; Industry scale;

Reference yield:

5-ethyl-2-(2-hydroxyethyl)pyridine (5223-06-3) → 5-ethyl-2-vinyl-pyridine (5408-74-2)

Guidance literature:

With aluminum oxide; at 420 ℃;

DOI:10.1021/ja01211a082

upstream raw materials:

5-ethyl-2-methyl-pyridine

formaldehyd

5-ethyl-2-(2-hydroxyethyl)pyridine

hydrogenchloride

Downstream raw materials:

[3-({Bis-[2-(5-ethyl-pyridin-2-yl)-ethyl]-amino}-methyl)-5-nitro-benzyl]-bis-[2-(5-ethyl-pyridin-2-yl)-ethyl]-amine

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde

4-[1-(5-ethyl-pyridin-2-yl)-2-hydroxy-ethoxy]-benzaldehyde

5-{4-[2-(5-ethyl-pyridin-2-yl)-2-hydroxyethoxy]benzyl}-2,4-thiazolidinedione

Refernces

• 1、 -. "NOVEL PROCESS TO PREPARE PIOGLITAZONE VIA SEVERAL NOVEL INTERMEDIATES". . . Retrieved 2014/04/03.
• 2、 Carpenter, Donald E.,Imbordino, Rick J.,Maloney, Mark T.,Moeslein, Jeffery A.,Reeder, Michael R.,Scott, Allen. "Process development and scale-up of the potential thiazolidinedione antidiabetic candidate PNU-91325". . p. 721 - 728. Retrieved 2013/09/06.