5-Ethenyl-2-nitropyridine

Base Information

• Chemical Name: 5-Ethenyl-2-nitropyridine
• CAS No.: 125889-39-6
• Molecular Formula: C7H6N2O2
• Molecular Weight: 150.13474
• European Community (EC) Number: 825-803-0
• DSSTox Substance ID: DTXSID00559664
• Wikidata: Q82442448
• Mol file: 125889-39-6.mol

Synonyms:5-ethenyl-2-nitropyridine;2-Nitro-5-vinylpyridine;125889-39-6;Pyridine, 5-ethenyl-2-nitro- (9CI);SCHEMBL13543765;DTXSID00559664;EN300-253719;F13470

Chemical Property of 5-Ethenyl-2-nitropyridine

Chemical Property:

• Boiling Point: 253.2±20.0 °C(Predicted)
• PKA: -2.96±0.22(Predicted)
• PSA: 58.71000
• Density: 1.246±0.06 g/cm3(Predicted)
• LogP: 2.15600
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 150.042927438
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

98%min ^*data from raw suppliers

2-Nitro-5-vinylpyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CN=C(C=C1)[N+](=O)[O-]

Technology Process of 5-Ethenyl-2-nitropyridine

There total 3 articles about 5-Ethenyl-2-nitropyridine 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: 77.0%

5-chlorobenzothiophene (20532-33-6) + 2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) → 5-vinyl-2-nitropyridine (125889-39-6)

Guidance literature:

With XPhos; tetrabutyl ammonium fluoride; palladium diacetate; In tetrahydrofuran; at 67 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201802573

Reference yield: 74.0%

5-chloro-2-nitropyridine (52092-47-4) + 2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane (2554-06-5) → 5-vinyl-2-nitropyridine (125889-39-6)

Guidance literature:

With XPhos; tetrabutyl ammonium fluoride; palladium diacetate; In tetrahydrofuran; at 67 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201802573

Reference yield:

5-bromo2-nitropyridine (39856-50-3) + vinyl magnesium bromide (1826-67-1) → 5-vinyl-2-nitropyridine (125889-39-6)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); trimethyltin(IV)chloride; Yield given. Multistep reaction; 1.) 1 h, 2.) DMF-THF, 70 deg C, 10 min;

upstream raw materials:

5-bromo2-nitropyridine

vinyl magnesium bromide

5-chloro-2-nitropyridine

2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane