2,6-Dichloro-3-nitropyridine

Base Information

• Chemical Name: 2,6-Dichloro-3-nitropyridine
• CAS No.: 16013-85-7
• Molecular Formula: C5H2Cl2N2O2
• Molecular Weight: 192.989
• Hs Code.: 29333990
• European Community (EC) Number: 240-151-1
• UNII: KH7F529L8W
• DSSTox Substance ID: DTXSID10166803
• Nikkaji Number: J219.937H
• Wikidata: Q69756862
• Mol file: 16013-85-7.mol

Synonyms:2,6-Dichloro-3-nitropyridine;16013-85-7;Pyridine, 2,6-dichloro-3-nitro-;2,6-dichloro-3-nitro-pyridine;C5H2Cl2N2O2;3-Nitro-2,6-dichloropyridine;MFCD00006234;KH7F529L8W;EINECS 240-151-1;Cholest-4-ene, 3-chloro-, (3|A)-;2,6-dichloronitropyridine;DICHLORONITROPYRIDINE;UNII-KH7F529L8W;SCHEMBL56616;2,6-dichioro 3-nitropyridine;2,6-dichloro 3-nitropyridine;2,6-dichloro-5-nitropyridine;2,6-dichloro-3-nitro pyridine;C5-H2-Cl2-N2-O2;DTXSID10166803;2,6-Dichloro-3-nitropyridine tech.;STK801264;2,6-bis(chloranyl)-3-nitro-pyridine;AKOS005255252;2 pound not6-Dichloro-3-nitropyridine;AC-2768;CS-W001992;PB28956;PS-3147;Cholest-4-ene,3-chloro-,(3a)-(9ci);BP-10097;SY002863;A3538;AM20070294;D2761;FT-0610569;FT-0651285;EN300-38973;A807471;AC-907/30002032;W-107981;2,6-Dichloro-3-nitropyridine, technical grade, 92%;F0001-0573;Z381783298

Chemical Property of 2,6-Dichloro-3-nitropyridine

Chemical Property:

• Appearance/Colour: yellow crystalline powder or chunks
• Vapor Pressure: 0.00268mmHg at 25°C
• Melting Point: 55-60 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 295.5 °C at 760 mmHg
• PKA: -5.76±0.10(Predicted)
• Flash Point: 132.5 °C
• PSA: 58.71000
• Density: 1.629 g/cm³
• LogP: 2.81980
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 191.9493327
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloro-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-42/43-43
• Safety Statements: 22-26-36/37-37/39-24-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1[N+](=O)[O-])Cl)Cl
• Uses: 2,6-Dichloro-3-nitropyridine was used:in the synthesis of pyridyldifluoroacetatesas starting reagent in the preparation of bicyclooxacalixhetarene

Technology Process of 2,6-Dichloro-3-nitropyridine

There total 5 articles about 2,6-Dichloro-3-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: 92.9%

2,6-dihydroxy-3-nitropyridine (16013-84-6) → 2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5)

Guidance literature:

With bis(trichloromethyl) carbonate; In N,N-dimethyl-formamide; at 80 - 85 ℃; for 6h; Solvent; Temperature; Reagent/catalyst;

Reference yield: 91.3%

4-ethoxycarbonylpiperazine (120-43-4) → 2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5) + 2-chloro-6-(4-ethoxycarbonyl-1-piperazinyl)-3-nitropyridine (92741-37-2) + 4-(6-chloro-3-nitro-2-pyridinyl)-1-piperazinecarboxylic acid,ethyl ester (75167-21-4) + 2,6-bis(4-ethoxycarbonyl-1-piperazinyl)-3-nitropyridine (92741-38-3)

Guidance literature:

With hydrogenchloride; triethylamine; In chloroform; at -5 - 0 ℃; for 2h;

DOI:10.1002/jhet.5570210309

Reference yield: 86.0%

→ 2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5)

Guidance literature:

With magnesium(II) perchlorate; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide; In [D₃]acetonitrile; at 85 ℃; for 5h; Inert atmosphere; Sealed tube;

upstream raw materials:

2,6-dichloropyridine

4-ethoxycarbonylpiperazine

2,6-dihydroxy-3-nitropyridine

(2,6-dichloropyridin-3-yl)boronic acid

Downstream raw materials:

6-chloro-2-dimethylamino-3-nitropyridine

2,6-Difluoro-3-nitropyridine

2-chloro-6-fluoro-3-nitropyridine

3-nitro-N,N'-diphenylpyridine-2,6-diamine

Refernces

• 1、 -. "4, 6-disubstituted pyridine [3, 2-d] pyrimidine compound as well as preparation and application thereof". Paragraph 0100-0103. . Retrieved 2020/04/02.
• 2、 Budinská, Alena,Katayev, Dmitry,Passera, Alessandro,Zhang, Kun. "N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- And Heteroarylboronic Acids". supporting information. . Retrieved 2020/03/30.