4-Chloropyridine N-oxide

Base Information

• Chemical Name: 4-Chloropyridine N-oxide
• CAS No.: 1121-76-2
• Molecular Formula: C5H4ClNO
• Molecular Weight: 129.546
• Hs Code.: 29333999
• European Community (EC) Number: 214-336-2
• NSC Number: 5074
• UNII: F3196UEB9Q
• DSSTox Substance ID: DTXSID0041513
• Nikkaji Number: J7.265F
• Wikidata: Q27277564
• ChEMBL ID: CHEMBL3186776
• Mol file: 1121-76-2.mol

Synonyms:4-Chloropyridine 1-oxide;Pyridine,4-chloro-, oxide (6CI);TH 285N;NSC 5074;4-Chloropyridine oxide;4-Chloropyridine 1-oxide;

Chemical Property of 4-Chloropyridine N-oxide

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 0.00113mmHg at 25°C
• Melting Point: 160 °C (dec.)(lit.)
• Refractive Index: 1.552
• Boiling Point: 310 °C at 760 mmHg
• PKA: 0?+-.0.10(Predicted)
• Flash Point: 141.3 °C
• PSA: 25.46000
• Density: 1.27 g/cm³
• LogP: 1.76850
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 128.9981414
• Heavy Atom Count: 8
• Complexity: 70.8

Purity/Quality:

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

4-Chloropyridine N-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C[N+](=CC=C1Cl)[O-]
• Uses: 4-Chloropyridine N-Oxide can be used for electronic transmission material which can be used to prepare an electronic transport layer that is comprised in an electronic device which makes up a stable display device.

Technology Process of 4-Chloropyridine N-oxide

There total 29 articles about 4-Chloropyridine N-oxide 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: 93.0%

4-nitraminopyridine N-oxide (1124-33-0) → 4-chloropyridine N-oxide (1121-76-2)

Guidance literature:

With acetyl chloride; at 50 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/adsc.201500773

Reference yield: 90.0%

4-Chloropyridine (626-61-9) → 4-chloropyridine N-oxide (1121-76-2)

Guidance literature:

With formic acid; urea; at 20 ℃; for 4h;

DOI:10.1080/00397910008087182

Reference yield: 8.0%

4-nitraminopyridine N-oxide (1124-33-0) + 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine (74405-07-5) → 4-chloropyridine N-oxide (1121-76-2) + 2,2-dimethyl-3-(4-chloropyrid-2-yl)-4-oxo-4H-1,3-benzoxazine (74405-00-8) + 2,2-dimethyl-3-(4-nitropyrid-2-yl)-4-oxo-4H-1,3-benzoxazine (74404-99-2)

Guidance literature:

In 1,2-dichloro-ethane; for 12h; Heating;

upstream raw materials:

4-Chloropyridine

4-nitraminopyridine N-oxide

acetyl chloride

4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine

Downstream raw materials:

pyridine N-oxide

4-methylpyridine-1-oxide

Fe(5,10,15,20-tetraphenylporphyrinate)(4-chloropyridine-N-oxide)2⁽¹⁺⁾

[(NC₅H₃(C₆H₃(CH₃)2)C(CH₃)NC₆H₃(CH(CH₃)2)2)Cu(ONC₅H₄Cl)]⁽¹⁺⁾*O₃SCF₃^(1-)=C₃₃H₃₆ClCuF₃N₃O₄S

Refernces

• 1、 Rybachenko,Shroeder,Chotii,Kovalenko,Red'Ko,Gierzyk. "Identical acyl transfer reactions between pyridine N-oxides and their N-acylonium salts". . p. 1608 - 1612. Retrieved 2007.
• 2、 Sumunnee, Ladawan,Buathongjan, Chonchanok,Pimpasri, Chaleena,Yotphan, Sirilata. "Iodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline N-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-Sulfonylquinolines". supporting information. p. 1025 - 1032. Retrieved 2017/02/15.
• 3、 Murray, James I.,Spivey, Alan C.. "Amines vs. N-Oxides as Organocatalysts for Acylation, Sulfonylation and Silylation of Alcohols: 1-Methylimidazole N-Oxide as an Efficient Catalyst for Silylation of Tertiary Alcohols". supporting information. p. 3825 - 3830. Retrieved 2016/01/25.