5-Bromo-2-methylpyridine N-oxide

Base Information

• Chemical Name: 5-Bromo-2-methylpyridine N-oxide
• CAS No.: 31181-64-3
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID50355759
• Wikidata: Q72488833
• Mol file: 31181-64-3.mol

Synonyms:5-Bromo-2-methylpyridine N-oxide;31181-64-3;5-bromo-2-methylpyridine 1-oxide;5-BROMO-2-METHYLPYRIDINE-N-OXIDE;5-bromo-2-methyl-pyridine 1-oxide;5-bromo-2-methyl-1-oxidopyridin-1-ium;5-BROMO-2-METHYLPYRIDIN-1-IUM-1-OLATE;5-Bromo-2-methylpyridine-1-oxide;MFCD00234172;SCHEMBL304451;5-bromo-2-methylpyrdine N-oxide;DTXSID50355759;2-methyl-5-bromopyridine-N-oxide;NEEHOROWKICRQK-UHFFFAOYSA-N;5-bromo-2-methyl-pyridine N-oxide;5 -bromo-2 -methylpyridine-N-oxide;BBL101278;STL555074;AKOS005257595;AM86849;GS-5036;SB36520;FT-0648533;EN300-139839;AC-907/25004519;W-202285

Chemical Property of 5-Bromo-2-methylpyridine N-oxide

Chemical Property:

• Vapor Pressure: 0.00012mmHg at 25°C
• Melting Point: 119.5-120.1 °C
• Refractive Index: 1.577
• Boiling Point: 345.7 °C at 760 mmHg
• PKA: 0.40±0.10(Predicted)
• Flash Point: 162.9 °C
• Density: 1.56 g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 186.96328
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-methyl-pyridine-1-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromo-2-methylpyridine N-oxide

There total 3 articles about 5-Bromo-2-methylpyridine 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: 100.0%

5-bromo-2-methylpyridine (3430-13-5) → 5-bromo-2-methyl-pyridine-N-oxide (31181-64-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 - 20 ℃; for 2h;

Reference yield:

α-picoline (109-06-8) → 5-bromo-2-methyl-pyridine-N-oxide (31181-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 14.4 g / AlCl₃, Br₂ / 0.5 h / 100 °C

2: 9.4 g / m-chloroperbenzoic acid / CHCl₃ / 1 h / Ambient temperature

With aluminium trichloride; bromine; 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1021/jm00388a022

Reference yield:

→ 5-bromo-2-methyl-pyridine-N-oxide (31181-64-3)

Guidance literature:

DOI:10.1246/bcsj.50.237 DOI:10.1021/jm00300a025

upstream raw materials:

5-bromo-2-methylpyridine

α-picoline

Downstream raw materials:

N-[5-(3-chlorophenyl)-2-methylpyridin-4-yl]pyrazolo[1,5-a]pyrimidine-3-carboxamide

4-chloro-5-(4-chloro-6-methyl-pyridin-3-yl)-2-fluoro-N-(2-methoxy-phenyl)-N-methyl-benzenesulfonamide

5-bromo-4-chloro-2-methylpyridine

5-bromo-4-chloropicolinic acid

Refernces

• 1、 Yang, Yin,Yang, Feng,Gong, Yan-Jun,Chen, Jia-Liang,Goldfarb, Daniella,Su, Xun-Cheng. "A Reactive, Rigid GdIII Labeling Tag for In-Cell EPR Distance Measurements in Proteins". . p. 2914 - 2918. Retrieved 2017.
• 2、 -. "FUSED HETEROCYCLIC DERIVATIVES, THEIR PREPARATION METHODS THEREOF AND MEDICAL USES THEREOF". Paragraph 0246; 0427-0430. . Retrieved 2019/07/03.
• 3、 -. "DO3A type highly stable paramagnetic probe capable of being used for intracellular magnetic resonance research and preparation method of DO3A type highly stable paramagnetic probe". Paragraph 0055-0059. . Retrieved 2019/01/15.