4-Bromo-2-methylpyridine 1-oxide

Base Information

• Chemical Name: 4-Bromo-2-methylpyridine 1-oxide
• CAS No.: 100367-74-6
• Molecular Formula: C6H6 Br N O
• Molecular Weight: 188.024
• DSSTox Substance ID: DTXSID20711404
• Nikkaji Number: J2.768.595A
• Wikidata: Q82647039
• Mol file: 100367-74-6.mol

Synonyms:4-Bromo-2-methylpyridine 1-oxide;100367-74-6;4-bromo-2-methyl-1-oxidopyridin-1-ium;4-bromo-2-methylpyridine1-oxide;Pyridine, 4-bromo-2-methyl-, 1-oxide;4-Bromo-2-picoline N-oxide;SCHEMBL1475835;DTXSID20711404;WRQSJBNVXAEYSB-UHFFFAOYSA-N;4-Bromo-2-methylpyridine-1-oxide;MFCD13191440;AKOS015912347;AB70404;AS-37412;FT-0754742;4-Bromo-2-methyl-1-oxo-1lambda~5~-pyridine

Chemical Property of 4-Bromo-2-methylpyridine 1-oxide

Chemical Property:

• Boiling Point: 178 °C(Press: 14 Torr)
• PKA: 1.04±0.10(Predicted)
• PSA: 25.46000
• Density: 1.56±0.1 g/cm3(Predicted)
• LogP: 2.18600
• 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:

99% ^*data from raw suppliers

4-Bromo-2-methylpyridine1-oxide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-2-methylpyridine 1-oxide

There total 5 articles about 4-Bromo-2-methylpyridine 1-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%

4-bromo-2-methylpyridine (22282-99-1) → 4-bromo-2-methylpyridine N-oxide (100367-74-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c8gc03072c

Reference yield: 91.0%

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 4-bromo-2-methylpyridine N-oxide (100367-74-6)

Guidance literature:

With Acetyl bromide; acetic acid; at 55 - 120 ℃;

DOI:10.1016/j.tet.2009.07.013

Reference yield: 31.0%

2-methyl-4-nitropyridine N-oxide (5470-66-6) + Acetyl bromide (506-96-7) → 4-bromo-2-methylpyridine N-oxide (100367-74-6)

Guidance literature:

upstream raw materials:

4-bromo-2-methylpyridine

2-methyl-4-nitropyridine N-oxide

Acetyl bromide

3-methyl-4-pyridinamine

Downstream raw materials:

1-(4-bromopyridin-2-yl)methanamine

acetic acid 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridin-2-ylmethyl ester

Refernces

• 1、 Hubrich, Michael,Peukert, Max,Seichter, Wilhelm,Weber, Edwin. "Complexes of 4- and 5-bromo derivatives of 2-(hydroxymethyl)pyridine with copper(II) and cobalt(II) salts. Synthesis and X-ray crystal structures". . p. 1854 - 1862. Retrieved 2010.
• 2、 Wang, Dong,Liu, Zhenlin,Wang, Zhentao,Ma, Xinyue,Yu, Peng. "Metal- and base-free regioselective thiolation of the methyl C(sp3)-H bond in 2-picoline: N -oxides". supporting information. p. 157 - 163. Retrieved 2019/01/11.
• 3、 -. "BENZENESULFONAMIDES USEFUL AS SODIUM CHANNEL INHIBITORS". Page/Page column 130. . Retrieved 2015/12/17.