(6-Bromo-1-oxo-1lambda~5~-pyridin-2-yl)methanol

Base Information

• Chemical Name: (6-Bromo-1-oxo-1lambda~5~-pyridin-2-yl)methanol
• CAS No.: 897943-05-4
• Molecular Formula: C6H6 Br N O2
• Molecular Weight: 204.02
• DSSTox Substance ID: DTXSID10591434
• Wikidata: Q82485198
• Mol file: 897943-05-4.mol

Synonyms:897943-05-4;(6-Bromo-1-oxo-1lambda~5~-pyridin-2-yl)methanol;(6-bromo-1-oxidopyridin-1-ium-2-yl)methanol;2-Pyridinemethanol,6-bromo-, 1-oxide;DTXSID10591434;2-Bromo-6-(hydroxymethyl)pyridine 1-oxide;6-BROMO-2-HYDROXYMETHYLPYRIDINE-1-OXIDE;J-400775

Chemical Property of (6-Bromo-1-oxo-1lambda~5~-pyridin-2-yl)methanol

Chemical Property:

• Vapor Pressure: 5.27E-09mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 453.2°C at 760 mmHg
• Flash Point: 227.9°C
• PSA: 45.69000
• Density: 1.72g/cm³
• LogP: 1.36990
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.95819
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

2-BROMO-6-(HYDROXYMETHYL)PYRIDIN-1-IUM-1-OLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (6-Bromo-1-oxo-1lambda~5~-pyridin-2-yl)methanol

There total 3 articles about (6-Bromo-1-oxo-1lambda~5~-pyridin-2-yl)methanol 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: 85.0%

2-bromo-6-(hydroxymethyl)pyridine (33674-96-3) → (6-bromo-1-oxypyridin-2-yl)methanol (897943-05-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 65 - 70 ℃; for 20h;

DOI:10.1002/chem.200501475

Reference yield:

2,6-Dibromopyridine (626-05-1) → (6-bromo-1-oxypyridin-2-yl)methanol (897943-05-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / diethyl ether; hexane / 0.08 h / -78 °C

1.2: diethyl ether; hexane / -78 - -10 °C

2.1: 5.2 g / NaBH₄ / methanol / 1 h / 20 °C

3.1: 85 percent / m-CPBA / CHCl₃ / 20 h / 65 - 70 °C

With sodium tetrahydroborate; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In methanol; diethyl ether; hexane; chloroform;

DOI:10.1002/chem.200501475

Reference yield:

6-bromo-2-pyridinecarbaldehyde (34160-40-2) → (6-bromo-1-oxypyridin-2-yl)methanol (897943-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.2 g / NaBH₄ / methanol / 1 h / 20 °C

2: 85 percent / m-CPBA / CHCl₃ / 20 h / 65 - 70 °C

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform;

DOI:10.1002/chem.200501475

upstream raw materials:

2-bromo-6-(hydroxymethyl)pyridine

2,6-Dibromopyridine

6-bromo-2-pyridinecarbaldehyde

Downstream raw materials:

6-bromo-1-oxypyridine-2-carbaldehyde

C₂₆H₂₂BNO₂