2-Bromo-3-hydroxypyridine

Base Information

• Chemical Name: 2-Bromo-3-hydroxypyridine
• CAS No.: 6602-32-0
• Molecular Formula: C5H4BrNO
• Molecular Weight: 173.997
• Hs Code.: 29333999
• European Community (EC) Number: 229-547-5
• UNII: 9DAB85H359
• DSSTox Substance ID: DTXSID8022242
• Nikkaji Number: J51.350D
• Wikidata: Q27272396
• Mol file: 6602-32-0.mol

Synonyms:2-Bromo-3-hydroxypyridine;6602-32-0;2-Bromopyridin-3-ol;2-Bromo-3-pyridinol;3-PYRIDINOL, 2-BROMO-;2-Bromo-pyridin-3-ol;BRN 0109829;2-bromanylpyridin-3-ol;EINECS 229-547-5;MFCD00006220;2-bromo-3-hydroxy-pyridine;UNII-9DAB85H359;9DAB85H359;2-BROMO-3-HYDROXY PYRIDINE;5-21-02-00086 (Beilstein Handbook Reference);2-Bromo3-pyridinol;2-Bromo-3-pyridol;2-Bromopyridine-3-ol;2-bromo-pyridine-3-ol;3-hydroxy-2-bromopyridine;SCHEMBL66814;2-Bromo-3-pyridinol, 99%;DTXSID8022242;YKHQFTANTNMYPP-UHFFFAOYSA-;BCP22484;CS-D0714;BBL013305;SKF 75250;STK505526;AKOS000321204;AC-3247;PB28951;SY004806;TS-03587;LS-132988;A8925;AM20061421;B1478;FT-0611416;EN300-53585;AC-907/30002046;Q-102657;Q27272396;F2147-0555;8N0

Chemical Property of 2-Bromo-3-hydroxypyridine

Chemical Property:

• Appearance/Colour: Light brown to grey crystalline powder
• Vapor Pressure: 0.000155mmHg at 25°C
• Melting Point: 185-188 °C(lit.)
• Refractive Index: 1.614
• Boiling Point: 321.7 °C at 760 mmHg
• PKA: 4.32±0.10(Predicted)
• Flash Point: 148.4 °C
• PSA: 33.12000
• Density: 1.788 g/cm³
• LogP: 1.54970
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 172.94763
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3-pyridinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=C(N=C1)Br)O
• Uses: 2-Bromo-3-hydroxypyridine is used to produce 2-bromo-4,6-diiodo-3-pyridinol. It is also used in azo dyes and in the synthesis of pterocellin A by reacting with kojic acid and in synthesis of orelline.

Technology Process of 2-Bromo-3-hydroxypyridine

There total 14 articles about 2-Bromo-3-hydroxypyridine 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: 94.0%

2-bromo-3-methoxypyridine (24100-18-3) → 2-bromo-pyridin-3-ol (6602-32-0)

Guidance literature:

With hydrogen bromide; In dichloromethane; at 140 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.04.013

Reference yield: 75.0%

3-HYDROXYPYRIDINE (109-00-2) → 2-bromo-pyridin-3-ol (6602-32-0)

Guidance literature:

With bromine; sodium hydroxide; In water; at -10 - 20 ℃; for 3h;

Reference yield: 68.0%

3-HYDROXYPYRIDINE (109-00-2) → 2-bromo-pyridin-3-ol (6602-32-0) + 2,6-dibromopyridin-3-ol (6602-33-1) + 2,4-Dibromo-3-hydroxypyridine (129611-31-0)

Guidance literature:

With sodium hydroxide; bromine; In water; for 3h;

DOI:10.1055/s-1990-26918

upstream raw materials:

3-HYDROXYPYRIDINE

3-hydroxy-2-nitropyridine

3-ethoxy-2-nitropyridine

2-nitro-1-oxy-pyridin-3-ol

Downstream raw materials:

2-Brom-3-(tetrahydro-2-pyranyloxy)pyridin

2-bromo-3-isopropoxypyridine

(+)-(4S-trans)-<4,5-dimethanol-2,2-dimethyl-1,3-dioxolane>-bis<3-(2-bromo)pyridine>

1,1'-bis-benzenesulfonyl-1H,1'H-[2,2']biindolyl

Refernces

• 1、 -. "A 2 - bromo -3 - methoxy pyridine preparation method". Paragraph 0014; 0015; 0017; 0018; 0021; 0022. . Retrieved 2019/05/28.
• 2、 -. "5-HT RECEPTOR MODULATORS". Paragraph 0594; 0595; 0596. . Retrieved 2013/03/26.