(5-Bromo-4-chloropyridin-2-yl)methanol

Base Information

• Chemical Name: (5-Bromo-4-chloropyridin-2-yl)methanol
• CAS No.: 103971-44-4
• Molecular Formula: C6H5BrClNO
• Molecular Weight: 222.47
• Hs Code.: 2933399090
• European Community (EC) Number: 855-168-5
• DSSTox Substance ID: DTXSID90599958
• Wikidata: Q82495923
• Mol file: 103971-44-4.mol

Synonyms:(5-Bromo-4-chloropyridin-2-yl)methanol;103971-44-4;(5-bromo-4-chloro-pyridin-2-yl)-methanol;SCHEMBL1577913;DTXSID90599958;QMPZJKMTLSPODU-UHFFFAOYSA-N;(5-bromo-4-chloro-2-pyridinyl)methanol;4-chloro-5-bromo-2-hydroxymethylpyridine;DA-37752;WS-01160;CS-0214943;E74144;EN300-206702;A847020

Chemical Property of (5-Bromo-4-chloropyridin-2-yl)methanol

Chemical Property:

• Boiling Point: 296.7±35.0 °C(Predicted)
• PKA: 12.73±0.10(Predicted)
• PSA: 33.12000
• Density: 1.785±0.06 g/cm3(Predicted)
• LogP: 1.98980
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 220.92430
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

97% ^*data from raw suppliers

(5-Bromo-4-chloropyridin-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CC(=C1Cl)Br)CO

Technology Process of (5-Bromo-4-chloropyridin-2-yl)methanol

There total 4 articles about (5-Bromo-4-chloropyridin-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: 44.0%

3-bromo-4-chloro-6-methylpyridine N-oxide (103971-43-3) → 4-chloro-5-bromo-2-hydroxymethylpyridine (103971-44-4)

Guidance literature:

3-bromo-4-chloro-6-methylpyridine N-oxide; With trifluoroacetic anhydride; In dichloromethane; at 0 - 25 ℃; for 12h;

With sodium hydroxide; In dichloromethane; water;

Reference yield:

5-bromo-2-methylpyridine (3430-13-5) → 4-chloro-5-bromo-2-hydroxymethylpyridine (103971-44-4)

Guidance literature:

Multi-step reaction with 4 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

2: HNO₃, H₂SO₄ / 80 °C

3: POCl₃ / CH₂Cl₂ / Heating

4: trifluoroacetic anhydride / CH₂Cl₂ / Ambient temperature

With sulfuric acid; nitric acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; trichlorophosphate; In dichloromethane;

DOI:10.1021/jm00128a046

Reference yield:

5-bromo-2-methyl-pyridine-N-oxide (31181-64-3) → 4-chloro-5-bromo-2-hydroxymethylpyridine (103971-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1: HNO₃, H₂SO₄ / 80 °C

2: POCl₃ / CH₂Cl₂ / Heating

3: trifluoroacetic anhydride / CH₂Cl₂ / Ambient temperature

With sulfuric acid; nitric acid; trifluoroacetic anhydride; trichlorophosphate; In dichloromethane;

DOI:10.1021/jm00128a046

upstream raw materials:

3-bromo-4-chloro-6-methylpyridine N-oxide

5-bromo-2-methylpyridine

5-bromo-2-methyl-pyridine-N-oxide

5-bromo-2-methyl-4-nitropyridine 1-oxide

Downstream raw materials:

4-pyrrolidino-5-bromo-2-hydroxymethylpyridine

5-bromo-4-chloropicolinic acid