4-Bromopyridine-2,6-dimethanol

Base Information

• Chemical Name: 4-Bromopyridine-2,6-dimethanol
• CAS No.: 120491-88-5
• Molecular Formula: C7H8 Br N O2
• Molecular Weight: 218.05
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90349071
• Nikkaji Number: J284.376E
• Wikidata: Q82124127
• Mol file: 120491-88-5.mol

Synonyms:120491-88-5;(4-bromopyridine-2,6-diyl)dimethanol;4-BROMOPYRIDINE-2,6-DIMETHANOL;[4-bromo-6-(hydroxymethyl)pyridin-2-yl]methanol;(4-BROMO-6-HYDROXYMETHYL-PYRIDIN-2-YL)-METHANOL;4-Bromo-2,6-bis(hydroxymethyl)pyridine;2,6-pyridinedimethanol, 4-bromo-;STANNOUSCHROMATE;SCHEMBL5000749;4-bromo-2,6-pyridinedimethanol;DTXSID90349071;VEA49188;MFCD09910217;AB87760;AS-62774;FT-0722222;F19602;A930324

Chemical Property of 4-Bromopyridine-2,6-dimethanol

Chemical Property:

• Vapor Pressure: 4.05E-06mmHg at 25°C
• Melting Point: 158-160 °C(Solv: water (7732-18-5))
• Refractive Index: 1.628
• Boiling Point: 369.7°Cat760mmHg
• PKA: 12?+-.0.10(Predicted)
• Flash Point: 177.4°C
• PSA: 53.35000
• Density: 1.724g/cm³
• LogP: 0.82870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 216.97384
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

(4-Bromopyridine-2,6-diyl)dimethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(N=C1CO)CO)Br

Technology Process of 4-Bromopyridine-2,6-dimethanol

There total 10 articles about 4-Bromopyridine-2,6-dimethanol 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: 97.0%

dimethyl 4-bromo-2,6-pyridinedicarboxylate (162102-79-6) → 4-bromo-2,6-pyridinedimethanol (120491-88-5)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 60 ℃; for 3h; Inert atmosphere;

Reference yield: 86.0%

diethyl 4-bromo-2,6-pyridinedicarboxylate (112776-83-7) → 4-bromo-2,6-pyridinedimethanol (120491-88-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; room temperature, 2 h -> reflux, 15 h;

Reference yield: 53.0%

Chelidamic acid (499-51-4) → 4-bromo-2,6-pyridinedimethanol (120491-88-5)

Guidance literature:

Chelidamic acid; With phosphorus pentabromide; at 90 ℃; for 3h;

With ethanol; at 20 ℃;

With sodium tetrahydroborate; In ethanol; for 15h; Reflux;

DOI:10.1016/j.tet.2018.06.056

upstream raw materials:

diethyl 4-bromo-2,6-pyridinedicarboxylate

4-bromopyridine-2,6-dicarboxylic acid

dimethyl 4-bromo-2,6-pyridinedicarboxylate

Chelidamic acid

Downstream raw materials:

4-bromo pyridine-2,6-dicarbaldehyde

4-bromo-2,6-bis(bromomethyl)pyridine

(4-bromopyridine-2,6-diyl)bis(methylene) bis(4-methylbenzenesulfonate)

{4-[4-(2,6-bis-hydroxymethyl-pyridin-4-yl)-phenyl]-6-hydroxymethyl-pyridin-2-yl}-methanol

Refernces

• 1、 Kelso, Geoffrey F.,Smith, Robin A. J.,Maroz, Andrej,Anderson, Robert F.,Cocheme, Helena M.,Logan, Angela,Prime, Tracy A.,James, Andrew M.,Ross, Meredith F.,Murphy, Michael P.,Peskin, Alexander V.,Winterbourn, Christine C.,Brooker, Sally,Porteous, Carolyn M.. "A mitochondria-targeted macrocyclic Mn(II) superoxide dismutase mimetic". . p. 1237 - 1246,10. Retrieved 2012.
• 2、 -. "COMPOUNDS AND THEIR USE AS PDE4 ACTIVATORS". Page/Page column 90. . Retrieved 2019/10/29.
• 3、 Leygue, Nadine,Perez e I?iguez De Heredia, Aritz,Galaup, Chantal,Benoist, Eric,Lamarque, Laurent,Picard, Claude. "New advances in the synthesis of tripyridinophane macrocycles suitable to enhance the luminescence of Ln(III) ions in aqueous solution". . p. 4272 - 4287. Retrieved 2018/07/06.