6-(Trifluoromethyl)pyridin-3-ol

Base Information

• Chemical Name: 6-(Trifluoromethyl)pyridin-3-ol
• CAS No.: 216766-12-0
• Molecular Formula: C6H4 F3 N O
• Molecular Weight: 163.099
• Hs Code.: 2933399090
• European Community (EC) Number: 681-912-1
• DSSTox Substance ID: DTXSID30382629
• Wikidata: Q72512746
• Mol file: 216766-12-0.mol

Synonyms:6-(trifluoromethyl)pyridin-3-ol;216766-12-0;5-Hydroxy-2-(trifluoromethyl)pyridine;5-hydroxy-2-trifluoromethylpyridine;6-(trifluoromethyl)-3-pyridinol;MFCD06801325;2-(Trifluoromethyl)pyridin-5-ol;3-hydroxy-6-(Trifluoromethyl)pyridine;6-Trifluoromethyl-pyridin-3-ol;5-Hydroxy-2-trifluoromethyl pyridine;6-trifluoromethylpyridin-3-ol;SCHEMBL227613;6-(trifluoromethyl)3-pyridinol;6-(trifluoromethyl) 3-pyridinol;DTXSID30382629;6-(trifluoromethyl)pyridine-3-ol;HHNKDEPSLDAJMU-UHFFFAOYSA-N;3-Hydroxy-6-trifluoromethylpyridine;BBL103035;STL556844;AKOS005063544;AB30013;CS-W008936;FS-3777;AC-29137;AM803522;SY032668;6-(trifluoromethyl)pyridin-3-ol, AldrichCPR;FT-0648487;H1406;EN300-1720964;A815596;W-206667

Chemical Property of 6-(Trifluoromethyl)pyridin-3-ol

Chemical Property:

• Melting Point: 174-176℃
• Boiling Point: 286.7 °Cat760mmHg
• PKA: 3.96±0.18(Predicted)
• Flash Point: 127.2 °C
• PSA: 33.12000
• Density: 1.423 g/cm³
• LogP: 1.80600
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 163.02449824
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99.0% ^*data from raw suppliers

6-(Trifluoromethyl)pyridin-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1O)C(F)(F)F
• Uses: 6-(Trifluoromethyl)pyridin-3-ol is used in preparation of tricyclic dihydroimidazopyrimidone derivative as a lipoprotein-associated phospholipase A2 inhibitor.

Technology Process of 6-(Trifluoromethyl)pyridin-3-ol

There total 1 articles about 6-(Trifluoromethyl)pyridin-3-ol 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: 89.0%

5-bromo-2(trifluoromethyl)pyridine (436799-32-5) → 5-hydroxy-2-trifluoromethyl pyridine (216766-12-0)

Guidance literature:

With acetylhydroxamic acid; potassium carbonate; In dimethyl sulfoxide; at 80 ℃; for 18h; Sealed tube;

DOI:10.1021/acs.orglett.6b00876

Reference yield: 94.0%

5-hydroxy-2-trifluoromethyl pyridine (216766-12-0) + 3,4,5-trifluorobenzaldehyde (132123-54-7) → 3,5-difluoro-4-((6-(trifluoromethyl)-3-pyridinyl)oxy)benzaldehyde (1369256-70-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h; Sealed tube; Microwave irradiation;

Reference yield: 91.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + 5-hydroxy-2-trifluoromethyl pyridine (216766-12-0) → methyl 4-({[6-(trifluoromethyl)pyridin-3-yl]oxy}methyl)benzoate

Guidance literature:

With potassium carbonate; In acetone; at 57 ℃; for 33h;

DOI:10.1021/jm501608q

upstream raw materials:

5-bromo-2(trifluoromethyl)pyridine

Downstream raw materials:

4-(trifluoromethyl)-2-(6-(trifluoromethyl)pyridin-3-yloxy)benzonitrile

C₁₃H₁₄F₃NO₃

5-formyl-2-((6-(trifluoromethyl)pyridin-3-yl)oxy)benzonitrile

5-({[9-(methyloxy)-4-oxo-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-2-yl]oxy}methyl)-2-{[6-(trifluoromethyl)-3-pyridinyl]oxy}benzonitrile

Refernces

• 1、 Fier, Patrick S.,Maloney, Kevin M.. "Direct Conversion of Haloarenes to Phenols under Mild, Transition-Metal-Free Conditions". supporting information. p. 2244 - 2247. Retrieved 2016/06/01.