3,5-Bis(trifluoromethyl)pyridin-2-ol

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)pyridin-2-ol
• CAS No.: 38609-76-6
• Molecular Formula: C7H3F6NO
• European Community (EC) Number: 852-950-8
• Mol file: 38609-76-6.mol

Synonyms:38609-76-6;3,5-Bis(trifluoromethyl)pyridin-2-ol;3,5-Bis(trifluoromethyl)pyridin-2(1H)-one;3,5-bis(trifluoromethyl)-1H-pyridin-2-one;IWSJDZMIJFAEBO-UHFFFAOYSA-N;AKOS037621464;AT27571;SB52259;BS-46229;CS-0119438;EN300-6504643;Wang-Yu non-directed C-H functionalization ligand;Z2310956632

Chemical Property of 3,5-Bis(trifluoromethyl)pyridin-2-ol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 231.01188269
• Heavy Atom Count: 15
• Complexity: 348

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C(=O)NC=C1C(F)(F)F)C(F)(F)F

Technology Process of 3,5-Bis(trifluoromethyl)pyridin-2-ol

There total 6 articles about 3,5-Bis(trifluoromethyl)pyridin-2-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: 96.0%

C14H9F6NO → 3,5-bis(trifluoromethyl)-2-hydroxypyridine (38609-76-6)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; acetic acid; at 60 ℃; for 16h;

DOI:10.1002/anie.201701803

Reference yield: 40.0%

1,2-dihydro-2-oxo-5-(trifluoromethyl)pyridine (33252-63-0) + trifluoroacetic acid (76-05-1) → 3,5-bis(trifluoromethyl)-2-hydroxypyridine (38609-76-6)

Guidance literature:

With xenon difluoride; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo00254a033

Reference yield:

3-(trifluoromethyl)pyridine-2-(1H)-one (22245-83-6) → 3,5-bis(trifluoromethyl)-2-hydroxypyridine (38609-76-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N-iodo-succinimide; acetic acid / acetonitrile / 5 h / 65 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: copper(l) iodide / N,N-dimethyl-formamide / 16 h / 100 °C / Sealed tube

4: 10 wt% Pd(OH)2 on carbon; hydrogen; acetic acid / 16 h / 60 °C

With N-iodo-succinimide; copper(l) iodide; 10 wt% Pd(OH)2 on carbon; hydrogen; potassium carbonate; acetic acid; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/anie.201701803

upstream raw materials:

1,2-dihydro-2-oxo-5-(trifluoromethyl)pyridine

trifluoroacetic acid

3-(trifluoromethyl)pyridine-2-(1H)-one

5-iodo-3-(trifluoromethyl)-1H-pyridin-2-one