(4-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol

Base Information

• Chemical Name: (4-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol
• CAS No.: 103577-65-7
• Molecular Formula: C8H8F3NO2
• Molecular Weight: 207.152
• DSSTox Substance ID: DTXSID10565175
• Wikidata: Q82450132
• Mol file: 103577-65-7.mol

Synonyms:(4-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol;103577-65-7;[4-(2,2,2-Trifluoroethoxy)pyridin-2-yl]methanol;SCHEMBL21645942;DTXSID10565175;KALPHRBHKDXGQH-UHFFFAOYSA-N;MFCD14606384;AKOS010506903;DS-16471;CS-0143113;O10093

Chemical Property of (4-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol

Chemical Property:

• PSA: 42.35000
• LogP: 1.51500
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 207.05071298
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

99%+ ^*data from raw suppliers

(4-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1OCC(F)(F)F)CO

Technology Process of (4-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol

There total 4 articles about (4-(2,2,2-Trifluoroethoxy)pyridin-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: 79.0%

4-nitro-2-(hydroxymethyl)pyridine (98197-88-7) + 2,2,2-trifluoroethanol (75-89-8) + sodium 2,2,2-trifluoroethanolate (420-87-1) → (4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol (103577-65-7)

Guidance literature:

for 38h; Reflux;

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → (4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol (103577-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / tert-BuOK / 50 - 60 °C

2: 1) Ac₂O, conc. H₂SO₄, 2) aq. NaOH / 1) 100-120 deg C, 2) MeOH, rt

With sodium hydroxide; sulfuric acid; potassium tert-butylate; acetic anhydride;

DOI:10.1248/cpb.38.2853

Reference yield:

Acetic acid 4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethyl ester → (4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol (103577-65-7)

Guidance literature:

With sodium hydroxide; In methanol; at 25 ℃; for 2h;

DOI:10.1021/jm00081a004

upstream raw materials:

2-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridine 1-oxide

2-methyl-4-nitropyridine N-oxide

4-nitro-2-(hydroxymethyl)pyridine

2,2,2-trifluoroethanol