4-Methyl-2-pyridyl Trifluoromethanesulfonate

Base Information

• Chemical Name: 4-Methyl-2-pyridyl Trifluoromethanesulfonate
• CAS No.: 179260-78-7
• Molecular Formula: C₇H₆F₃NO₃S
• Molecular Weight: 241.191
• Hs Code.: 29333990
• European Community (EC) Number: 677-560-3
• DSSTox Substance ID: DTXSID10446137
• Nikkaji Number: J1.083.101F
• Wikidata: Q82264721
• Mol file: 179260-78-7.mol

Synonyms:4-Methyl-2-pyridyl Trifluoromethanesulfonate;179260-78-7;(4-methylpyridin-2-yl) trifluoromethanesulfonate;4-METHYLPYRIDIN-2-YL TRIFLUOROMETHANESULFONATE;4-METHYL-2-(TRIFLUOROMETHANESULFONYL)OXYPYRIDINE;Trifluoromethanesulfonic Acid 4-Methyl-2-pyridyl Ester;DTXSID10446137;AZUJRVRRUXHHDV-UHFFFAOYSA-N;Methanesulfonic acid, 1,1,1-trifluoro-, 4-methyl-2-pyridinyl ester;MFCD11042681;AS-72045;4-Methyl-2-pyridylTrifluoromethanesulfonate;CS-0313671;M1974;2-Trifluoromethanesulfonyloxy-4-methylpyridine;4-Methylpyridine-2-ol trifluoromethanesulfonate;T71949;A912017;J-400317

Chemical Property of 4-Methyl-2-pyridyl Trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.47
• Boiling Point: 287.219ºC at 760 mmHg
• Flash Point: 127.506ºC
• PSA: 64.64000
• Density: 1.42
• LogP: 2.69920
• Storage Temp.: Refrigerator
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 241.00204871
• Heavy Atom Count: 15
• Complexity: 308

Purity/Quality:

97% ^*data from raw suppliers

4-Methyl-2-pyridyl Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1)OS(=O)(=O)C(F)(F)F
• Uses: 4-Methyl-2-pyridyl Trifluoromethanesulfonate is a useful chemical in organic synthesis.

Technology Process of 4-Methyl-2-pyridyl Trifluoromethanesulfonate

There total 3 articles about 4-Methyl-2-pyridyl Trifluoromethanesulfonate 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: 94.0%

2-hydroksy-4-methyl-pyridine (13466-41-6,91914-05-5) + trifluoromethylsulfonic anhydride (358-23-6) → 4-methylpyridin-2-yl trifluoromethanesulfonate (179260-78-7)

Guidance literature:

In pyridine; at 0 ℃; for 0.333333h;

DOI:10.1021/jo981505z

Reference yield: 90.0%

2-Amino-4-methylpyridine (695-34-1) + trifluorormethanesulfonic acid (1493-13-6) → 4-methylpyridin-2-yl trifluoromethanesulfonate (179260-78-7)

Guidance literature:

With sodium nitrite; In dimethyl sulfoxide; at 5 - 20 ℃;

DOI:10.1016/j.tetlet.2014.05.052

Reference yield:

2-Amino-4-methylpyridine (695-34-1) → 4-methylpyridin-2-yl trifluoromethanesulfonate (179260-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; sodium nitrite / water / 1 h / 0 - 95 °C

2: pyridine / 0.5 h / -12 - 0 °C / Schlenk technique; Inert atmosphere

With pyridine; sulfuric acid; sodium nitrite; In water;

DOI:10.15227/orgsyn.078.0051

upstream raw materials:

2-hydroksy-4-methyl-pyridine

trifluoromethylsulfonic anhydride

2-Amino-4-methylpyridine

trifluorormethanesulfonic acid

Downstream raw materials:

2-(N,N-dimethylamino)-4-methylpyridine