2-Pyridyl trifluoromethanesulfonate

Base Information

• Chemical Name: 2-Pyridyl trifluoromethanesulfonate
• CAS No.: 65007-00-3
• Molecular Formula: C6H4 F3 N O3 S
• Molecular Weight: 227.164
• Hs Code.: 29333990
• European Community (EC) Number: 625-602-6
• DSSTox Substance ID: DTXSID30398164
• Nikkaji Number: J736.234J
• Wikidata: Q82199996
• Mol file: 65007-00-3.mol

Synonyms:2-Pyridyl trifluoromethanesulfonate;65007-00-3;pyridin-2-yl trifluoromethanesulfonate;2-Pyridyl triflate;pyridin-2-yltrifluoromethanesulfonate;pyridyl triflate;2-PyridylTrifluoromethanesulfonate;SCHEMBL538501;DTXSID30398164;2-pyridyl trifluoromethane-sulfonate;MFCD00192531;AKOS017344854;2-(trifluoro-methylsulfonyloxy)-pyridine;2-Pyridyl trifluoromethanesulfonate, 98%;BS-44035;CS-0317418;P1840;Trifluoromethanesulfonic Acid 2-Pyridyl Ester;D92165;Trifluoromethanesulfonic acid 2-pyridinyl ester

Chemical Property of 2-Pyridyl trifluoromethanesulfonate

Chemical Property:

• Vapor Pressure: 0.0218mmHg at 25°C
• Refractive Index: n20/D 1.435(lit.)
• Boiling Point: 108 °C25 mm Hg(lit.)
• PKA: -1.98±0.19(Predicted)
• Flash Point: 80 °F
• PSA: 64.64000
• Density: 1.477 g/mL at 25 °C(lit.)
• LogP: 2.39080
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 226.98639865
• Heavy Atom Count: 14
• Complexity: 282

Purity/Quality:

90.0%Min ^*data from raw suppliers

2-Pyridyl Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)OS(=O)(=O)C(F)(F)F
• Uses: 2-Pyridyl trifluoromethanesulfonate (2-Pyridyl triflate) may be used in the preparation of pyridinium salts [R-iso-BIPY-H]+[OTF]- salts (R-iso-BIPY = N-(2-pyridyl)-R-pyridine-2-ylidene [R = 4-H, 4-tert-butyl, 4-dimethylamino, 5-dimethylamino]; OTf- = trifluoromethanesulfonate).

Technology Process of 2-Pyridyl trifluoromethanesulfonate

There total 28 articles about 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: 62.0%

N-fluoropyridinium triflate (107263-95-6) → 2-chloropyridine (109-09-1) + pyridin-2-yl trifluoromethanesulfonate (65007-00-3) + 2-fluoropyridine (372-48-5)

Guidance literature:

With dichloromethane; triethylamine; for 0.0833333h; Product distribution; Ambient temperature; other time; various bases;

DOI:10.1016/0022-1139(96)03402-1

Reference yield: 61.0%

N-fluoropyridinium triflate (107263-95-6) → pyridin-2-yl trifluoromethanesulfonate (65007-00-3) + 2-fluoropyridine (372-48-5)

Guidance literature:

In diethylamine;

DOI:10.1016/S0040-4039(00)96186-0

Reference yield: 55.0%

N-fluoropyridinium triflate (107263-95-6) + acetonitrile (75-05-8,26809-02-9) → N-(2-pyridyl)acetamide (5231-96-9) + pyridin-2-yl trifluoromethanesulfonate (65007-00-3) + 2-fluoropyridine (372-48-5)

Guidance literature:

With triethylamine; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)96186-0 DOI:10.1016/0022-1139(96)03402-1

upstream raw materials:

tetrahydrofuran

N-fluoropyridinium triflate

1,4-dioxane

furan

Downstream raw materials:

1-(2-Pyridyl)-4-(4-methoxyphenyl)butane-1,4-dione

2-(trimethylsilylethynyl)pyridine

2'-(2-thienyl)pyridine

2,3'-bipyridine

Refernces

• 1、 Umemoto, Teruo,Tomizawa, Ginjiro,Hachisuka, Hitoharu,Kitano, Masakatsu. "Novel base-initiated reactions of N-substituted pyridinium salts". . p. 161 - 168. Retrieved 2007/10/03.
• 2、 Unemoto, Teruo,Tomizawa, Ginjiro. "BASE-INITIATED REACTIONS OF N-FLUOROPYRIDINIUM SALTS; A NOVEL CYCLIC CARBENE PROPOSED AS A REACTIVE SPECIES". . p. 2705 - 2708. Retrieved 2007/10/02.