3-Pyridyl Trifluoromethanesulfonate

Base Information

• Chemical Name: 3-Pyridyl Trifluoromethanesulfonate
• CAS No.: 107658-27-5
• Molecular Formula: C6H4 F3 N O3 S
• Molecular Weight: 227.164
• Hs Code.: 2933399090
• European Community (EC) Number: 691-520-2
• DSSTox Substance ID: DTXSID50452636
• Nikkaji Number: J483.728B
• Wikidata: Q82273392
• Mol file: 107658-27-5.mol

Synonyms:3-Pyridyl Trifluoromethanesulfonate;107658-27-5;PYRIDIN-3-YL TRIFLUOROMETHANESULFONATE;3-Pyridyl Triflate;pyridine-3-triflate;3-(trifluoromethylsulfonyloxy)pyridine;SCHEMBL3718580;3-PyridylTrifluoromethanesulfonate;DTXSID50452636;AB9964;MFCD00799579;AKOS015910975;3-(Trifluoromethylsulfonyloxy)-pyridine;KM-0024;3-(trifluoromethanesulfonyloxy)-pyridine;CS-0440501;FT-0674235;P1860;Trifluoromethanesulfonic Acid 3-Pyridyl Ester;J-001995;Methanesulfonic acid,1,1,1-trifluoro-,3-pyridinyl ester

Chemical Property of 3-Pyridyl Trifluoromethanesulfonate

Chemical Property:

• Refractive Index: 1.4360 to 1.4400
• PSA: 64.64000
• LogP: 2.39080
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 1.6
• 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:

98%,99%, ^*data from raw suppliers

3-Pyridyl Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)OS(=O)(=O)C(F)(F)F
• Uses: 3-Pyridyl Trifluoromethanesulfonate (cas# 107658-27-5) is a compound useful in organic synthesis.

Technology Process of 3-Pyridyl Trifluoromethanesulfonate

There total 7 articles about 3-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: 98.0%

pyridin-3-ylamine (462-08-8) + trifluorormethanesulfonic acid (1493-13-6) → pyridin-3-yl trifluoromethanesulfonate (107658-27-5)

Guidance literature:

With sodium nitrite; In hexane; dimethyl sulfoxide; at 5 - 20 ℃; for 1h;

DOI:10.1055/s-0035-1560392

Reference yield: 97.0%

3-HYDROXYPYRIDINE (109-00-2) + (CF3SO2)2NC6H4-O-(PEG-3400)-OC6H4N(SO2CF3)2 → pyridin-3-yl trifluoromethanesulfonate (107658-27-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/ol9913237

Reference yield: 94.0%

3-HYDROXYPYRIDINE (109-00-2) + N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) → pyridin-3-yl trifluoromethanesulfonate (107658-27-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/ol9913237

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

potassium phenolate

sodium phenoxide

3-HYDROXYPYRIDINE

Downstream raw materials:

3-phenylpyridine

3-isonicotine

1-(3'-pyridyl)-1-(3'',4'',5''-trimethoxyphenyl)ethylene

5,5’-bipyrimidine

Refernces

• 1、 Rahman, Obaidur,Kihlberg, Tor,Langstroem, Bengt. "Aryl triflates and [11C]/(13C)carbon monoxide in the synthesis of 11C-/13C-amides". . p. 3558 - 3562. Retrieved 2003.
• 2、 Dogga, Bhushanarao,Joseph, Jayan T.,Kumar, C. S. Ananda. "Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source". supporting information. p. 309 - 313. Retrieved 2020/12/23.
• 3、 Quesnelle, Claude A.,Snieckus, Victor. "Directed ortho Metalation (D o M)-Linked Corriu-Kumada, Negishi, and Suzuki-Miyaura Cross-Coupling Protocols: A Comparative Study". supporting information. p. 4395 - 4412. Retrieved 2018/11/21.