2-Phenoxy-5-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Phenoxy-5-(trifluoromethyl)pyridine
• CAS No.: 105626-77-5
• Molecular Formula: C12H8F3NO
• Molecular Weight: 239.19300
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID40429251
• Wikidata: Q82242237
• Mol file: 105626-77-5.mol

Synonyms:2-phenoxy-5-(trifluoromethyl)pyridine;105626-77-5;SCHEMBL9507549;DTXSID40429251;PQGUJZLNSPLGSZ-UHFFFAOYSA-N;MFCD07692289;AKOS001176526;AS-8684;CS-0329738;Z54079377

Chemical Property of 2-Phenoxy-5-(trifluoromethyl)pyridine

Chemical Property:

• PSA: 22.12000
• LogP: 3.89270
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 239.05579836
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

>98% ^*data from raw suppliers

2-Phenoxy-5-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=NC=C(C=C2)C(F)(F)F

Technology Process of 2-Phenoxy-5-(trifluoromethyl)pyridine

There total 7 articles about 2-Phenoxy-5-(trifluoromethyl)pyridine 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: 75.0%

phenyl 5-(trifluoromethyl)picolinate → 2-phenoxy-5-(trifluoromethyl)pyridine (105626-77-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium phosphate; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); In toluene; at 150 ℃; for 18h; Reagent/catalyst; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.7b00049

Reference yield: 75.0%

→ 2-phenoxy-5-(trifluoromethyl)pyridine (105626-77-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; potassium phosphate; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); In toluene; at 150 ℃; for 18h; Inert atmosphere; Glovebox;

Reference yield: 74.0%

C12H10I(1+)*C6H3F3NO(1-) → 1-phenyl-5-(trifluoromethyl)pyridin-2(1H)-one + 2-phenoxy-5-(trifluoromethyl)pyridine (105626-77-5)

Guidance literature:

In fluorobenzene; at 100 ℃; for 16h; Solvent; Temperature;

DOI:10.1039/d0sc02516j

upstream raw materials:

5-trifluoromethyl-pyridin-2-ylsulfonylchloride

2-mercapto-5-trifluoromethylpyridine

5-(trifluoromethyl)-2(1H)-pyridone

Refernces

• 1、 Chen, Xuemeng,Xiao, Xue,Sun, Haotian,Li, Yue,Cao, Haolin,Zhang, Xuemei,Yang, Shengyong,Lian, Zhong. "Transition-Metal-Catalyzed Transformation of Sulfonates via S-O Bond Cleavage: Synthesis of Alkyl Aryl Ether and Diaryl Ether". supporting information. p. 8879 - 8883. Retrieved 2019/11/14.
• 2、 Takise, Ryosuke,Isshiki, Ryota,Muto, Kei,Itami, Kenichiro,Yamaguchi, Junichiro. "Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis". supporting information. p. 3340 - 3343. Retrieved 2017/03/15.