2-(Trifluoromethyl)pyrimidine

Base Information

• Chemical Name: 2-(Trifluoromethyl)pyrimidine
• CAS No.: 116470-67-8
• Molecular Formula: C₅H₃F₃N₂
• Molecular Weight: 148.087
• European Community (EC) Number: 946-092-4
• DSSTox Substance ID: DTXSID60554190
• Wikidata: Q72512816
• Mol file: 116470-67-8.mol

Synonyms:2-(trifluoromethyl)pyrimidine;116470-67-8;2-Trifluoromethylpyrimidine;2-Trifluoromethyl-pyrimidine;trifluoromethylpyrimidine;(trifluoromethyl)pyrimidine;AMY155;SCHEMBL1491767;DTXSID60554190;BQDJLAWUTBCDHK-UHFFFAOYSA-P;Pyrimidine, 2-(trifluoromethyl)-;MFCD10698646;AKOS006304393;SB57368;BS-42676;CS-0196525;EN300-237644;F15716;W-200899;F2147-1016

Chemical Property of 2-(Trifluoromethyl)pyrimidine

Chemical Property:

• Boiling Point: 69°Cat760mmHg
• PKA: -1.90±0.13(Predicted)
• Flash Point: °C
• PSA: 25.78000
• Density: 1.353g/cm³
• LogP: 1.49540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 148.02483259
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)pyrimidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)C(F)(F)F

Technology Process of 2-(Trifluoromethyl)pyrimidine

There total 11 articles about 2-(Trifluoromethyl)pyrimidine 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%

(trifluoromethyl)trimethylsilane (81290-20-2) + 2-bromopyrimidine (4595-60-2) → 2-(trifluoromethyl)pyrimidine (116470-67-8)

Guidance literature:

(trifluoromethyl)trimethylsilane; With silver fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

With copper; In N,N-dimethyl-formamide; for 4h;

2-bromopyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.jfluchem.2011.07.025

Reference yield: 50.0%

1,10-phenanthroline trifluoroacetic acid cuprous (I) + 2-bromopyrimidine (4595-60-2) → 2-(trifluoromethyl)pyrimidine (116470-67-8)

Guidance literature:

With sodium fluoride; In N,N-dimethyl-formamide; at 140 ℃; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201504306

Reference yield: 50.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) + dibromodifluoromethane (75-61-6) → 2-Pentafluoroethyl-pyrimidine (133391-65-8) + 2-Heptafluoropropyl-pyrimidine (133391-64-7) + 2-(trifluoromethyl)pyrimidine (116470-67-8)

Guidance literature:

With ISOPROPYLAMIDE; copper; at 100 ℃; for 8h;

DOI:10.1016/S0022-1139(00)85007-1

upstream raw materials:

2-chloropyrimidine

dibromodifluoromethane

sodium 2,2,2-trifluoroacetate

2-bromopyrimidine

Refernces

• 1、 Le, Chip,Chen, Tiffany Q.,Liang, Tao,Zhang, Patricia,MacMillan, David W. C.. "A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes". . p. 1010 - 1014. Retrieved 2018/06/12.
• 2、 Lin, Xiaoxi,Li, Zhengyu,Han, Xiaoyan,Weng, Zhiqiang. "Trifluoromethylation of (hetero)aryl iodides and bromides with copper(i) chlorodifluoroacetate complexes". . p. 75465 - 75469. Retrieved 2016/08/24.