2-Chloro-5-(trifluoromethyl)pyrimidine

Base Information

• Chemical Name: 2-Chloro-5-(trifluoromethyl)pyrimidine
• CAS No.: 69034-12-4
• Molecular Formula: C5H2ClF3N2
• Molecular Weight: 182.532
• Hs Code.: 2933599590
• European Community (EC) Number: 687-139-6
• ChEMBL ID: CHEMBL5205619
• DSSTox Substance ID: DTXSID80536599
• Wikidata: Q82411320
• Mol file: 69034-12-4.mol

Synonyms:2-Chloro-5-(trifluoromethyl)pyrimidine;69034-12-4;Pyrimidine, 2-chloro-5-(trifluoromethyl)- (9CI);MFCD09753482;2-Chloro-5-trifluoromethyl-pyrimidine;2-chloro-5-(trifluoromethyl)-pyrimidine;Pyrimidine, 2-chloro-5-(trifluoromethyl)-;2-CHLORO-5-TRIFLUOROMETHYLPYRIMIDINE;SCHEMBL485196;CHEMBL5205619;AMY6373;DTXSID80536599;BCP20070;AKOS007930237;CS-W008510;PS-8523;2-chloranyl-5-(trifluoromethyl)pyrimidine;AC-29859;Pyrimidine,2-chloro-5-(trifluoromethyl)-;SY005527;2-Chloro-5-(trifluoromethyl)pyrimidine, 96%;EN300-104687;H10948;Pyrimidine,2-chloro-5-(trifluoromethyl)-(9ci);A836321;J-508804;Z1255365587

Chemical Property of 2-Chloro-5-(trifluoromethyl)pyrimidine

Chemical Property:

• Vapor Pressure: 0.154mmHg at 25°C
• Melting Point: 48-52°C
• Refractive Index: 1.445
• Boiling Point: 222.097 °C at 760 mmHg
• PKA: -3.48±0.22(Predicted)
• Flash Point: 88.121 °C
• PSA: 25.78000
• Density: 1.504 g/cm³
• LogP: 2.14880
• Storage Temp.: ?20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 181.9858603
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

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

2-Chloro-5-(trifluoromethyl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=N1)Cl)C(F)(F)F
• Uses: 2-Chloro-5-(trifluoromethyl)pyrimidine

Technology Process of 2-Chloro-5-(trifluoromethyl)pyrimidine

There total 10 articles about 2-Chloro-5-(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%

5-bromopyrimidine (4595-59-9) + 1,10-phenanthroline trifluoroacetic acid cuprous (I) → 5-(trifluoromethyl)pyrimidine (69034-12-4,176214-12-3)

Guidance literature:

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

DOI:10.1002/chem.201504306

Reference yield: 51.0%

2-chloro-5-trichloromethylpyrimidine (69034-11-3) → 2-chloro-5-(trifluoromethyl)pyrimidine (69034-12-4)

Guidance literature:

With antimony pentafluoride; 1.) 50 deg C, 35 min, 2.) 150 deg C, 15 min;

Reference yield: 40.0%

formamidine hydrochloride (6313-33-3) + N-[3-(dimethylamino)-2-(trifluoromethyl)-2-propenylidene]-N-dimethylammonium chloride (176214-18-9) → 5-(trifluoromethyl)pyrimidine (69034-12-4,176214-12-3)

Guidance literature:

With sodium methylate; In methanol; acetonitrile; for 3h; Ambient temperature;

DOI:10.1016/0040-4039(96)00129-3

upstream raw materials:

2-chloro-5-trichloromethylpyrimidine

2-chloro-5-methylpyrimidine

antimony(III) fluoride

tartaric acid

Downstream raw materials:

2-(2-thenylthio)-5-trifluoromethylpyrimidine

5-trifluoromethyl-pyrimidin-2-one

2-ethylthio-5-trifluoromethylpyrimidine

(S)-tert-butyl 2-(4-(1-(5-(trifluoromethyl)pyrimidin-2-yl)-1H-pyrazole-3-carboxamido)phenyl)morpholine-4-carboxylate

Refernces

• 1、 Lin, Xiaoxi,Hou, Chuanqi,Li, Haohong,Weng, Zhiqiang. "Decarboxylative Trifluoromethylating Reagent [Cu(O2CCF3)(phen)] and Difluorocarbene Precursor [Cu(phen)2][O2CCF2Cl]". supporting information. p. 2075 - 2084. Retrieved 2016/02/12.
• 2、 Lishchynskyi, Anton,Novikov, Maxim A.,Martin, Eddy,Escudero-Adan, Eduardo C.,Novak, Petr,Grushin, Vladimir V.. "Trifluoromethylation of aryl and heteroaryl halides with fluoroform-derived CuCF3: Scope, limitations, and mechanistic features". . p. 11126 - 11146. Retrieved 2013/12/04.