4-(trifluoromethyl)-1H-pyrazole

Base Information

• Chemical Name: 4-(trifluoromethyl)-1H-pyrazole
• CAS No.: 52222-73-8
• Molecular Formula: C4H3F3N2
• Molecular Weight: 136.076
• Hs Code.: 2933199090
• European Community (EC) Number: 694-800-2
• DSSTox Substance ID: DTXSID50509614
• Nikkaji Number: J718.784J
• Wikidata: Q82367327
• Mol file: 52222-73-8.mol

Synonyms:4-(trifluoromethyl)-1H-pyrazole;52222-73-8;4-Trifluoromethyl-1H-pyrazole;4-(Trifluoromethyl)pyrazole;4-TRIFLUOROMETHYLPYRAZOLE;MFCD11226572;1H-Pyrazole, 4-(trifluoromethyl)-;4-trifluoromethyl pyrazole;SCHEMBL324373;AMY1934;DTXSID50509614;4-(trifluoromethyl)-1 h-pyrazole;AKOS005071816;AB64033;BD-0296;CS-W004212;HY-W004212;4-(Trifluoromethyl)-1H-pyrazole, 95%;AC-30773;SY047904;BB 0261684;FT-0680870;T3076;EN300-42999;P11115;A855514;J-516021

Chemical Property of 4-(trifluoromethyl)-1H-pyrazole

Chemical Property:

• Melting Point: 76-78°
• Boiling Point: 177.7±35.0 °C(Predicted)
• PKA: 11.14±0.50(Predicted)
• PSA: 28.68000
• Density: 1.440±0.06 g/cm3(Predicted)
• LogP: 1.42850
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 136.02483259
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

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

4-Trifluoromethyl-1H-pyrazole 97+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NN1)C(F)(F)F
• Uses: It is used as pharmaceutical intermediates. The palladium-catalyzed cross-coupling reactions of 5-tributylstannyl-4-fluoro-1H-pyrazole with aryl iodides provided high yields of the corresponding 5-aryl-4-fluoro-1H-pyrazoles.

Technology Process of 4-(trifluoromethyl)-1H-pyrazole

There total 5 articles about 4-(trifluoromethyl)-1H-pyrazole 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: 86.0%

(Z)-N-(3-(dimethylamino)-2-(trifluoromethyl)allylidene)-N-methylmethanaminium chloride salt → 4-(trifluoromethyl)-1H-pyrazole (52222-73-8)

Guidance literature:

With hydrazine; In water; acetonitrile; at 20 - 70 ℃; for 1h;

Reference yield: 43.0%

(Z)-N-(3-(dimethylamino)-2-(trifluoromethyl)allylidene)-N-methylmethanaminium → 4-(trifluoromethyl)-1H-pyrazole (52222-73-8)

Guidance literature:

With hydrazine; In acetonitrile; at 70 ℃; for 1h;

Reference yield: 29.0%

3,3,3-trifluoropropanal (460-40-2) + Vilsmeier reagent (3724-43-4,149409-22-3) → 4-(trifluoromethyl)-1H-pyrazole (52222-73-8)

Guidance literature:

3,3,3-trifluoropropanal; Vilsmeier reagent; In 1,2-dichloro-ethane; at 75 ℃; for 5h;

With hydrazine; In water; acetonitrile; for 1h;

With trifluoroacetic acid; In water; acetonitrile; at 70 ℃; for 1.5h;

upstream raw materials:

N-[3-(dimethylamino)-2-(trifluoromethyl)-2-propenylidene]-N-dimethylammonium chloride

3,3,3-trifluoropropanal

Vilsmeier reagent

Refernces

• 1、 -. "BIARYL COMPOUNDS AND METHODS OF USE THEREOF". Page/Page column 222. . Retrieved 2011/04/13.
• 2、 -. "Positive allosteric modulators of the nicotinic acetylcholine receptor". Page 37. . Retrieved 2010/02/05.