3-(4-bromophenyl)-5-(trifluoromethyl)-1H-pyrazole

Base Information

• Chemical Name: 3-(4-bromophenyl)-5-(trifluoromethyl)-1H-pyrazole
• CAS No.: 219986-65-9
• Molecular Formula: C10H6BrF3N2
• Molecular Weight: 291.07
• Hs Code.: 2933199090
• European Community (EC) Number: 664-408-6
• DSSTox Substance ID: DTXSID90352464
• Nikkaji Number: J1.026.885K,J3.497.360A
• Wikidata: Q82129621
• Mol file: 219986-65-9.mol

Synonyms:219986-65-9;3-(4-bromophenyl)-5-(trifluoromethyl)-1H-pyrazole;5-(4-Bromophenyl)-3-trifluoromethyl-1H-pyrazole;5-(4-bromophenyl)-3-(trifluoromethyl)-1H-pyrazole;5-(4-bromophenyl)-3-(trifluoromethyl)pyrazole;SCHEMBL3472227;DTXSID90352464;HMS1590P09;CCG-42989;MFCD01554560;STK833072;AKOS000268427;AKOS000271280;AKOS025394537;FS-4396;A4724;CS-0080481;J3.497.360A;D74195;A1-11390;SR-01000632943-1;BRD-K62870725-001-01-8;3-(4-Bromophenyl)-5-(trifluoromethyl)-1H-pyrazole 97%;3-(4-Bromophenyl)-5-(trifluoromethyl)-1H-pyrazole, 97%

Chemical Property of 3-(4-bromophenyl)-5-(trifluoromethyl)-1H-pyrazole

Chemical Property:

• Melting Point: 163-168°C
• Boiling Point: 383.6±42.0 °C(Predicted)
• PKA: 9.36±0.10(Predicted)
• PSA: 28.68000
• Density: 1.654±0.06 g/cm3(Predicted)
• LogP: 3.85800
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 289.96665
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-(4-Bromophenyl)-5-(trifluoromethyl)-1H-pyrazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NNC(=C2)C(F)(F)F)Br

Technology Process of 3-(4-bromophenyl)-5-(trifluoromethyl)-1H-pyrazole

There total 14 articles about 3-(4-bromophenyl)-5-(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: 98.0%

4,4,4-trifluoro-1-(4-bromophenyl)butane-1,3-dione (18931-61-8) → 3-(4-bromophenyl)-5-(trifluoromethyl)-1H-pyrazole (219986-65-9)

Guidance literature:

With hydrazine hydrate; In ethanol; at 90 ℃; for 18h;

Reference yield: 95.0%

4-bromo-1-ethynylbenzene (766-96-1) + trifluoroacetaldehyde N-triftosylhydrazone (2236129-81-8) → 5-(4-bromophenyl)-3-(trifluoromethyl)-1H-pyrazole (219986-65-9)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 100 ℃; for 10h; Inert atmosphere;

Reference yield: 91.0%

(E)-4-(4-bromophenyl)-1,1,1-trifluoro-3-buten-2-one (366014-14-4) → 5-(4-bromophenyl)-3-(trifluoromethyl)-1H-pyrazole (219986-65-9)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid hydrazide; In ethanol; at 80 ℃; for 12h; regioselective reaction; Schlenk technique;

DOI:10.1016/j.tet.2015.09.007

upstream raw materials:

3-(4-bromo-phenyl)-5-hydroxy-5-trifluoromethyl-4,5-dihydro-pyrazole-1-carbothioic acid amide

ethyl trifluoroacetate,

para-bromoacetophenone

4,4,4-trifluoro-1-(4-bromophenyl)butane-1,3-dione

Downstream raw materials:

ethyl 2-(5-(3'-(methylthio)-[1,1'-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

ethyl 2-(5-(3’-(methylsulfonyl)-[1,1’-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

ethyl 2-(4-bromo-5-(3'-(methylsulfonyl)biphenyl-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

2-(5-(3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid

Refernces

• 1、 Zhu, Chuanle,Zeng, Hao,Liu, Chi,Cai, Yingying,Fang, Xiaojie,Jiang, Huanfeng. "Regioselective Synthesis of 3-Trifluoromethylpyrazole by Coupling of Aldehydes, Sulfonyl Hydrazides, and 2-Bromo-3,3,3-trifluoropropene". supporting information. p. 809 - 813. Retrieved 2020/02/04.
• 2、 -. "Synthetic method of novel trifluoromethyl pyrazole compound". Paragraph 0078-0082. . Retrieved 2019/10/01.