5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Base Information

• Chemical Name: 5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
• CAS No.: 543739-84-0
• Molecular Formula: C5H3 F3 N2 O2
• Molecular Weight: 180.086
• Hs Code.: 2933199090
• European Community (EC) Number: 684-469-2
• DSSTox Substance ID: DTXSID101021462
• Mol file: 543739-84-0.mol

Synonyms:5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid;543739-84-0;3-(Trifluoromethyl)-1H-pyrazole-4-carboxylic acid;1259932-11-0;3-(trifluoromethyl)pyrazole-4-carboxylic acid;1H-Pyrazole-4-carboxylic acid, 3-(trifluoromethyl)-;3-trifluoromethyl-1h-pyrazole-4-carboxylic acid;3-(Trifluoromethyl)-1H-pyrazole-4-carboxylicacid;700372-25-4;MFCD00661951;SCHEMBL214467;Penthiopyrad metabolite DM-PCA;YSCH0196;DTXSID101021462;BCP22855;BBL104366;MFCD04125015;STL415421;AKOS000144043;AKOS005258988;BCP9000173;CS-W017236;DS-0690;PB43020;AC-28856;TS-02510;AM20100340;FT-0646313;EN300-42153;2X-0834;A889882;1H-Pyrazole-4-carboxylicacid,3-(trifluoromethyl)-;3-(Trifluoromethyl)pyrazole-4-carboxylic acid, 97%;J-516436;Z432066786

Chemical Property of 5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.71E-05mmHg at 25°C
• Melting Point: 248-253°C
• Boiling Point: 349.9oC at 760 mmHg
• PKA: 2.86±0.36(Predicted)
• Flash Point: 165.4oC
• PSA: 65.98000
• Density: 1.682g/cm3
• LogP: 1.12670
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 180.01466183
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

98%Min ^*data from raw suppliers

5-(Trifluoromethyl)-1H-pyrazole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NNC(=C1C(=O)O)C(F)(F)F

Technology Process of 5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

There total 3 articles about 5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid 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: 93.0%

ethyl 3-trifluoromethyl-1H-pyrazole-4-carboxylate (155377-19-8) → 3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (543739-84-0)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 72h; Heating / reflux;

Reference yield: 87.0%

ethyl 5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (155377-19-8) → 5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (543739-84-0)

Guidance literature:

ethyl 5-(trifluoromethyl)-1H-pyrazole-4-carboxylate; With sodium hydroxide; In ethanol; water; for 18.25h; Heating / reflux;

With hydrogenchloride; In ethanol; water; at 10 ℃;

Reference yield:

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate (571-55-1) → 3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (543739-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 12 h / 20 °C / Inert atmosphere

2: hydrogenchloride; acetic acid / water / 6 h / Inert atmosphere; Reflux

With hydrogenchloride; hydrazine hydrate; acetic acid; In ethanol; water;

DOI:10.1021/jo202305c

upstream raw materials:

ethyl 3-trifluoromethyl-1H-pyrazole-4-carboxylate

ethyl 2-(ethoxymethylidene)-4,4,4-trifluoro-3-oxobutanoate

ethyl 5-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Downstream raw materials:

3,4-Bis-(trifluormethyl)-pyrazol

C₃₈H₃₈F₅N₇O₂

N-(2-{[(4-ethoxyphenyl)carbonyl]amino}ethyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide

Refernces

• 1、 Gerus, Igor I.,Mironets, Roman V.,Kondratov, Ivan S.,Bezdudny, Andrei V.,Dmytriv, Yurii V.,Shishkin, Oleg V.,Starova, Viktoriia S.,Zaporozhets, Olga A.,Tolmachev, Andrey A.,Mykhailiuk, Pavel K.. ""Reported, but still unknown." A closer look into 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles". experimental part. p. 47 - 56. Retrieved 2012/03/10.
• 2、 -. "Inhibitors of 15-hydroxyprostaglandin dehydrogenase for stimulating pigmentation of the skin or skin appendages". Page/Page column 59. . Retrieved 2010/10/19.