5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid

Base Information

• Chemical Name: 5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid
• CAS No.: 129768-28-1
• Molecular Formula: C5H3 F3 N2 O2
• Molecular Weight: 180.086
• Hs Code.: 2933199090
• European Community (EC) Number: 801-624-3
• DSSTox Substance ID: DTXSID10400653
• Nikkaji Number: J3.282.024G
• Wikidata: Q82203657
• Mol file: 129768-28-1.mol

Synonyms:129768-28-1;5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid;3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid;5-Trifluoromethyl-2H-pyrazole-3-carboxylic acid;5-Trifluoromethyl-1H-pyrazole-3-carboxylic acid;3-(Trifluoromethyl)pyrazole-5-carboxylic Acid;1H-Pyrazole-3-carboxylic acid, 5-(trifluoromethyl)-;MFCD03094951;5-Trifluoromethylpyrazole-3-carboxylic acid;3-Trifluoromethyl-1H-pyrazole-5-carboxylic acid;SCHEMBL1498674;IN-E8S-72;DTXSID10400653;MFCD03074352;STK349145;AKOS000302228;AKOS000308403;AB13065;AM91689;KD-0237;SY014176;BB 0237694;BB 0260773;CS-0042230;FT-0691942;EN300-83633;5-Trifluoromethyl-2H-pyrazole-3-carboxylicacid;5-trifluoromethyl-2 h-pyrazole-3-carboxylic acid;5-Trifluoromethyl-2H-pyrazole-3-carboxylic acid;A853764;J-005713;J-516435;1H-Pyrazole-5-carboxylic acid, 3-(trifluoromethyl)-;F8889-0856;Z1998636600;5-(TRIFLUOROMETHYL)-2H-PYRAZOLE-3-CARBOXYLIC ACID;3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (IN-E8S72);5-(Trifluoromethyl)-1H-pyrazole-3-carboxylic acid, AldrichCPR;5-Trifluoromethyl-2H-pyrazole-3-carboxylic acid, AldrichCPR

Chemical Property of 5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.26E-05mmHg at 25°C
• Refractive Index: 1.485
• Boiling Point: 354.2°C at 760 mmHg
• PKA: 3.55±0.10(Predicted)
• Flash Point: 168°C
• PSA: 65.98000
• Density: 1.682g/cm³
• LogP: 1.12670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• 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:

98.0%Min ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid

There total 3 articles about 5-(trifluoromethyl)-1H-pyrazole-3-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%

3-trifluoromethyl-1H-pyrazole-5-carboxylic acid methyl ester (6833-82-5) → 3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (129768-28-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; Reflux;

DOI:10.1002/ejoc.201301852

Reference yield: 84.0%

1-benzyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (881693-05-6) → 3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (129768-28-1)

Guidance literature:

1-benzyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid; With ammonia; sodium; Cooling with ethanol-dry ice;

With hydrogenchloride; In water;

Reference yield: 37.0%

5-trifluoromethyl-2H-pyrazole-3-carboxylic acid ethyl ester (129768-30-5,948551-04-0) → 3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (129768-28-1)

Guidance literature:

With Candida antarctica recombinantfrom Aspergillus oryzae; In aq. phosphate buffer; dimethyl sulfoxide; at 40 ℃; for 8h; pH=7; Enzymatic reaction;

DOI:10.1002/ejoc.201700992

upstream raw materials:

1-benzyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

3-trifluoromethyl-1H-pyrazole-5-carboxylic acid methyl ester

5-trifluoromethyl-2H-pyrazole-3-carboxylic acid ethyl ester

Downstream raw materials:

N-(3-bromopropyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

N-((1S,4S)-4-fluoro-4-(3-fluoro-5-(trifluoromethyl)phenylsulfonyl)cyclohexyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

5-((1S,4S)-4-fluoro-4-(3-fluoro-5-(trifluoromethyl)phenylsulfonyl)cyclohexyl)-2-(trifluoromethyl)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one

2-(trifluoromethyl)pyrazolo[1,5-a]pyrazin-4(5H)-one

Refernces

• 1、 -. "PYRAZOLE DERIVATIVES AS H4 ANTAGONIST COMPOUNDS". Page/Page column 43; 44. . Retrieved 2020/05/21.
• 2、 -. "TRICYCLIC LACTAM DERIVATIVES, THEIR MANUFACTURE AND USE AS PHARMACEUTICAL AGENTS". Page/Page column 30. . Retrieved 2008/06/13.