4-(1H-Pyrazol-1-yl)benzoic acid

Base Information

• Chemical Name: 4-(1H-Pyrazol-1-yl)benzoic acid
• CAS No.: 16209-00-0
• Molecular Formula: C10H8N2O2
• Molecular Weight: 188.186
• Hs Code.: 2933199090
• European Community (EC) Number: 623-879-8
• DSSTox Substance ID: DTXSID30353056
• Nikkaji Number: J2.823.177F
• Wikidata: Q72503613
• Mol file: 16209-00-0.mol

Synonyms:4-(1H-Pyrazol-1-yl)benzoic acid;16209-00-0;4-pyrazol-1-ylbenzoic acid;4-Pyrazol-1-yl-benzoic acid;4-(1-Pyrazolyl)benzoic Acid;Benzoic acid, 4-(1H-pyrazol-1-yl)-;MFCD02682056;4-(pyrazol-1-yl)benzoic acid;Oprea1_536854;SCHEMBL321724;DTXSID30353056;HMS1748B01;AMY11922;Benzoic acid, 4-(pyrazol-1-yl)-;STK500649;AKOS000104788;AC-2874;CS-W001008;PS-4290;SB34062;SDCCGMLS-0066004.P001;4-(1H-PYRAZOL-1-YL)BENZOICACID;SY003210;4-(1H-Pyrazol-1-yl)benzoic acid, 90%;BB 0217092;FT-0616477;P2499;EN300-12595;AF-399/40971736;W-205896;Z85923465;F3099-6577

Chemical Property of 4-(1H-Pyrazol-1-yl)benzoic acid

Chemical Property:

• Vapor Pressure: 8E-06mmHg at 25°C
• Melting Point: 269 °C
• Boiling Point: 360.4±25.0 °C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 171.8±23.2 °C
• PSA: 55.12000
• Density: 1.3±0.1 g/cm³
• LogP: 1.57050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

4-(1H-Pyrazol-1-yl)benzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN(N=C1)C2=CC=C(C=C2)C(=O)O

Technology Process of 4-(1H-Pyrazol-1-yl)benzoic acid

There total 5 articles about 4-(1H-Pyrazol-1-yl)benzoic 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: 97.0%

methyl 4-(1H-pyrazol-1-yI)benzenecarboxylate (400750-29-0) → 4-(1H-pyrazol-1-yl)benzoic acid (16209-00-0)

Guidance literature:

methyl 4-(1H-pyrazol-1-yI)benzenecarboxylate; With methanol; lithium hydroxide; water; for 2h; Heating / reflux;

With hydrogenchloride; water; pH=3;

Reference yield: 65.0%

4-pyrazol-1-yl-benzonitrile (25699-83-6) → 4-(1H-pyrazol-1-yl)benzoic acid (16209-00-0)

Guidance literature:

With water; In ethanol; at 105 ℃; for 16h;

Reference yield:

4-fluorobenzonitrile (1194-02-1,143234-87-1) → 4-(1H-pyrazol-1-yl)benzoic acid (16209-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / N,N-dimethyl-formamide / 2 h / Reflux

2: sodium hydroxide; water / ethanol / 16 h / 105 °C

With water; caesium carbonate; sodium hydroxide; In ethanol; N,N-dimethyl-formamide;

upstream raw materials:

methyl 4-(1H-pyrazol-1-yI)benzenecarboxylate

methyl 4-flurobenzoate

4-fluorobenzonitrile

4-pyrazol-1-yl-benzonitrile

Downstream raw materials:

4-pyrazol-1-yl-benzoic acid ethyl ester

Refernces

• 1、 -. "PYRROLO AND PYRAZOLOPYRIMIDINES AS UBIQUITIN-SPECIFIC PROTEASE 7 INHIBITORS". . . Retrieved 2016/08/03.
• 2、 Zhou, Dahui,Gross, Jonathan L.,Sze, Jean Y.,Adedoyin, Adedayo B.,Bowlby, Mark,Di, Li,Platt, Brian J.,Zhang, Guoming,Brandon, Nicholas,Comery, Thomas A.,Robichaud, Albert J.. "Pyrrolidin-3-yl-N-methylbenzamides as potent histamine 3 receptor antagonists". scheme or table. p. 5957 - 5960. Retrieved 2011/10/18.