5-(4-methylphenyl)-1H-pyrazole

Base Information

• Chemical Name: 5-(4-methylphenyl)-1H-pyrazole
• CAS No.: 59843-75-3
• Molecular Formula: C10H10 N2
• Molecular Weight: 158.203
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID70369333
• Nikkaji Number: J880.979H,J2.326.834E
• Wikidata: Q72509308
• Mol file: 59843-75-3.mol

Synonyms:59843-75-3;3-(p-Tolyl)-1H-pyrazole;5-p-Tolyl-1H-pyrazole;5-(4-methylphenyl)-1H-pyrazole;3-(4-methylphenyl)-1H-pyrazole;3-p-Tolyl-1H-pyrazole;3-(4-Methylphenyl)pyrazole;p-Tolylpyrazol;3-(p-Tolyl)pyrazole;SCHEMBL2765284;SCHEMBL16168729;BDBM17451;DTXSID70369333;3-p-Tolyl-1H-pyrazole, AldrichCPR;MFCD00665963;STK350511;AKOS000313116;AKOS000345349;CD-0728;3,4-DIMETHOXY-2-HYDROXYCHALCONE;CS-0126513;FT-0680910;A832500;J-510943

Chemical Property of 5-(4-methylphenyl)-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.000136mmHg at 25°C
• Melting Point: 82-86 °C
• Refractive Index: 1.6392 (estimate)
• Boiling Point: 343.9°C at 760 mmHg
• PKA: 13.52±0.10(Predicted)
• Flash Point: 162.4°C
• PSA: 28.68000
• Density: 1.109g/cm³
• LogP: 2.38510
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-Methylphenyl)-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=NN2

Technology Process of 5-(4-methylphenyl)-1H-pyrazole

There total 13 articles about 5-(4-methylphenyl)-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: 85.0%

1-(tetrahydro-pyran-2-yl)-5-p-tolyl-1H-pyrazole (903550-27-6) → 3-p-tolyl-1H-pyrazole (59843-75-3)

Guidance literature:

With hydrogenchloride; ethanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.04.125

Reference yield: 72.0%

p-tolualdehyde p-toluenesulfonylhydrazone (40739-81-9) + calcium carbide (75-20-7) → 3-p-tolyl-1H-pyrazole (59843-75-3)

Guidance literature:

With water; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 6h; Schlenk technique;

DOI:10.1039/c6gc02776h

Reference yield: 41.0%

2-bromo-3,3-bis(methylthio)-1-(p-tolyl) prop-2-en-1-one (98606-80-5) → 3-p-tolyl-1H-pyrazole (59843-75-3) + 4-amino-5(3)-methylthio-3(5)-(p-tolyl)pyrazole (113968-17-5) + 4,5(3)-bis(methylthio)-3(5)-(p-tolyl)pyrazole (113968-16-4)

Guidance literature:

With hydrazine hydrate; In ethanol; Heating;

upstream raw materials:

2-bromo-3,3-bis(methylthio)-1-(p-tolyl) prop-2-en-1-one

2-Dimethylamino-4,4-diethoxy-2-p-tolyl-butyronitrile

4-tolyl iodide

N-tosyl-N-propargylhydrazine

Downstream raw materials:

4-bromo-3⁽⁵⁾-(p-tolyl)-1H-pyrazole

1-(4-methoxyphenyl)-3-p-tolyl-1H-pyrazole

Refernces

• 1、 Yu, Yue,Huang, Wei,Chen, Yang,Gao, Bingjie,Wu, Wanqing,Jiang, Huanfeng. "Calcium carbide as the acetylide source: Transition-metal-free synthesis of substituted pyrazoles via [1,5]-sigmatropic rearrangements". supporting information. p. 6445 - 6449. Retrieved 2018/06/08.
• 2、 Um, Ik-Hwan,Lee, Eun-Ju,Seok, Jin-Ah,Kim, Kyung-Hee. "The α-effect in reactions of sp-hybridized carbon atom: Michael-type reactions of 1-aryl-2-propyn-1-ones with primary amines". . p. 7530 - 7536. Retrieved 2007/10/03.