1-benzyl-1H-pyrazole

Base Information

• Chemical Name: 1-benzyl-1H-pyrazole
• CAS No.: 10199-67-4
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID70393512
• Nikkaji Number: J487.973B
• Wikidata: Q82192304
• Mol file: 10199-67-4.mol

Synonyms:1-benzyl-1H-pyrazole;10199-67-4;1-benzylpyrazole;1-BENZYL PYRAZOL;1H-Pyrazole, 1-(phenylmethyl)-;N-benzylpyrazole;1H-Pyrazole,1-(phenylmethyl)-;Pyrazole, 1-benzyl-;SCHEMBL324202;DTXSID70393512;AKQAJYLKBCWJBV-UHFFFAOYSA-N;MFCD00462231;STK006731;AKOS003673887;AB91456;AS-32922;AM20020092;CS-0206428;FT-0651448;EN300-24529;A896978;J-504255;Z198954580;InChI=1/C10H10N2/c1-2-5-10(6-3-1)9-12-8-4-7-11-12/h1-8H,9H

Chemical Property of 1-benzyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.00421mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 287.765 °C at 760 mmHg
• PKA: 2.01±0.10(Predicted)
• Flash Point: 127.836 °C
• PSA: 17.82000
• Density: 1.041 g/cm³
• LogP: 1.93140
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Benzylpyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC=N2
• Uses: N-Benzylpyrazole, is an intermediate in the synthesis of various pharmaceutical compounds containing pyrazole. It can be used for green iodination of pyrazoles to form the corresponding 4-Iodopyrazole derivatives.

Technology Process of 1-benzyl-1H-pyrazole

There total 23 articles about 1-benzyl-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: 96.0%

NH-pyrazole (288-13-1) + benzyl chloride (100-44-7) → 1-benzylpyrazole (10199-67-4)

Guidance literature:

With cesium fluoride; In acetonitrile; for 48h; Heating;

DOI:10.1016/S0040-4020(01)00989-9

Reference yield: 93.0%

1-benzyl-4-iodo-1H-pyrazole (50877-42-4) → 1-benzylpyrazole (10199-67-4)

Guidance literature:

With potassium tert-butylate; benzyl alcohol; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02399

Reference yield: 90.0%

benzyl bromide (100-39-0) + 1-trimethylsilylpyrazole (18156-75-7) → 1-benzylpyrazole (10199-67-4)

Guidance literature:

at 120 ℃; for 10h;

DOI:10.1016/S0022-328X(00)82809-0

upstream raw materials:

NH-pyrazole

benzyl chloride

Dimethyldisulphide

1-benzyl-1H-pyrazole-2-oxide

Downstream raw materials:

1-<α-(p-methylbenzoyl)benzyl>pyrazole

1-(2'-hydroxy-1',2',2'-triphenylethyl)pyrazole

1-benzyl-1H-pyrazole-5-carboxylic acid

α-(1-pyrazolyl)phenylacetic acid

Refernces

• 1、 Frizzo, Clarissa P.,Bacim, Carolini,Moreira, Dayse N.,Rodrigues, Leticia V.,Zimmer, Geórgia C.,Bonacorso, Hélio G.,Zanatta, Nilo,Martins, Marcos A.P.. "Sonochemical heating profile for solvents and ionic liquid doped solvents, and their application in the N-alkylation of pyrazoles". . p. 432 - 439. Retrieved 2016.
• 2、 Mo?, Otilia,Ya?n?ez, Manuel,Roux, Mari?a Victoria,Jime?nez, Pilar,Da?valos, Juan Z.,Ribeiro da Silva, Manuel A. V.,Ribeiro da Silva, Maria Das Dores M. C.,Matos, M. Agostinha R.,Amaral, Luisa M. P. F.,Sa?nchez-Migallo?n, Ana,Cabildo, Pilar,Claramunt, Rosa,Elguero, Jose?,Liebman, Joel F.. "Enthalpies of formation of N-substituted pyrazoles and imidazoles". . p. 9336 - 9344. Retrieved 1999.
• 3、 -. "A VERSATILE LIGAND FOR PALLADIUM-CATALYZED META-C-H FUNCTIONALIZATIONS". Page/Page column 93. . Retrieved 2017/11/15.
• 4、 -. "Synthesizing process of nitrogen-heterocyclic high-selectivity aldehyde". Paragraph 0014; 0017; 0018; 0030; 0034; 0043; 0046. . Retrieved 2017/09/05.