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:

97% ^*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
• General Description: 1-Benzyl-1H-pyrazole (also known as 1-benzylpyrazole or N-benzylpyrazole) is an N-substituted pyrazole derivative. Its enthalpy of formation has been experimentally determined using combustion calorimetry and vaporization techniques, showing discrepancies between theoretical and experimental values for N-substituted pyrazoles. 1-BENZYL-1H-PYRAZOLE can be synthesized via N-alkylation of pyrazole with benzyl halides, which is efficiently catalyzed by KF/Al₂O₃ or accelerated under microwave irradiation in dry media. Additionally, ultrasonic-assisted N-alkylation in aprotic polar solvents (e.g., DMSO, DMF, MeCN) or ionic liquid-doped systems (e.g., [BMIM][BF₄]) achieves high conversion rates, highlighting the influence of solvent properties on reaction efficiency.

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-benzyl-4-iodo-1H-pyrazole

1-benzyl-4-chloro-1H-pyrazole