1-Benzyl-4-iodo-1H-pyrazole

Base Information

• Chemical Name: 1-Benzyl-4-iodo-1H-pyrazole
• CAS No.: 50877-42-4
• Molecular Formula: C10H9IN2
• Molecular Weight: 284.099
• Hs Code.: 2933199090
• European Community (EC) Number: 624-739-9
• DSSTox Substance ID: DTXSID80396514
• Nikkaji Number: J1.462.741C
• Wikidata: Q72441395
• Mol file: 50877-42-4.mol

Synonyms:1-Benzyl-4-iodo-1H-pyrazole;50877-42-4;1-benzyl-4-iodopyrazole;1H-(N-BENZYL)-4-IODOPYRAZOLE;MFCD04038745;n-benzyl-4-iodopyrazole;SCHEMBL272966;AMY1070;DTXSID80396514;PVEYRBGIYMWFPB-UHFFFAOYSA-N;1-Benzyl-4-iodo-1H-pyrazole, 97%;AKOS005174103;AB17159;DS-12639;SY103918;B5286;CS-0037677;FT-0601141;W12592;EN300-1217692;A828327;F2147-7149

Chemical Property of 1-Benzyl-4-iodo-1H-pyrazole

Chemical Property:

• Vapor Pressure: 2.95E-05mmHg at 25°C
• Melting Point: 63-66 °C
• Refractive Index: 1.667
• Boiling Point: 367.1 °C at 760 mmHg
• PKA: 0.11±0.10(Predicted)
• Flash Point: 175.8 °C
• PSA: 17.82000
• Density: 1.67 g/cm³
• LogP: 2.53600
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 283.98105
• Heavy Atom Count: 13
• Complexity: 157

Purity/Quality:

98% ^*data from raw suppliers

1-Benzyl-4-iodo-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 26-36-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(C=N2)I

Technology Process of 1-Benzyl-4-iodo-1H-pyrazole

There total 9 articles about 1-Benzyl-4-iodo-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: 100.0%

4-iodopyrazole (3469-69-0) + benzyl bromide (100-39-0) → 1-benzyl-4-iodo-1H-pyrazole (50877-42-4)

Guidance literature:

4-iodopyrazole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Schlenk technique;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique;

DOI:10.1021/acs.orglett.7b02399

Reference yield: 87.0%

(1-benzyl-1H-pyrazol-4-yl)boronic acid (852362-22-2) → 1-benzyl-4-iodo-1H-pyrazole (50877-42-4)

Guidance literature:

With N-iodo-succinimide; potassium acetate; In acetonitrile; at 50 ℃; for 4h;

DOI:10.1021/acs.orglett.9b00942

Reference yield: 83.0%

4-iodoimidazole (71759-89-2) + benzyl bromide (100-39-0) → 1-benzyl-4-iodo-1H-pyrazole (50877-42-4)

Guidance literature:

4-iodoimidazole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1039/c9ob02635e

upstream raw materials:

4-iodopyrazole

benzyl chloride

1-benzylpyrazole

benzyl bromide

Downstream raw materials:

3-(1-benzyl-1H-pyrazol-4-yl)-2-chloro-pyridine

1-benzyl-4-(4-(1-benzyl-1H-pyrazol-4-yl)buta-1,3-diynyl)-1H-pyrazole

1-benzyl-4-(2-methoxycarbonylvinyl)-1H-pyrazole

1-(phenylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Refernces

• 1、 Johansen, Martin B.,Lindhardt, Anders T.. "Copper-catalyzed and additive free decarboxylative trifluoromethylation of aromatic and heteroaromatic iodides". supporting information. p. 1417 - 1425. Retrieved 2020/03/03.
• 2、 Zheng, Hong-Xing,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao. "Transition-metal-free hydrogenation of aryl halides: From alcohol to aldehyde". supporting information. p. 5114 - 5117. Retrieved 2017/11/07.