1-(4-Iodophenyl)-1H-Pyrazole

Base Information

• Chemical Name: 1-(4-Iodophenyl)-1H-Pyrazole
• CAS No.: 368869-86-7
• Molecular Formula: C₉H₇IN₂
• Molecular Weight: 270.072
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID00380117
• Wikidata: Q82170183
• Mol file: 368869-86-7.mol

Synonyms:1-(4-Iodophenyl)-1H-Pyrazole;368869-86-7;1-(4-iodophenyl)pyrazole;MFCD02681941;1H-Pyrazole, 1-(4-iodophenyl)-;SCHEMBL1507232;DTXSID00380117;1-(4-Iodo-phenyl)-1H-pyrazole;ADIQBEMLKKKISJ-UHFFFAOYSA-N;AKOS016003635;AC-9364;CS-W021235;DS-17443;SY101381;FT-0605730;A823433;J-503326

Chemical Property of 1-(4-Iodophenyl)-1H-Pyrazole

Chemical Property:

• Vapor Pressure: 0.00159mmHg at 25°C
• Melting Point: 88℃
• Refractive Index: 1.688
• Boiling Point: 304.3 °C at 760 mmHg
• Flash Point: 137.8 °C
• PSA: 17.82000
• Density: 1.75 g/cm³
• LogP: 2.47690
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 269.96540
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

Useful:

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

Technology Process of 1-(4-Iodophenyl)-1H-Pyrazole

There total 2 articles about 1-(4-Iodophenyl)-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:

1,4-bromoiodobenzene (589-87-7) + (S)-3-phenyl-N-(2-(p-tolylsulfinyl)phenyl)propanamide → C8H6IN3 + 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane (1056474-34-0) + 1-(4-iodophenyl)-1H-pyrazole (368869-86-7) + 1-(4-bromophenyl)-1H-pyrazole (13788-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 12 h / 20 °C / Reflux; Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 24 h / 20 °C / Reflux; Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene / 12 h / Reflux; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 3: |Suzuki Coupling;

DOI:10.1002/cplu.201700070

Reference yield:

1,4-bromoiodobenzene (589-87-7) + (S)-3-phenyl-N-(2-(p-tolylsulfinyl)phenyl)propanamide → C8H6IN3 + 4,4,5,5-tetramethyl-2-(4-(thiophen-2-yl)phenyl)-1,3,2-dioxaborolane (1056474-34-0) + 1-(4-iodophenyl)-1H-pyrazole (368869-86-7) + 1-(4-bromophenyl)-1H-pyrazole (13788-92-6) + C54H34N4 + C30H15Br2F7N2O3

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 12 h / 20 °C / Reflux; Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / 24 h / 20 °C / Reflux; Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene / 12 h / Reflux; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 3: |Suzuki Coupling;

DOI:10.1002/cplu.201700070

Reference yield: 83.0%

1-(4-iodophenyl)-1H-pyrazole (368869-86-7) + pentafluoroethylcopper(I) (60007-39-8) → 1-(4-(perfluoroethyl)phenyl)-1H-pyrazole

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 36h; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1002/anie.201807873

upstream raw materials:

1,4-bromoiodobenzene

Refernces