1-(4-Iodophenyl)pyrrole

Base Information

• Chemical Name: 1-(4-Iodophenyl)pyrrole
• CAS No.: 92636-36-7
• Molecular Formula: C10H8IN
• Molecular Weight: 269.085
• Hs Code.: 29339980
• NSC Number: 116802
• DSSTox Substance ID: DTXSID50919037
• Nikkaji Number: J1.063.572A
• Mol file: 92636-36-7.mol

Synonyms:1-(4-Iodophenyl)pyrrole;92636-36-7;1-(4-Iodophenyl)-1H-pyrrole;NSC116802;Maybridge1_002926;DivK1c_001678;SCHEMBL393880;1-(4-iodo-phenyl)-1H-pyrrole;HMS549M22;1H-Pyrrole,1-(4-iodophenyl)-;DTXSID50919037;1-(4-Iodophenyl)-1H-pyrrole #;BBL022268;MFCD00052399;STK130639;1-(4-iodophenyl)pyrrole, AldrichCPR;AKOS000285881;CCG-243384;NSC-116802;SB62120;CDS1_000638;AS-58022;CS-0063882;FT-0605733;D73308;A844296;AO-080/40859668

Chemical Property of 1-(4-Iodophenyl)pyrrole

Chemical Property:

• Appearance/Colour: beige-brown powder
• Vapor Pressure: 0.00182mmHg at 25°C
• Melting Point: 128-133 °C
• Refractive Index: 1.65
• Boiling Point: 302 °C at 760 mmHg
• PKA: -5.79±0.70(Predicted)
• Flash Point: 136.4 °C
• PSA: 4.93000
• Density: 1.63 g/cm³
• LogP: 3.08190
• Sensitive.: Light Sensitive
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 268.97015
• Heavy Atom Count: 12
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Iodophenyl)pyrrole

There total 1 articles about 1-(4-Iodophenyl)pyrrole 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: 98.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + p-aminoiodobenzene (540-37-4) → 1-(4-iodophenyl)pyrrole (92636-36-7)

Guidance literature:

With iron(III) chloride heptahydrate; In water; at 60 ℃;

DOI:10.1055/s-0029-1217799

Reference yield: 96.0%

1-(4-iodophenyl)pyrrole (92636-36-7) → 1-phenylpyrrole (635-90-5)

Guidance literature:

With 1,3-bis(2,6-diisopropylphenyl)-2,4-diphenylimidazole; In N,N-dimethyl-formamide; at 20 ℃; for 36h; Glovebox;

DOI:10.1021/acs.joc.0c02465

Reference yield: 92.0%

carbon monoxide (201230-82-2) + diisobutyl[(1E)-oct-1-en-1-yl]aluminum (40098-43-9,99591-51-2) + 1-(4-iodophenyl)pyrrole (92636-36-7) → (E)-1-(4-(1H-pyrrol-1-yl)phenyl)-3-hexylundec-4-en-1-one

Guidance literature:

With palladium on activated charcoal; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; hexane; at 80 ℃; for 16h; under 1500.15 Torr; Autoclave; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02923

upstream raw materials:

cis,trans-2,5-dimethoxytetrahydrofuran

p-aminoiodobenzene

Downstream raw materials:

4-(1H-pyrrol-1-yl)benzonitrile

(4-{5-[2-(4-(1H-pyrrol-1-yl)phenyl)-1-ethynyl]-2-pyrimidinyl}piperazin-1-yl)-(2-trifluoromethyl-phenyl)methanone

(E)-2-[4-(1H-pyrrol-1-yl)phenyl]hepta-1,5-dien-4-ol

Refernces

• 1、 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.
• 2、 Azizi, Najmadin,Davoudpour, Anahita,Eskandari, Farshid,Batebi, Ehlham. "Squaric acid catalyzed simple synthesis of N-substituted pyrroles in green reaction media". . p. 405 - 409. Retrieved 2013/05/09.