2-Iodo-N-phenylaniline

Base Information

• Chemical Name: 2-Iodo-N-phenylaniline
• CAS No.: 61613-21-6
• Molecular Formula: C12H10IN
• Molecular Weight: 295.123
• DSSTox Substance ID: DTXSID60487792
• Nikkaji Number: J1.335.964D
• Wikidata: Q82330026
• Mol file: 61613-21-6.mol

Synonyms:2-Iodo-N-phenylaniline;61613-21-6;Benzenamine, 2-iodo-N-phenyl-;(2-IODO-PHENYL)-PHENYL-AMINE;2-iodophenylaniline;SCHEMBL11229160;DTXSID60487792;MFCD09032843;AKOS015964804;SB82479;SY343583;A903635

Chemical Property of 2-Iodo-N-phenylaniline

Chemical Property:

• Melting Point: 65 °C
• Boiling Point: 339.8±25.0 °C(Predicted)
• PKA: -1.00±0.20(Predicted)
• PSA: 12.03000
• Density: 1.662±0.06 g/cm3(Predicted)
• LogP: 4.10780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 294.98580
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

98%Min ^*data from raw suppliers

2-Iodo-N-phenylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC=C2I

Technology Process of 2-Iodo-N-phenylaniline

There total 12 articles about 2-Iodo-N-phenylaniline 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: 92.0%

2-iodophenylamine (615-43-0) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-iodo-N-phenylbenzeneamine (61613-21-6)

Guidance literature:

With cesium fluoride; In acetonitrile; at 20 ℃; for 10h;

DOI:10.1021/ol800049b

Reference yield: 89.0%

trans-dimeric 2-iodonitrosobenzene (64352-78-9) + phenylboronic acid (98-80-6) → 2-iodo-N-phenylbenzeneamine (61613-21-6)

Guidance literature:

With triethyl phosphite; In toluene; at 20 ℃; for 0.75h;

DOI:10.1021/acs.orglett.8b00473

Reference yield: 84.0%

o-nitroiodobenzene (609-73-4) + phenylboronic acid (98-80-6) → 2-iodo-N-phenylbenzeneamine (61613-21-6)

Guidance literature:

o-nitroiodobenzene; With [2,2]bipyridinyl; [MoO₂Cl₂(dmf)₂]; In toluene; for 0.0333333h;

phenylboronic acid; With triphenylphosphine; In toluene; at 100 ℃; for 12h;

DOI:10.1002/anie.201812806

upstream raw materials:

2-iodophenylamine

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1,2-Diiodobenzene

aniline

Downstream raw materials:

9H-carbazole

2-iodo-N,N-diphenylaniline

N-phenylcarbazole

N-phenyl-2-(phenylethynyl)benzenamine

Refernces

• 1、 Chandrasekhar, Attoor,Sankararaman, Sethuraman. "Synthesis of indolo- And pyrrolo[1,2-: a] quinoxalinones through a palladium-catalyzed oxidative carbonylation of the C 2 position of indole". supporting information. p. 1612 - 1622. Retrieved 2020/03/06.
• 2、 Suárez-Pantiga, Samuel,Hernández-Ruiz, Raquel,Virumbrales, Cintia,Pedrosa, María R.,Sanz, Roberto. "Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds". supporting information. p. 2129 - 2133. Retrieved 2019/01/25.