4-Iodoaniline

Base Information

• Chemical Name: 4-Iodoaniline
• CAS No.: 540-37-4
• Deprecated CAS: 62751-12-6
• Molecular Formula: C6H6IN
• Molecular Weight: 219.025
• Hs Code.: 29214210
• European Community (EC) Number: 208-743-4
• NSC Number: 9246
• UNII: 0BMK56397B
• DSSTox Substance ID: DTXSID9060239
• Nikkaji Number: J60.430E
• Wikipedia: 4-iodoaniline
• Wikidata: Q27236574
• ChEMBL ID: CHEMBL41790
• Mol file: 540-37-4.mol

Synonyms:4-iodoaniline;p-iodoaniline

Chemical Property of 4-Iodoaniline

Chemical Property:

• Appearance/Colour: beige to greyish-brown crystalline powder
• Vapor Pressure: 0.00758mmHg at 25°C
• Melting Point: 61-63 °C(lit.)
• Refractive Index: 1.688
• Boiling Point: 268.7 °C at 760 mmHg
• PKA: 3.81(at 25℃)
• Flash Point: 116.3 °C
• PSA: 26.02000
• Density: 1.924 g/cm³
• LogP: 2.45460
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: H2O: slightly soluble
• Water Solubility.: Slightly soluble in water.Soluble in chloroform, methanol.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 218.95450
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

98%, ^*data from raw suppliers

4-Iodoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC=C1N)I
• Uses: suzuki reaction 4-Iodoaniline is a iodine substituted aniline that is widely used as chemical intermediates in the manufacturing of pesticides, dyes and drugs. 4-Iodoaniline was shown to be a more potent nephrotoxica nt in vitro than other anilines. 4-dehydroanilinium ion, a stable distonic isomer of ionized aniline, by collision-activated dissociation of protonated 4-iodoaniline. Palladium-catalyzed carbonylation of 4-iodoaniline gave the corresponding four- armed star polybenzamides. 4-Iodoaniline is a iodine substituted aniline that is widely used as chemical intermediates in the manufacturing of dyes and drugs. 4-Iodoaniline was used to prepare phenyl functionalized graphene oxide (I-Ph-GO).

Technology Process of 4-Iodoaniline

There total 95 articles about 4-Iodoaniline 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-aminobenzenediazonium 4-methylbenzenesulfonate (1059625-65-8) → p-aminoiodobenzene (540-37-4)

Guidance literature:

With potassium iodide; In water; at 20 ℃; for 0.833333h;

DOI:10.1021/ol8013528

Reference yield: 99.0%

aniline (62-53-3) → p-aminoiodobenzene (540-37-4)

Guidance literature:

With tetramethylammonium dibromoiodate(I); at 20 ℃; for 0.0833333h;

DOI:10.1021/jo0264628

Reference yield: 96.0%

bis-(4-iodo-phenyl)-diazene (1601-97-4,21650-53-3) → p-aminoiodobenzene (540-37-4)

Guidance literature:

With polystyrene-CH₂-NH₃(+)HCO₂(-); magnesium; In methanol; at 20 ℃; for 0.2h;

upstream raw materials:

p-nitrobenzene iodide

4-Acetamido-1-iodobenzene

4-nitro-aniline

cyanogen iodide

Downstream raw materials:

1-(4-iodophenyl)pyrrolidine-2,5-dione

N-(4-iodo-phenyl)-succinamic acid

2-(4-iodophenyl)isoindoline-1,3-dione

N-(4-iodo-anilinomethyl)-phthalimide

Refernces

• 1、 Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter. "Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions". supporting information. p. 133 - 146. Retrieved 2021/11/04.
• 2、 Aydinli, E.,Cantopcu, E.,Goksu, H.. "Homogeneous catalyst containing Pd in the reduction of aryl azides to primary amines". . . Retrieved 2022/03/17.