1-Iodo-2-nitrobenzene

Base Information

• Chemical Name: 1-Iodo-2-nitrobenzene
• CAS No.: 609-73-4
• Molecular Formula: C6H4INO2
• Molecular Weight: 249.008
• Hs Code.: 29049090
• European Community (EC) Number: 210-200-1
• NSC Number: 9793
• UNII: 5D7NBA9LSJ
• DSSTox Substance ID: DTXSID9060574
• Nikkaji Number: J96.179E
• Wikidata: Q63409210
• Mol file: 609-73-4.mol

Synonyms:o-iodonitrobenzene

Chemical Property of 1-Iodo-2-nitrobenzene

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.00404mmHg at 25°C
• Melting Point: 49-51 °C(lit.)
• Refractive Index: 1.663
• Boiling Point: 288.5 °C at 760 mmHg
• Flash Point: 122.9 °C
• PSA: 45.82000
• Density: 2.018 g/cm³
• LogP: 2.72260
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• Water Solubility.: insoluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 248.92868
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

1-Iodo-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-36-33
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])I
• Uses: 1-Iodo-2-nitrobenzene is used as a reagent in the synthesis of 2'',4-Bis(aminophenyl)methane (B405515); an analog of 4,4''-Methylenedianiline (M304180) used in the manufacturing of resin enamel coating materials for copper wires. 1-Iodo-2-nitrobenzene was used in one step synthesis of 2-(2-Pyridyl)-3H-indol-3-one N-Oxide. 1-Iodo-2-nitrobenzene was used in the synthesis of 1-(2-Nitrophenyl)-1H-indole in the presence of PEG3400 (poly(ethylene glycol))–Cs2CO3–copper pre-catalyst under microwave activation.

Technology Process of 1-Iodo-2-nitrobenzene

There total 45 articles about 1-Iodo-2-nitrobenzene 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: 99.0%

2-nitrobenzenediazonium tetrafluoroborate (365-33-3) → o-nitroiodobenzene (609-73-4)

Guidance literature:

With potassium iodide; In water; at 25 ℃; for 0.0833333h; Solvent;

DOI:10.2174/1570178614666170907120329

Reference yield: 97.0%

2-nitrobenzenediazonium 4-methylbenzenesulfonate (1059625-66-9) → o-nitroiodobenzene (609-73-4)

Guidance literature:

With potassium iodide; In water; at 20 ℃; for 0.166667h;

DOI:10.1021/ol8013528

Reference yield: 94.0%

2-nitrobenzenediazonium o-benzenedisulfonimide → o-nitroiodobenzene (609-73-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1021/jo9819537

upstream raw materials:

iodobenzene

nitromethane

nitro acetate

2-nitro(dichloroiodo)benzene

Downstream raw materials:

2-nitro-1-iodylbenzene

2'-nitro-10-phenylphenothiazine

4'-ethoxy-2-nitrobiphenyl

(2,6-dinitro-phenyl)-(2-nitro-phenyl)-amine

Refernces

• 1、 Condon,Trivedi. "". . p. 1926,1929. Retrieved 1971.
• 2、 -. "NITRATION". Page/Page column 36; 41; 46; 64; 37; 43; 48; 69. . Retrieved 2020/05/28.
• 3、 Goljani, Hamed,Tavakkoli, Zahra,Sadatnabi, Ali,Nematollahi, Davood. "Two-Phase Electrochemical Generation of Aryldiazonium Salts: Application in Electrogenerated Copper-Catalyzed Sandmeyer Reactions". supporting information. p. 5920 - 5924. Retrieved 2020/08/12.