1-Iodo-2,4-dinitrobenzene

Base Information

• Chemical Name: 1-Iodo-2,4-dinitrobenzene
• CAS No.: 709-49-9
• Molecular Formula: C6H3IN2O4
• Molecular Weight: 294.005
• European Community (EC) Number: 211-908-3
• NSC Number: 10266
• UNII: NOT697X2XM
• DSSTox Substance ID: DTXSID10221128
• Nikkaji Number: J193.079F
• Wikidata: Q27126389
• Metabolomics Workbench ID: 60335
• Mol file: 709-49-9.mol

Synonyms:1-iodo-2,4-dinitrobenzene

Chemical Property of 1-Iodo-2,4-dinitrobenzene

Chemical Property:

• Vapor Pressure: 8.11E-05mmHg at 25°C
• Melting Point: 86-88 °C(lit.)
• Refractive Index: 1.699
• Boiling Point: 351.8 °C at 760 mmHg
• Flash Point: 166.6 °C
• PSA: 91.64000
• Density: 2.174 g/cm³
• LogP: 3.15400
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 293.91375
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dinitroiodobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 42/43
• Safety Statements: 22-26-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])I
• Uses: It is employed in the cloning and characterization of a biotic-stress-inducible glutathione transferase from Phaseolus vulgaris.

Technology Process of 1-Iodo-2,4-dinitrobenzene

There total 18 articles about 1-Iodo-2,4-dinitrobenzene 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%

2,4-dinitrophenyldiazonium tetrafluoroborate (345-12-0) → 1-iodo-2,4-dinitrobenzene (709-49-9)

Guidance literature:

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

DOI:10.2174/1570178614666170907120329

Reference yield: 92.0%

1-chloro-2,4-dinitro-benzene (97-00-7) → 1-iodo-2,4-dinitrobenzene (709-49-9)

Guidance literature:

With sodium hydroxide; octane; water; <2-n-tridecyl(1,3-dioxolan-4-yl)methyl>trimethylammonium bromide; sodium iodide; butan-1-ol; at 50 ℃; for 1h;

Reference yield: 88.0%

2,4-dinitrobenzenediazonium o-benzenedisulfonimide → 1-iodo-2,4-dinitrobenzene (709-49-9)

Guidance literature:

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

DOI:10.1021/jo9819537

upstream raw materials:

p-nitrobenzene iodide

o-nitroiodobenzene

1-chloro-2,4-dinitro-benzene

2,4-Dinitroanilin

Downstream raw materials:

N-tert-butyl-2,4-dinitro-aniline

4-Dimethylamino-1-(2,4-dinitro-phenyl)-pyridinium; iodide

N-(2,4-dinitrophenyl)aminoethanol

2,4-dinitro-1-(trifluoromethyl)benzene

Refernces

• 1、 Gholap, Somnath S.. "An efficient gram scale synthesis of aryl iodides from aryl diazofluoroborates in water under mild conditions". . p. 594 - 599. Retrieved 2018/06/26.
• 2、 Isaad, Jalal. "Acidic ionic liquid supported on silica-coated magnetite nanoparticles as a green catalyst for one-pot diazotization-halogenation of the aromatic amines". . p. 49333 - 49341. Retrieved 2014/12/10.