2-Iodo-4-nitrotoluene

Base Information

• Chemical Name: 2-Iodo-4-nitrotoluene
• CAS No.: 7745-92-8
• Molecular Formula: C7H6 I N O2
• Molecular Weight: 263.035
• Hs Code.: 2904909090
• European Community (EC) Number: 231-808-3
• NSC Number: 310164
• UNII: T99FZN9F22
• DSSTox Substance ID: DTXSID60228162
• Nikkaji Number: J326.542K
• Wikidata: Q72484226
• Mol file: 7745-92-8.mol

Synonyms:2-Iodo-4-nitrotoluene;7745-92-8;2-Iodo-1-methyl-4-nitrobenzene;Benzene, 2-iodo-1-methyl-4-nitro-;MFCD00024329;1-Iodo-2-methyl-5-nitrobenzene;EINECS 231-808-3;NSC-310164;NSC310164;Toluene, 2-iodo-4-nitro;Toluene, 2-iodo-4-nitro-;SCHEMBL2314016;T99FZN9F22;DTXSID60228162;5-Amino-4,6-dimethylnicotinic acid;CL8821;AKOS000271615;CS-W012471;NSC 310164;AC-22947;DS-12915;SY029960;AM20041159;FT-0636586;I0706;EN300-365328;Z56924548

Chemical Property of 2-Iodo-4-nitrotoluene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 60-62°C
• Boiling Point: 165 °C / 15mmHg,309.5 °C at 760 mmHg
• Flash Point: 141 °C
• PSA: 45.82000
• Density: 1.883 g/cm³
• LogP: 3.03100
• Storage Temp.: Refrigerated.
• Sensitive.: Light Sensitive
• Solubility.: Soluble in toluene.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 262.94433
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98% ^*data from raw suppliers

2-Iodo-4-nitrotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)[N+](=O)[O-])I
• Uses: 2-Iodo-4-nitrotoluene is used as a pharmaceutical intermediate, chemical synthesis intermediate.

Technology Process of 2-Iodo-4-nitrotoluene

There total 5 articles about 2-Iodo-4-nitrotoluene 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: 88.0%

1-methyl-4-nitrobenzene (99-99-0) → 2-iodo-1-methyl-4-nitrobenzene (7745-92-8)

Guidance literature:

With sodium periodate; sulfuric acid; iodine; In acetic anhydride; acetic acid;

DOI:10.1246/bcsj.73.951

Reference yield: 88.0%

2-bromo-4-nitrotoluene (7745-93-9) → 2-iodo-1-methyl-4-nitrobenzene (7745-92-8)

Guidance literature:

With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; sodium iodide; In 1,4-dioxane; dichloromethane; at 180 ℃; for 0.5h; under 9050.33 Torr; Flow reactor; Inert atmosphere;

DOI:10.1002/anie.201409595

Reference yield:

ortho-methylphenyl iodide (615-37-2) → 2-iodo-1-methyl-4-nitrobenzene (7745-92-8) + 2-iodo-5-nitrotoluene (5326-38-5) + 2-iodo-3-nitrotoluene (6277-17-4)

Guidance literature:

With nitric acid; trifluoroacetic anhydride; In acetic anhydride; for 0.333333h; Ambient temperature;

upstream raw materials:

1-methyl-4-nitrobenzene

2-methyl-5-nitroaniline

ortho-methylphenyl iodide

2-bromo-4-nitrotoluene

Downstream raw materials:

3-iodo-4-methylaniline

4-hydroxy-2-iodo-benzoic acid

1-bromomethyl-2-iodo-4-nitrobenzene

2-dichloroiodanyl-4-nitro-toluene; hydrochloride

Refernces

• 1、 Azarifar, Davood,Khosravi, Kaveh,Najminejad, Zohreh,Soleimani, Khadijeh. "Regioselective bromination and iodination of aromatic substrates promoted by trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane". experimental part. p. 321 - 326. Retrieved 2012/08/14.
• 2、 Filimonov, Victor D.,Semenischeva, Nadya I.,Krasnokutskaya, Elena A.,Ho, Yun Hwang,Chi, Ki-Whan. "Tetraalkylammonium dichloroiodates as iodinating agents: Absence of activity in solid phases and superelectrophilic activity in sulfuric acid". . p. 401 - 404. Retrieved 2008/09/20.