4-Iodo-2-nitrotoluene

Base Information

• Chemical Name: 4-Iodo-2-nitrotoluene
• CAS No.: 41252-97-5
• Molecular Formula: C7H6INO2
• Molecular Weight: 263.035
• Hs Code.: 2904909090
• European Community (EC) Number: 255-279-3
• UNII: 6ZT8U6W83D
• DSSTox Substance ID: DTXSID00194175
• Nikkaji Number: J320.035C
• Wikidata: Q72484222
• Mol file: 41252-97-5.mol

Synonyms:4-Iodo-2-nitrotoluene;41252-97-5;4-iodo-1-methyl-2-nitrobenzene;Benzene, 4-iodo-1-methyl-2-nitro-;6ZT8U6W83D;EINECS 255-279-3;MFCD00051090;2-Nitro-4-iodotoluene;Maybridge1_008109;UNII-6ZT8U6W83D;SCHEMBL1185484;HMS564I13;DTXSID00194175;4-iodo-1-methyl-2-nitro-benzene;3-IODO-6-METHYLNITROBENZENE;CCG-51336;4-METHYL-3-NITROPHENYL IODIDE;AKOS005145629;CS-W002239;1-IODO-4-METHYL-3-NITROBENZENE;AC-22951;AS-19109;SY017741;AM20040435;FT-0618760;I0993;EN300-39784;A19673;SR-01000640638-1;Z401292082;4-(Cyclopropylhydroxymethylene)-3,5-dioxocyclohexanecarboxylic acid

Chemical Property of 4-Iodo-2-nitrotoluene

Chemical Property:

• Appearance/Colour: claybank crystallization
• Vapor Pressure: 0.00444mmHg at 25°C
• Melting Point: 43-47 ºC
• Refractive Index: 1.643
• Boiling Point: 309.5ºC at 760 mmHg
• Flash Point: 141 ºC
• PSA: 45.82000
• Density: 1.883 g/cm³
• LogP: 3.03100
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: soluble in Toluene
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.8
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)I)[N+](=O)[O-]
• Uses: 4-Iodo-2-nitrotoluene is used to produce 3-(4-methyl-3-nitro-phenyl)-1H-indole at the temperature of 40°C.

Technology Process of 4-Iodo-2-nitrotoluene

There total 15 articles about 4-Iodo-2-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: 95.0%

4-bromo-2-nitrotoluene (60956-26-5) → 4-iodo-2-nitrotoluene (41252-97-5)

Guidance literature:

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium iodide; In 1,4-dioxane; at 110 ℃;

DOI:10.1021/ja028865v

Reference yield: 95.0%

→ 4-iodo-2-nitrotoluene (41252-97-5)

Guidance literature:

Reference yield: 88.0%

3-nitro-4-methylphenylammonium hydrogensulfate → 4-iodo-2-nitrotoluene (41252-97-5)

Guidance literature:

3-nitro-4-methylphenylammonium hydrogensulfate; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

With potassium iodide; In water; at 0 ℃; for 1.5h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1021/acs.orglett.7b03014

upstream raw materials:

4-tolyl iodide

4-Methyl-3-nitroanilin

1-methyl-2-nitrobenzene

nitric acid

Downstream raw materials:

6-iodo-2,3-dihydro-1H-indole

Refernces

• 1、 Fu, Zhengjiang,Jiang, Yongqing,Wang, Shuiliang,Song, Yuanyuan,Guo, Shengmei,Cai, Hu. "Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group". supporting information. p. 3003 - 3007. Retrieved 2019/05/10.
• 2、 Bergstr?m, Maria,Suresh, Ganji,Naidu, Veluru Ramesh,Unelius, C. Rikard. "N-Iodosuccinimide (NIS) in Direct Aromatic Iodination". . p. 3234 - 3239. Retrieved 2017/06/21.