|
|
| | 4-IODO-3-NITROTOLUENE Basic information |
| | 4-IODO-3-NITROTOLUENE Chemical Properties |
| Melting point | 53-56 °C(lit.) | | Boiling point | 111°C 1mm | | density | 1.8886 (estimate) | | Fp | 110 °C | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | Glistening Powder | | color | Orange-brown | | InChI | 1S/C7H6INO2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,1H3 | | InChIKey | DKYCDXAZCHMPSJ-UHFFFAOYSA-N | | SMILES | Cc1ccc(I)c(c1)[N+]([O-])=O | | CAS DataBase Reference | 5326-39-6(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 26-36-36/37/39-22 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29049090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-IODO-3-NITROTOLUENE Usage And Synthesis |
| Chemical Properties | orange-brown glistening powder | | Uses | 4-Iodo-3-nitrotoluene may be used in the preparation of:
- 3-cyano-4-iodotoluene
- 4,6′-dimethyl-2 ,2′-dinitrobiphenyl
- bis(2-nitro-4-methylphenyl) sulfide
| | General Description | 4-Iodo-3-nitrotoluene can be prepared from 4-amino-3-nitrotoluene according to the procedure described by Carlin and Foltz. | | Synthesis | General procedure for the synthesis of 4-iodo-3-nitrotoluene from 4-methyl-2-nitrobenzoic acid: To a Silak reaction tube equipped with a magnetic stirrer, 6.2 mg of silver sulfate (Ag2SO4), 21.8 mg of copper acetate (Cu(OAc)2), 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline (as a ligand), 36.2 mg 4 -methyl-2-nitrobenzoic acid (as raw material) and 45 mg of sodium iodide (NaI), dissolved in 4 mL of dimethyl sulfoxide (DMSO). The reaction mixture was heated to 160°C under oxygen atmosphere and the reaction was stirred for 24 hours. Upon completion of the reaction, the reaction was quenched by the addition of distilled water and extracted three times with ethyl acetate (10 mL each time). The organic phases were combined and concentrated under reduced pressure to give 27.9 mg of 4-iodo-3-nitrotoluene (target product) in 53% yield. | | References | [1] Journal of Organic Chemistry, 2016, vol. 81, # 7, p. 2794 - 2803
[2] Patent: CN107325002, 2017, A. Location in patent: Paragraph 0091
[3] Organic and Biomolecular Chemistry, 2018, vol. 16, # 30, p. 5416 - 5421 |
| | 4-IODO-3-NITROTOLUENE Preparation Products And Raw materials |
|