| Identification | More | [Name]
4-IODO-3-NITROTOLUENE | [CAS]
5326-39-6 | [Synonyms]
1-IODO-4-METHYL-2-NITROBENZENE
4-IODO-3-NITROTOLUENE
4-IODO-3-NITROTOLUENE 97%
1-Iodo-2-nitro-4-methylbenzene
3-nitro-4-iodotoluene | [Molecular Formula]
C7H6INO2 | [MDL Number]
MFCD00024196 | [Molecular Weight]
263.03 | [MOL File]
5326-39-6.mol |
| Chemical Properties | Back Directory | [Appearance]
orange-brown glistening powder | [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 | [CAS DataBase Reference]
5326-39-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29049090 |
| Hazard Information | Back Directory | [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 |
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