| Identification | More | [Name]
1-IODO-3,4-METHYLENEDIOXYBENZENE | [CAS]
5876-51-7 | [Synonyms]
1-IODO-3,4-METHYLENEDIOXYBENZENE
5-IODO-1,3-BENZODIOXOLE
1-IODO-3,4-METHYLENEDIOXYBENZENE 99% | [Molecular Formula]
C7H5IO2 | [MDL Number]
MFCD00079766 | [Molecular Weight]
248.02 | [MOL File]
5876-51-7.mol |
| Chemical Properties | Back Directory | [Boiling point ]
94 °C | [density ]
1,91 g/cm3 | [Fp ]
111℃ | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
Chloroform, Methanol | [form ]
Oil | [color ]
Brown | [InChI]
1S/C7H5IO2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-3H,4H2 | [InChIKey]
NMMCBIXYIYQHCP-UHFFFAOYSA-N | [SMILES]
Ic1ccc2OCOc2c1 | [CAS DataBase Reference]
5876-51-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29329990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Aquatic Chronic 3
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Brown Oil | [Uses]
1-Iodo-3,4-methylenedioxybenzene is an iodinated benzodioxole used in the preparation of various biologically active compounds such as the antiviral and antitumor agents. | [Synthesis]
N-iodosuccinimide (14.8 g, 66.0 mmol), 1,3-benzodioxole (6.31 mL, 55.0 mmol) and acetic acid (470 mL) were added to a 1 L flask under argon protection. The reaction mixture was stirred at room temperature for 65 hours. Upon completion of the reaction, the acetic acid was removed by distillation under reduced pressure and the residue was neutralized with saturated aqueous sodium bicarbonate solution. Subsequently, aqueous sodium thiosulfate and chloroform were added to the reaction mixture to separate the organic layer. The aqueous layer was further extracted with chloroform. All organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography using hexane as eluent to afford 5-iodo-1,3-benzodioxole (11.3 g, 45.7 mmol, 83% yield) in colorless liquid form. | [References]
[1] Advanced Synthesis and Catalysis, 2004, vol. 346, # 1, p. 77 - 82
[2] Patent: JP2015/163597, 2015, A. Location in patent: Paragraph 0167; 0168
[3] Synthesis, 1995, # 10, p. 1273 - 1277
[4] Catalysis Science and Technology, 2014, vol. 4, # 12, p. 4308 - 4312
[5] Tetrahedron Letters, 1987, vol. 28, # 41, p. 4879 - 4882 |
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