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| | 1-IODO-3,4-METHYLENEDIOXYBENZENE Basic information |
| | 1-IODO-3,4-METHYLENEDIOXYBENZENE Chemical Properties |
| Boiling point | 94 °C | | density | 1,91 g/cm3 | | Fp | 111℃ | | storage temp. | 2-8°C(protect from light) | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-52-41-37/38 | | Safety Statements | 26-36/37/39-39 | | 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 |
| | 1-IODO-3,4-METHYLENEDIOXYBENZENE Usage And Synthesis |
| 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 |
| | 1-IODO-3,4-METHYLENEDIOXYBENZENE Preparation Products And Raw materials |
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