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| | [Bis(trifluoroacetoxy)iodo]benzene Basic information |
| Product Name: | [Bis(trifluoroacetoxy)iodo]benzene | | Synonyms: | IODOSOBENZENE I,I-BIS(TRIFLUOROACETATE);IODINE, PHENYLBIS(TRIFLUOROACETATO)-;IODOBENZENE BIS(TRIFLUOROACETATE);IODOBENZENE I,I-BIS(TRIFLUOROACETATE);BIS(TRIFLUORACETOXY)- IODOBENZENE;[BIS(TRIFLUOROACETOXY)IODO]BENZENE;[Bis(trifluoroacetoxy)](phenyl)iodane;Iodobenzene 1,1-bis(trifluoroacetate) | | CAS: | 2712-78-9 | | MF: | C10H5F6IO4 | | MW: | 430.04 | | EINECS: | 220-308-0 | | Product Categories: | Carbazoles | | Mol File: | 2712-78-9.mol | ![[Bis(trifluoroacetoxy)iodo]benzene Structure](CAS/GIF/2712-78-9.gif) |
| | [Bis(trifluoroacetoxy)iodo]benzene Chemical Properties |
| Melting point | 121-125 °C(lit.) | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | solubility | Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly) | | form | Crystalline Powder | | color | White to pale yellow | | Water Solubility | insoluble | | Sensitive | Moisture & Light Sensitive | | BRN | 764767 | | Stability: | Air and Moisture Sensitive | | CAS DataBase Reference | 2712-78-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | F | 4.10-8-9-21 | | Hazard Note | Irritant/Keep Cold | | HazardClass | IRRITANT, KEEP COLD, LIGHT SENSITIVE | | HS Code | 29036990 |
| | [Bis(trifluoroacetoxy)iodo]benzene Usage And Synthesis |
| Chemical Properties | White to pale yellow crystalline powder | | Uses | In oxidation, cyclization, dehydrogenation, and dearomatization reactions. | | Uses | [Bis(trifluoroacetoxy)iodo]benzene acts as a reagent in Pummerer-like reactions. It plays an important role in the direct alfa-hydroxylation of ketones under acidic conditions. It is involved in the cyclization of styryl amines to N-alkyl or N-aryl indoles. It serves as a reagent for the chemoselective deprotection of dimethoxybenzyl ethers and tosyloxylation of anilides. Further, it is used in the synthesis of 1,3,4-oxadiazoles by the oxidation of N-acylhydrazones. In addition to this, it is employed in the Hofmann rearrangement for the conversion of cyclobutanecarboxamide to cyclobutylamine hydrochloride. | | reaction suitability | reagent type: oxidant | | Purification Methods | Crystallise the iodo compound from warm trifluoroacetic acid and dry it over NaOH pellets. Recrystallise it also from Me2CO/pet ether. Its melting point depends on the heating rate. [Spyroudis & Varvoglis Synthesis 445 1975, application: Almond et al. Org Synth 66 132 1988.] |
| | [Bis(trifluoroacetoxy)iodo]benzene Preparation Products And Raw materials |
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