|  | |  |  | [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);BTI;BIS(TRIFLUORACETOXY)- IODOBENZENE;[BIS(TRIFLUOROACETOXY)IODO]BENZENE;[Bis(trifluoroacetoxy)](phenyl)iodane |  | 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. |  | 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 | 
 |