61717-82-6
2-Iodoxybenzoic acid
CAS: 61717-82-6
Molecular Formula: C7H5IO4
61717-82-6 - Names and Identifiers
| Name | 2-Iodoxybenzoic acid |
| Synonyms | IBX
Iodoxybenzoic aci 2-iodylbenzoic acid 2-Iodoxybenzoic acid 2-(iodooxy)benzoic acid 2-Iodoxybenzoic Acid Stabilized (SIBX) 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide 1-hydroxy-1lambda~3~,2-benziodoxol-3(1H)-one 1-oxide SIBX, 1,3-Dihydro-1,3-dioxo-1-hydroxy-1,2-benziodoxole stabilised 2-Iodoxybenzoic Acid (stabilized with Benzoic Acid + Isophthalic Acid) |
| CAS | 61717-82-6 |
| EINECS | 629-407-7 |
| InChI | InChI=1/C7H5IO3/c8-11-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10) |
| InChIKey | CQMJEZQEVXQEJB-UHFFFAOYSA-N |
61717-82-6 - Physico-chemical Properties
| Molecular Formula | C7H5IO4 |
| Molar Mass | 280.02 |
| Density | 2.058g/cm3 |
| Melting Point | 280 °C |
| Boling Point | 331.824°C at 760 mmHg |
| Flash Point | 154.482°C |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Solid |
| Color | White to Almost white |
| Merck | 14,5048 |
| Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
| Refractive Index | 1.675 |
| MDL | MFCD02912492 |
61717-82-6 - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R34 - Causes burns R44 - Risk of explosion if heated under confinement R42/43 - May cause sensitization by inhalation and skin contact. R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R37 - Irritating to the respiratory system R35 - Causes severe burns R1 - Explosive when dry |
| Safety Description | 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. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S22 - Do not breathe dust. S35 - This material and its container must be disposed of in a safe way. |
| UN IDs | UN 1759 8/PG 2 |
| WGK Germany | 3 |
| HS Code | 29163990 |
| Hazard Class | 8 |
| Packing Group | Ⅱ |
61717-82-6 - Reference Information
| Use | 2-iodoylbenzoic acid is used for the oxidation of alcohols in organic synthesis. It is also often used for the preparation of Dess-Martin high iodine. important oxidant |
| Overview | in the past 20 years, hypervalent iodine reagents as oxidants, because of its mild reaction conditions, high yields, the characteristics of good selectivity and environmental friendliness have attracted more and more attention of chemists. 1,1, 1-triethoxyyl-1, 1-dihydroxy-1, 2-benzoiodo-3 (1H)-One (DMP,Dess-Martin periodinane) it is a typical iodine reagent, which has been widely used in organic synthesis. DMP is obtained by heating a mixed solution of 2-iodoylbenzoic acid (IBX) with acetic acid and acetic anhydride. IBX was synthesized in 1893 and has a history of 112 years. However, due to its low solubility in most common organic solvents, there are few reports on its application. In 1994, Frigerio found that IBX was soluble in DMSO, and it was used to oxidize alcohols and 1,2-ortho-diol very well, thus opening a new chapter in the application of IBX in organic synthesis. |
| Main properties | as an oxidant, the oxidation of primary and secondary alcohols in DMSO exhibits properties similar to those of DMP, when the alcohol has a multifunctional group, IBX has better selectivity than DMP; In addition, DMP is unstable and cannot be stored for a long time, and must be prepared before use, which is inconvenient to use. |
| Application | IBX is an inexpensive, mild oxidant, easy to prepare, and has better selectivity than DMP, can also be used for the preparation of lipid and protein metabolism improving agent oxygen male and so on. The oxidation of alcohols by IBX is usually carried out in DMSO or DMSO/THF solution, simply heating (80 °c) the alcohol, IBX and organic solvents such as ethyl acetate, chloroform, benzene, the mixture of acetonitrile, acetone, dichloromethane and the like can oxidize the primary alcohol and the secondary alcohol to the corresponding aldehyde and ketone. After the reaction is finished, the insoluble by-products and solvents can be removed by filtration to obtain the corresponding carbonyl compound. |
Last Update：2024-04-09 21:04:16
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