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| 2-Iodobenzoic acid Basic information |
| 2-Iodobenzoic acid Chemical Properties |
| Melting point | 160-162 °C(lit.) | | Boiling point | 313.9±25.0 °C(Predicted) | | density | 2.25 | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Soluble in dimethyl sulfoxide and methanol | | pka | 2.85(at 25℃) | | form | Powder, Crystals or Flakes | | color | Light yellow to orange-brown | | Water Solubility | sparingly soluble | | Sensitive | Light Sensitive | | Merck | 14,5030 | | BRN | 1861406 | | Stability: | Stable. Incompatible with strong oxidizing agents, strong bases. | | InChIKey | CJNZAXGUTKBIHP-UHFFFAOYSA-N | | CAS DataBase Reference | 88-67-5(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoic acid, 2-iodo-(88-67-5) | | EPA Substance Registry System | Benzoic acid, 2-iodo- (88-67-5) |
| 2-Iodobenzoic acid Usage And Synthesis |
| Description | 2-iodobenzoic acid and its derivatives are important pharmaceutical and chemical raw materials, which are necessary for the synthesis of various high-iodine reagents. It is commonly used as a precursor for the synthesis of 2-Iodoxybenzoic acid (IBX) and Dess-Martin peridinane, which are used as mild oxidants. It is also used in Suziki reaction. | | Chemical Properties | white crystal powder. Soluble in alcohol and ether, insoluble in water. | | Uses | Reagent for detection of sulfhydryl groups in proteins. 2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction. | | Preparation | 2-Iodobenzoic acid is obtained from Anthranilic acid by diazotization and substitution. Diazotization of Anthranilic acid with sodium nitrite in the presence of sulfuric acid, control the temperature below 10℃, filter the diazotization solution, add the mixture of potassium iodide and sulfuric acid, stir for 10min after addition, and boil. Filter, wash with sodium thiosulfate solution, 2-Iodobenzoic acid can be recrystallized from water. | | Definition | ChEBI: An iodobenzoic acid with a single iodo substituent placed at the 2-position. | | Synthesis Reference(s) | Journal of the American Chemical Society, 93, p. 4841, 1971 DOI: 10.1021/ja00748a029 | | Purification Methods | Crystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100o. [Beilstein 9 IV 1030.] |
| 2-Iodobenzoic acid Preparation Products And Raw materials |
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