2-Iodbenzoesure
O-IODOBENZOIC ACID · 2-IODO BENZONIC ACID · BENZOIC ACID, 2-IODO- · NSC 3772 · usafek-572 · USAF ek-572 · 'LGC' (4009) · O-iodine acid
Identifikatoren & physikalische Daten
| CAS No. | 1321-07-9 |
|---|---|
| Summenformel | C7H5IO2 |
| Durchschnittliche Molmasse | 248,02 g/mol |
| Monoisotopische Masse | 247,9334274 g/mol |
| SMILES | O=C(O)c1ccccc1I |
| InChIKey | CJNZAXGUTKBIHP-UHFFFAOYSA-N |
| PubChem CID | 6941 |
| ChEMBL | CHEMBL112424 |
| ChEBI | CHEBI:287979 |
| EC No. | 201-850-7 |
| DTXSID | DTXSID6058976 |
| Lokaler Name | 2-Iodbenzoesure |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 136 |
| Stoffklassen | Other Classes -> Benzoic Acid Derivatives |
| SpringerMaterials Properties | Crystal structure |
| LogP (Verteilungskoeffizient) | 2.45 |
| Dampfdruck | 0.000198 [mmHg] |
| Physical Description | White solid[Merck Index] Light brown powder[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 160-162 °C(lit.) |
| Siedepunkt | 313.9±25.0 °C(Predicted) |
| Dichte | 2.25 |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Löslichkeit | Soluble in dimethyl sulfoxide and methanolsparingly soluble |
| pKa (Säurekonstante) | 2.85(at 25℃) |
| Aggregatzustand | Powder, Crystals or Flakes |
| Farbe | Light yellow to orange-brown |
| Merck | 14,5030 |
| BRN | 1861406 |
| Stabilität | Stable. Incompatible with strong oxidizing agents, strong bases. |
| InChI | 1S/C7H5IO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10) |
| InChIKey | CJNZAXGUTKBIHP-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccccc1I |
| CAS Datenbank | 88-67-5(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 2-iodo-(88-67-5) |
| EPA chemische Informationen | Benzoic acid, 2-iodo- (88-67-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 123 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Chemical: Benzoic acid, 2-iodo-Status: No longer Valid Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24645Benzoic acid, 2-iodo-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A skin and strong eye irritantHarmful by ingestionTargets the thyroid[Sigma-Aldrich MSDS] See Benzoic acid. |
| Hazard Classes and Categories | Acute Tox. 4 (99.2%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29163900 |
| RTECS-Nr. | DH2975000 |
| R-Sätze (R) | 22-37/38-41-36/37/38-20/21/22 |
| Gefahrensymbole | Xn,Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-39-24/25-22-36 |
| Gefahrenklasse | IRRITANT, LIGHT SENSITIVEAcute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
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.
Herstellung & Synthese
synthetische
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.