4-Iodophenoxyacetic acid CAS 1878-94-0
4-Iodophenoxyacetic acid Basic information
| Product Name: | 4-Iodophenoxyacetic acid |
| Synonyms: | Acetic acid, 2-(4-iodophenoxy)-;P-IODOPHENOXYACETIC ACID;4-IODOPHENOXYACETIC ACID;4-IODOPHENOXYACETIC ACID 90%;4-Iodophenoxyacetic acid, 98+%;4-IODOPHENOXYACETICACIDE;4-Iodophenoxyacetic acid,90%;4-Iodophenoxyacetic acid,97% |
| CAS: | 1878-94-0 |
| MF: | C8H7IO3 |
| MW: | 278.04 |
| EINECS: | 217-531-0 |
| Product Categories: | C8;Carbonyl Compounds;Carboxylic Acids;Pharmaceutical Raw Materials;Acetics acid and esters |
| Mol File: | 1878-94-0.mol |
4-Iodophenoxyacetic acid Chemical Properties
| Melting point | 154-157 °C(lit.) |
| Boiling point | 358.5±22.0 °C(Predicted) |
| density | 1.8227 (estimate) |
| pka | pK1:3.16 (25°C) |
| form | powder to crystal |
| color | White to Almost white |
| Sensitive | Light Sensitive |
| BRN | 2259999 |
| InChI | 1S/C8H7IO3/c9-6-1-3-7(4-2-6)12-5-8(10)11/h1-4H,5H2,(H,10,11) |
| InChIKey | RKORKXFKXYYHAQ-UHFFFAOYSA-N |
| SMILES | OC(=O)COc1ccc(I)cc1 |
| CAS DataBase Reference | 1878-94-0(CAS DataBase Reference) |
Safety Information
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| HS Code | 29189900 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | almost white powder |
| Synthesis | 90794-33-5 1878-94-0 The general procedure for the synthesis of p-iodophenoxyacetic acid from ethyl (4-iodophenoxy)acetate was as follows: ethyl (4-iodophenoxy)acetate (1.53 g, 5.0 mmol) was mixed with lithium hydroxide monohydrate (258 mg, 6.1 mmol) in a 1:1 mixture of tetrahydrofuran (THF) and water (12 mL) and stirred for 5 min at room temperature. Upon completion of the reaction, the reaction was quenched with 1N hydrochloric acid (HCl) solution, followed by removal of the organic solvent by distillation under reduced pressure. The crude product was extracted with ethyl acetate, washed sequentially with saturated aqueous sodium chloride (NaCl) solution and dried with anhydrous magnesium sulfate (MgSO4), and finally concentrated to give p-iodophenoxyacetic acid (1.36 g, 4.9 mmol, 98% yield) as a white solid. The product was confirmed by nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, CD3OD): δ 7.48 (d, J = 8.6 Hz, 2H), 6.66 (d, J = 8.6 Hz, 2H), 4.54 (s, 2H); nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, CD3OD): δ 172.3, 159.4, 139.4 , 118.1, 84.1, 65.8; mass spectrum (ESI) m/z 276 [M-H]-. |
| References | [1] Journal of Organometallic Chemistry, 2013, vol. 747, p. 189 - 194 [2] Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1675 - 1684 [3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1453 - 1456 [4] Patent: WO2007/120012, 2007, A1. Location in patent: Page/Page column 79 |
4-Iodophenoxyacetic acid Preparation Products And Raw materials
| Raw materials | Potassium iodide-->Copper-->4-Aminophenol-->4-Iodophenol-->(4-IODOPHENOXY) ACETIC ACID ETHYL ESTER-->Chloroacetic acid-->Tetrahydrofuran-->Lithium hydroxide monohydrate-->Water |
| Preparation Products | 4-IODO-3-NITROPHENOL-->N-AMINO-2-(4-IODOPHENOXY)ETHANAMIDE |
