3-Iodophenol
3-Iodophenol
CAS: 626-02-8
Molecular Formula: C6H5IO
3-Iodophenol - Names and Identifiers
| Name | 3-Iodophenol |
| Synonyms | 3-Jodphenol 3-Iodophenol 3-IODOPHENOL m-iodo-pheno 3-iodo-pheno M-IODOPHENOL 3-Iodbenzolol Phenol, m-iodo- Phenol, 3-iodo- PHENOL, 3-IODO- m-Hydroxyiodobenzene |
| CAS | 626-02-8 |
| EINECS | 210-923-2 |
| InChI | InChI=1/C6H5IO/c7-5-2-1-3-6(8)4-5/h1-4,8H |
| InChIKey | FXTKWBZFNQHAAO-UHFFFAOYSA-N |
3-Iodophenol - Physico-chemical Properties
| Molecular Formula | C6H5IO |
| Molar Mass | 220.01 |
| Density | 1.8665 (estimate) |
| Melting Point | 42-44 °C (lit.) |
| Boling Point | 190 °C / 100mmHg |
| Flash Point | >230°F |
| Water Solubility | slightly soluble |
| Solubility | Chloroform, Ethyl Acetate |
| Vapor Presure | 0.00339mmHg at 25°C |
| Appearance | Crystalline Powder, Crystals and/or Chunks |
| Color | Yellow-beige to gray |
| BRN | 2039304 |
| pKa | 9.03(at 25℃) |
| Storage Condition | 2-8°C |
| Sensitive | Light Sensitive |
| Refractive Index | 1.669 |
| MDL | MFCD00002261 |
3-Iodophenol - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S24/25 - Avoid contact with skin and eyes. |
| UN IDs | UN 3335 |
| WGK Germany | 2 |
| RTECS | SL5490000 |
| TSCA | T |
| HS Code | 29081900 |
| Hazard Class | IRRITANT |
3-Iodophenol - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | 3-iodophenol is white or off-white solid at normal temperature and pressure, and has certain corrosivity, after contact, the local protein will be denatured, and the solution will be applied to the skin and can be washed with alcohol. It has the special smell of phenol, good solubility in ethyl acetate, chloroform, slightly soluble in water. |
| Use | 3-iodophenol is often used in the preparation of biological hormones as an intermediate in organic synthesis and pharmaceutical chemistry, in the synthetic conversion, which is mainly carried out around the iodine unit in its structure, the iodine atom may be attached to an alkyne, an aryl group, an alkyl group and the like by a coupling reaction. In addition, the phenolic hydroxyl group because of a certain degree of acidity, it is easy to carry out alkylation reaction under alkaline conditions to obtain ether compounds. The phenolic hydroxyl group can also be converted into a triflate, followed by subsequent derivatization by virtue of the ready-to-leave nature of the triflate. |
| Test Method for phenol | 3-iodophenol belongs to phenolic compounds, which have certain acidity and turn purple in case of ferric ion, this method is commonly used to test for phenol. |
| synthesis method | an oven-dried 1-liter three-necked round-bottom flask was charged with dimethoxybenzene (30.0 mmol), pentamethylbenzene (90.0 mmol, 3.0 EQ) and anhydrous dichloromethane (150), equipped with a Teflon-coated magnetic stir bar (3.5 × 1.0), a rubber septum, A glass plug and an argon inlet. The reaction mixture was cooled at -78 °c (bath temperature). 1m boron trichloride in CH2Cl2 (60.0 ML, 60.0 mmol, 2.0 equiv.) was added dropwise to the flask over 5 minutes at -78 °c. The mixture was stirred at -78 °c for 45 minutes and quenched by addition of chloroform/methanol (60.0 ml) via syringe at -78 °c. The mixture was heated at ambient temperature, the solution was concentrated on a rotary evaporator at reduced pressure (30 °c, 8 mmHg), the mixture was dried in vacuo (2.5mmHg), crude phenol was obtained as a pale yellow solid. The crude phenol was purified by silica gel column chromatography (elution: 30% EtOAc,5% toluene, 65% hexane) and fractions containing the mixture were collected. The mixture was concentrated on a rotary evaporator under reduced pressure to give the product. |
Last Update：2024-04-09 02:00:10
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