o-Aminoiodobenzene
2-Iodoaniline
CAS: 615-43-0
Molecular Formula: C6H6IN
o-Aminoiodobenzene - Names and Identifiers
| Name | 2-Iodoaniline |
| Synonyms | NSC 34544 AI3-00493 o-Iodoaniline 2-lodoaniline 2-Iodoaniline Aniline o-iodine Aniline, o-iodo- Aniline, 2-iodo- o-Aminoiodobenzene BENZENAMINE, 2-IODO- Benzenamine, 2-iodo- 1-Amino-2-iodobenzene LABOTEST-BB LTBB000671 2-Iodoaniline o-Iodoaniline |
| CAS | 615-43-0 |
| EINECS | 210-426-0 |
| InChI | InChI=1/C6H6IN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2 |
| InChIKey | UBPDKIDWEADHPP-UHFFFAOYSA-N |
o-Aminoiodobenzene - Physico-chemical Properties
| Molecular Formula | C6H6IN |
| Molar Mass | 219.02 |
| Density | 1.8155 (estimate) |
| Melting Point | 55-58 °C (lit.) |
| Boling Point | 262.0±23.0 °C(Predicted) |
| Flash Point | >230°F |
| Water Solubility | Insoluble in water. |
| Vapor Presure | 0.0112mmHg at 25°C |
| Appearance | Yellow to brown crystals |
| Color | Yellow to brown |
| BRN | 2204899 |
| pKa | 2.6(at 25℃) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Sensitive | Light Sensitive |
| Refractive Index | 1.688 |
| MDL | MFCD00007680 |
| Use | Used as a pharmaceutical Intermediate |
o-Aminoiodobenzene - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R37/38 - Irritating to respiratory system and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8 |
| TSCA | T |
| HS Code | 29214210 |
| Hazard Note | Irritant |
| Hazard Class | 6.1(b) |
| Packing Group | III |
o-Aminoiodobenzene - Introduction
Slightly soluble in water.
Last Update：2022-10-16 17:27:08
o-Aminoiodobenzene - 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 | 2-iodoaniline belongs to aniline, aniline is an important organic synthetase that can be used for phenol, the synthesis of benzonitrile and other compounds, is also an important organic chemical raw materials and chemical intermediates, from which more than 300 kinds of chemical products are made, widely used in dyes, pharmaceuticals, pesticides, explosives, perfume, rubber vulcanization accelerator and other industries, is the main raw material for the production of polyurethane MID (diphenylmethane diisocyanate) is an important raw material, the current global annual demand for more than 5 million tons, the development and utilization prospects are very broad. |
| Use | 2-iodoaniline is a synthetic intermediate for the synthesis of complex organic compounds and drugs. used as pharmaceutical intermediates |
| Application | 2-iodoaniline and its derivatives can be used as raw materials for the preparation of indole anticancer drugs, with suitable catalysts, various indole drug intermediates can be efficiently synthesized. With its wide application in the fields of medicine, pesticides and materials, the demand for 2-iodoaniline will continue to rise. Indole compounds are a class of heterocyclic derivatives of alkaloids, which have significant physiological activity. In the development of new drugs, indole structure is often given priority to lead compounds. |
| Development prospects | 2-iodoaniline and its derivatives are commonly used as the preparation of indole anticancer drugs and have high market value, further synthesis of high-end synthetic intermediates with complex structure can be obtained, which has more prominent market prospect and price advantage. |
| preparation method | take a reaction tube, add sodium azide 50mg,1-(2-iodophenyl) ethanol 75mg, 300uL of trifluoroacetic acid, 150uL of methanesulfonic acid, 1.0 of n-hexane were stirred at 40 °c for 24 hours. After the end of the reaction, the reaction was quenched by adding 10ml of sodium hydroxide solution, extracted with ethyl acetate for 3 times, washed with 5ml of brine in organic phase, combined with organic phase, and separated by column chromatography to obtain 58.4mg of O-iodoaniline, yield 89%. |
Last Update：2024-04-09 02:00:10
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