N-Iodosuccinimide
N-Iodosuccinimide
CAS: 516-12-1
Molecular Formula: C4H4INO2
N-Iodosuccinimide - Names and Identifiers
| Name | N-Iodosuccinimide |
| Synonyms | NIS NIS succiniodimide Iodosuccinimide N-IODOSUCCINIMIDE N-Iodosuccinimide n-iodo-succinimid Succinimide,N-iodo- 1-iodo-5-pyrrolidinedione 1-IODO-2,5-PYRROLIDINEDIONE 1-iodo-5-pyrrolidinedione 1-Iodo-2,5-Pyrrolidinedione 1-iodopyrrolidine-2,5-dione 2,5-Pyrrolidinedione, 1-iodo- N-Iodosuccinimide , (1-Iodo-2,5-pyrrolidinedione) 1-Iodopyrrolidine-2,5-dione, 2,5-Dioxo-1-iodopyrrolidine |
| CAS | 516-12-1 |
| EINECS | 208-221-6 |
| InChI | InChI=1/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2 |
| InChIKey | LQZMLBORDGWNPD-UHFFFAOYSA-N |
N-Iodosuccinimide - Physico-chemical Properties
| Molecular Formula | C4H4INO2 |
| Molar Mass | 224.98 |
| Density | 2,245 g/cm3 |
| Melting Point | 202-206°C(lit.) |
| Boling Point | 249.6±23.0 °C(Predicted) |
| Water Solubility | decomposes |
| Solubility | Soluble in dioxane, tetrahydrfuran and acetonitrile. Insoluble in ether and carbon tetrachloride. |
| Appearance | Brown crystal |
| Color | White-yellow to brown |
| Merck | 14,5045 |
| BRN | 113917 |
| pKa | -2.57±0.20(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Moisture Sensitive |
| Sensitive | Moisture Sensitive |
| MDL | MFCD00005512 |
| Physical and Chemical Properties | Nature description: White needle-like crystal. Melting point 200-201 ° C, soluble in acetone, methanol, slightly soluble in dioxane, almost insoluble in carbon tetrachloride, ether. Decomposition in water |
| Use | Mainly used as pharmaceutical intermediates in Biopharmaceuticals |
N-Iodosuccinimide - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - 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. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | WN2817000 |
| FLUKA BRAND F CODES | 8-9 |
| TSCA | No |
| HS Code | 29251995 |
| Hazard Note | Harmful/Keep Cold/Moisture Sensitive |
| Hazard Class | IRRITANT |
N-Iodosuccinimide - Introduction
Decomposed in water, soluble in acetone and methanol, moderately soluble in dioxane, slightly soluble in dichloromethane and ether, actually insoluble in carbon tetrachloride.
Last Update：2022-10-16 17:25:46
N-Iodosuccinimide - Reference Information
| Introduction | N-iodosuccinimide, also known as "N-iodosuccinimide", is a white needle-like crystal that decomposes in water and is soluble in water, Methanol, dioxane, insoluble in carbon tetrachloride. It can be obtained by reacting the aqueous solution of succinimide with silver oxide to obtain the silver salt of succinimide, and then reacting with iodine. N-iodosuccinimide can be used as a reagent to iodinate aldehydes and ketones. |
| preparation | adding anhydrous acetic acid (1128g) and N-chlorosuccinimide (200g,1.50mol) to 3L reaction bottle, adding potassium iodide (249g,1.50mol) in batches, stirring at 40 ℃ for 2 hours to obtain N-iodosuccinimide. |
| use | used for iodination of ketones and aldehydes in organic synthesis. It is used to chemically selectively hydrolyze glucosinolate with TFA to generate 1-hydroxy glycoside; prepare highly substituted iodobenzene through an effective 2-step process of 1, 6-diyne; ethylene sulfone is synthesized by the reaction of olefin and benzenesulfonic acid It is used for organic synthesis, sulfur oxidation titration reagent, and is used as a mild iodide agent, glucosinolate catalyst, etc. Mainly as a pharmaceutical intermediate in biopharmaceuticals. N-iodosuccinimide is used as an iodide agent in chemical synthesis. |
| Production method | Under the condition of avoiding light, succinimide reacts with silver oxide to produce N-succinimide silver. It reacts with iodine in a dry dioxane to produce N-iodosuccinimide. |
Last Update：2024-04-09 15:16:50
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