N-Iodosuccinimide (NIS) is a potent and selective electrophilic iodinating agent specifically designed for the iodination of aromatic compounds, alkenes, and alkynes in organic synthesis. This crystalline reagent is renowned for its high regioselectivity and mild reaction conditions, ensuring precise modifications in complex molecules without over-oxidation or unwanted side reactions. NIS exhibits excellent solubility in solvents like acetonitrile and dichloromethane, making it highly adaptable in various synthetic protocols. Apart from iodination, it functions effectively as an oxidizing and cyclizing agent, facilitating key transformations in the preparation of fine chemicals, pharmaceutical intermediates, and advanced organic compounds. Packaged in 5 to 25 kg HDPE jars, N-Iodosuccinimide is stored under light-protected, airtight conditions to preserve its reactivity and safety profile. The compound’s controlled oxidizing properties require careful handling under ventilation, making it ideal for professional laboratory and industrial use where selective halogenation is critical.
Key Features
| Features | Description |
|---|---|
| Chemical Name | N-Iodosuccinimide (NIS) |
| Functionality | Electrophilic iodinating agent, oxidizing agent, cyclizing reagent |
| Selective Iodination | Targets aromatic compounds, alkenes, and alkynes with high regioselectivity |
| Physical Form | Crystalline solid |
| Solubility | Soluble in acetonitrile and dichloromethane (DCM) |
| Packaging | Available in 5–25 kg HDPE jars |
| Storage | Tightly sealed, protected from light |
| Safety Note | Oxidizing agent; must be handled under ventilation |
| CAS Number | 516-12-1 |
| Attributes | Description |
|---|---|
| Molecular Formula | C4H4INO2 |
| Molecular Weight | 225.98 g/mol |
| Physical State | Crystalline solid |
| Chemical Purity | High purity grade suitable for organic synthesis |
| Reactivity | Highly electrophilic iodinating and oxidizing properties |
| Storage Conditions | Store in a cool, dry place away from light |
| Handling Precautions | Use personal protective equipment and work in well-ventilated areas |
*Disclaimer: The above description has been AI-generated and has not been audited or verified for accuracy. It is recommended to verify product details independently before making any purchasing decisions.
N-Iodosuccinimide acts as a mild electrophilic iodine donor that preferentially targets electron-rich positions on aromatic rings, enabling high regioselectivity without causing over-iodination or degradation of sensitive functional groups.
N-Iodosuccinimide is highly soluble and commonly used in acetonitrile and dichloromethane (DCM), which provide optimal reaction media for efficient iodination and maintain reagent stability.
Yes, NIS is available in bulk packaging (5–25 kg HDPE jars) and is suitable for large-scale industrial applications. However, due to its oxidizing nature, it must be handled with appropriate ventilation and safety measures.
NIS provides milder reaction conditions, higher selectivity, and fewer side reactions compared to other iodinating reagents. Its ability to act as both an oxidizing and cyclizing agent adds versatility in complex organic syntheses.
To maintain its effectiveness, NIS should be stored tightly sealed in HDPE jars, protected from moisture and light to prevent decomposition and loss of reactivity.
Country Of Origin: India
N-Iodosuccinimide is a powerful electrophilic iodinating agent used for selective iodination of aromatic compounds, alkenes, and alkynes. This crystalline compound also serves as an oxidizing and cyclizing agent in organic reactions. Its mildness and regioselectivity make it suitable for synthesizing fine chemicals and pharmaceutical intermediates.
Product Summary:
CAS Number: 516-12-1
Molecular Formula: C4H4INO2
Molecular Weight: 225.98 g/mol
Synonyms: NIS
Packaging: 5–25 kg HDPE jar
Solubility: Soluble in acetonitrile, DCM
Storage: Keep tightly sealed, protected from light
Toxicity: Oxidizing; handle under ventilation
Applications:
Electrophilic iodination
Oxidizing agent in organic synthesis
Cyclization and halogenation reagent
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