
N-Iodosuccinimide CAS 516-12-1



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- Appearance: White powder
- Purity: 99. 0%min
- Stock: In stock
- Sample: Available
- Zhishang Chemical: N-Iodosuccinimide Supplier & Manufacturer
N-Iodosuccinimide: The Complete Guide
N-Iodosuccinimide for Sale
Basic Info
Chemical Name: | N-Iodosuccinimide |
Other Name: | 1-Iodo-5-pyrrolidinedione; 2,5-Dioxo-1-iodopyrrolidine |
CAS: | 516-12-1 |
EINECS: | 208-221-6 |
Type: | Organic intermediates; Organic raw materials |
Molecular Formula: | C4H4INO2 |
Molecular Weight: | 224.98 |
Melting point | 202-206 °C(lit.) |
Boiling point | 249.6±23.0 °C(Predicted) |
density | 2,245 g/cm3 |
storage temp. | 2-8°C |
solubility | Soluble in dioxane, tetrahydrfuran and acetonitrile. Insoluble in ether and carbon tetrachloride. |
form | Crystalline Powder |
pka | -2.57±0.20(Predicted) |
color | White-yellow to brown |
Water Solubility | decomposes |
Sensitive | Moisture Sensitive |
Merck | 14,5045 |
BRN | 113917 |
Stability: | Moisture Sensitive |
Brand Name: | Zhishang Chemical |
Provide: | N-Iodosuccinimide MSDS; N-Iodosuccinimide COA |
What is N-Iodosuccinimide?
N-iodosuccinimide, commonly abbreviated as NIS, is a white needle-like crystal that disintegrates in water, soluble in water, methanol, as well as dioxane, as well as insoluble in carbon tetrachloride.
NIS is an important electrophilic iodine reagent in organic chemistry. It can react with alkenyl aluminum intermediates to prepare alkenyl iodide compounds. It can also be used as an oxidizing reagent to oxidize and ring-close dipeptides to prepare β- Lactam.
NIS is a good iodide reagent, which can smoothly convert vinylsilane and vinylstannane into the corresponding vinyl iodides. In addition, under mild conditions, the reaction of alkene boronic acids with NIS can be converted into alkene iodides with unchanged geometry.
NIS is easy to decompose and should be stored under nitrogen protection at low temperature and away from light and moisture. Care should be taken to take necessary measures during use to prevent inhalation of powder with pungent odor.
Production approach: N-iodosuccinimide can be acquired by reacting the liquid service of succinimide with silver oxide to acquire the silver salt of succinimide, and afterwards reacting with iodine. Uses: N-iodosuccinimide can be utilized as a reagent to iodide aldehydes as well as ketones.
N-Iodosuccinimide Uses
- Mainly used as pharmaceutical intermediates in biopharmaceuticals. Used in organic synthesis, sulfur oxidation titration reagent, mild iodination agent, glucosinolate catalyst, etc.
- N-Iodosuccinimide is used for the chemoselective hydrolysis of glucosinolates with TFA to generate 1-hydroxyglycosides; through an efficient 2-step process via 1,6-diynes to prepare highly substituted iodobenzenes; from alkenes and benzenesulfinic acid Synthesis of vinyl sulfone.
- N-iodosuccinimide is used to prepare vinyl sulfone from olefins and Phenylsulfinic acid. As a source of I+, it participates in Hunsdiecker reaction, transforming Cinnamic acid and Propiolic acid into corresponding α- Halogenated styrene and 1-halo-1-alkynes. It is also used to hydrolyze thioglycosides to 1-hydroxyglycosides together with Trifluoroacetic acid. It involves the preparation of iodobenzene from 1,6-diyne. In addition, it acts as an iodizer in chemical synthesis.
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Application of N-Iodosuccinimide
3-Iodoimidazo[1,2-b]pyridazine is an important intermediate in organic synthesis, mainly used in pharmaceutical intermediates, organic synthesis, organic solvents, and can also be used in dye production, pesticide production and spices. The heterocyclic compound is newly synthesized, the product is novel and has great value.
CN201510630318.2 reports a synthesis method of 3-iodoimidazo[1,2-b]pyridazine. Using 3-aminopyridazine, chloroacetaldehyde aqueous solution, and N-iodosuccinimide as raw materials, the ratio of 3-aminopyridazine and chloroacetaldehyde is 1:0.8-3.5, 3-amino The ratio of pyridazine to N-iodosuccinimide is 1:0.65-2.1. In a suitable solvent, react at 40-150°C to generate 3-iodoimidazo[1,2-b]pyrid The crude product of 3-iodoimidazo[1,2-b]pyridazine can be obtained after purification. The raw materials of the present invention are relatively easy to obtain, and the price is reasonable. At the same time, no heavy metals and corrosive gases are used in the preparation reaction, and the reaction is mild. There is no special requirement on the reflection equipment, and ordinary corrosion-resistant equipment can be used for production. In addition, the reaction conditions of the present invention are moderate.
Tetrahydrofuran compounds are one of the very important intermediates in organic synthesis, and also one of the common structural units in natural products. At present, many compounds containing this skeleton have been proved to have many potential physiological activities, and have great development and utilization value in the field of biotechnology, medicine and pesticides.
CN200810162686.9 reports a synthetic method of optically active (S)-2-(1′(Z)alkenyl iodoalkyl)tetrahydrofuran, which uses optically active (R)-4,5-alkenol as the reaction Iodine cyclization of the substrate with the electrophile N-iodosuccinimide yields optically active (S)-2-(1′(Z)alkenyliodoalkyl)tetrahydrofuran (in large quantities) and (R )-2-(1′(E)alkenyl iodoalkyl)tetrahydrofuran (a small amount); Utilize Z/E isomer under the co-catalysis of bis(triphenylphosphine)palladium dichloride and cuprous iodide with The speed of the Sonogashira coupling reaction of propynyl alcohol is different, and the optically active (S)-2-(1′(Z) alkenyl iodoalkyl)tetrahydrofuran of the Z configuration is obtained; the operation is simple, the raw materials and reagents are easy to obtain, and the reaction It has high regio and stereoselectivity, can introduce multiple substituents at the same time, and the product is easy to separate and purify, and is suitable for synthesizing various substituted optically active tetrahydrofuran compounds.
Reference
- N-Iodosuccinimide – WikiPedia
- [Chinese invention] CN201510630318.2 Synthetic method of 3-iodoimidazo[1,2-b]pyridazine
N-Iodosuccinimide Supplier and Manufacturer
As a n-iodosuccinimide supplier and manufacturer with a strict standard product quality system certificate, Zhishang Chemical has long been providing the best n-iodosuccinimide raw materials to customers all over the world.
Over the years, relying on professional team experience and customer-centric team concept to meet customer needs in a timely manner, our company enjoys a high reputation in the world. At present, our company has served more than 6,000 customers and has established long-term cooperative relations with customers from many countries.
If you have a demand for n-iodosuccinimide and related products, please contact our service staff Zhishang Chemical – White directly, and we will provide you with high-quality products at the best price.
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We will make samples before mass production, and after the sample is approved, we’ll begin mass production. Doing 100% inspection during production, then doing random inspection before packing.
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Our MOQ is 1kg. But usually we accept less quantities, such as 100g on the condition that the sample charge is 100% paid.
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The different quantity has different discount.
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1. ≤50kg, Express delivery recommended, usually called DDU service;
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Quality Control of N-Iodosuccinimide

