N-Iodosuccinimide
![N-Iodosuccinimide Structure](CAS/GIF/516-12-1.gif)
- CAS No.
- 516-12-1
- Chemical Name:
- N-Iodosuccinimide
- Synonyms
- NIS;1-iodopyrrolidine-2,5-dione;Iodosuccinimide;N-IodosucciniMide (NIS);1-IODO-2,5-PYRROLIDINEDIONE;N-iododiimide;succiniodimide;N-IODOSUCCINIMIDE;n-iodo-succinimid;N-lodosuccinimide
- CBNumber:
- CB0342078
- Molecular Formula:
- C4H4INO2
- Molecular Weight:
- 224.98
- MOL File:
- 516-12-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
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 |
InChIKey | LQZMLBORDGWNPD-UHFFFAOYSA-N |
CAS DataBase Reference | 516-12-1(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() ![]() GHS07,GHS08,GHS09 |
|||||||||
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Signal word | Warning | |||||||||
Hazard statements | H315-H317-H319-H341-H410 | |||||||||
Precautionary statements | P201-P273-P280-P302+P352-P305+P351+P338-P308+P313 | |||||||||
Hazard Codes | Xn,Xi | |||||||||
Risk Statements | 22-36/37/38 | |||||||||
Safety Statements | 26-36-37/39 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | WN2817000 | |||||||||
F | 8-9 | |||||||||
Hazard Note | Harmful/Keep Cold/Moisture Sensitive | |||||||||
TSCA | No | |||||||||
HazardClass | IRRITANT | |||||||||
HS Code | 29251995 | |||||||||
NFPA 704 |
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N-Iodosuccinimide price More Price(15)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 220051 | N-Iodosuccinimide 95% | 516-12-1 | 5G | ₹3215.03 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 220051 | N-Iodosuccinimide 95% | 516-12-1 | 25G | ₹11604.4 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 220051 | N-Iodosuccinimide 95% | 516-12-1 | 100G | ₹34174.53 | 2022-06-14 | Buy |
ALFA India | ALF-A14320-22 | N-Iodosuccinimide, 97% | 516-12-1 | 100g | ₹36326 | 2022-05-26 | Buy |
ALFA India | ALF-A14320-14 | N-Iodosuccinimide, 97% | 516-12-1 | 25g | ₹12115 | 2022-05-26 | Buy |
N-Iodosuccinimide Chemical Properties,Uses,Production
Chemical Properties
white-yellow to brown crystalline powder
Uses
N-Iodosuccinimide is a iodo substituted succinimide that is used as an iodinating agent in chemical synthesis.
Preparation
To a solution of 39.2g of succinimide in 1200ml of boiling water was added 51.0g of freshly precipitated silver oxide, the mixture was filtered and the silver salt was allowed to crystallize. Filtration and washing with cold water furnished 45.0g of the silver salt of succinimide suitable for the iodination step.
The finely powdered salt (49.5g) was added in portions with stirring to a solution of 50.8g of iodine in 300ml of acetone, the temperature being maintained at 5-10°C. After decolorization (30 min.), the silver iodide was filtered, the solvent was removed under reduced pressure at room temperature and the residue was washed with ether, yielding 43g of N-iodosuccinimide with mp 189-191°C. An analytical sample (85% recovery) was obtained by dissolving in the minimum quantity of hot dioxane and precipitating with carbon tetrachloride; colorless needles, mp 200-201°C.
Ref: JACS 75, 3493 (1953)
Definition
ChEBI: N-iodosuccinimide is a five-membered cyclic dicarboximide compound having an iodo substituent on the nitrogen atom. It is a dicarboximide and a pyrrolidinone. It derives from a succinimide.
Reactions
N-Iodosuccinimide (NIS) is an iodinating agent that is used for various electrophilic iodinations and as source for iodine in radical reactions.
N-Iodosuccinimide is the least reactive of the N-haloamides in aromatic substitution. N-Iodosuccinimide does not act as an iodinating agent in pure dimethyl sulfoxide or N-ethylacetamide. On the other hand, butyl disulfide and a number of other sulfur-containing compounds are effective catalysts at low concentration for the iodination of guanosine derivatives using N-iodosuccinimide. This catalytic effect is observed when dimethyl sulfoxide is used as the solvent,but not when N-ethylacetamide is used.
https://www.organic-chemistry.org/chemicals/oxidations/n-iodosuccinimide-nis.shtm
Purification Methods
Crystallise it from dioxane/CCl4. It iodinates arenes in triflic acid. [Olah et al J Org Chem 58 3194 1993, Beilstein 21/9 V 544.]
N-Iodosuccinimide Preparation Products And Raw materials
Raw materials
Preparation Products
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BTC pharm India | +918790379245 | AndhraPradesh, India | 1269 | 58 | Inquiry |
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ORGANO FINE CHEMICALS | +91-91-22-42128300 +91-2242128300 | Mumbai, India | 258 | 58 | Inquiry |
Sris Synthesis Pvt Ltd., | +91-9989522441 +91-9989522441 | Hyderabad, India | 282 | 58 | Inquiry |
Eskay Iodine Pvt Ltd | +91-22-6622 7575 | Mumbai, India | 28 | 58 | Inquiry |
JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
Supplier | Advantage |
---|---|
BTC pharm India | 58 |
SAGAR LIFE SCIENCES PVT LTD | 58 |
ANJI BIOSCIENCES | 58 |
SURVIVAL TECHNOLOGIES LIMITED | 58 |
Laksh Finechem Pvt.Ltd. | 58 |
Infinium Pharmachem Limited | 58 |
ORGANO FINE CHEMICALS | 58 |
Sris Synthesis Pvt Ltd., | 58 |
Eskay Iodine Pvt Ltd | 58 |
JSK Chemicals | 58 |
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