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N-Iodosuccinimide

N-Iodosuccinimide Structure
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
Request For Quotation

N-Iodosuccinimide Properties

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
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
1
2 0

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
Product number Packaging Price Buy
220051 5G ₹3215.03 Buy
220051 25G ₹11604.4 Buy
220051 100G ₹34174.53 Buy
ALF-A14320-22 100g ₹36326 Buy
ALF-A14320-14 25g ₹12115 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

Diimine Succinimide 1,4-Dioxane

Preparation Products

2-Chloro-4-nitrophenyl-alpha-L-fucopyranoside 3-Iodo-4,5-dimethoxybenzaldehyde 5-Iodo-2,4-dimethoxypyrimidine 3-b]pyridine DBCO-NHS Ester
5-bromo-3-iodo-1H-pyrazolo[3,4-b]pyridine Iodoferrocene 2-Amino-5-fluoro-3-iodo-benzoic acid methyl ester 2(1H)-Pyridinone, 6-amino-3-iodo-5-nitro-
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Eskay Iodine Pvt Ltd +91-22-6622 7575 Mumbai, India 28 58 Inquiry
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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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1-iodo-5-pyrrolidinedione N-IODOSUCCINIMIDE N-Iodosuccinimide, 98+% N-Iodosuccinimide ,99% N-Iodosuccinimide , (1-Iodo-2,5-pyrrolidinedione) 1-Iodopyrrolidine-2,5-dione, 2,5-Dioxo-1-iodopyrrolidine N-IodosucciniMide, 98% 100GR N-IodosucciniMide, 98% 10GR N-iodobutanimide/NIS N-IodosucciniMide / N-IodobutaniMide N-iodoDing twoiMide N - butyl diiMide iodine generation N-Iodosuccinimide 2,5-Pyrrolidinedione, 1-iodo- N-Iodosuccinimide, 97+% n-iodo-succinimid Succinimide,N-iodo- succiniodimide N-Iodosuccinimide≥ 99.9% (Iodometry) N-Iodosuccinimide, 97%, for synthesis N-Iodosuccinimide> N-IODOSUCCINIMIDE FOR SYNTHESIS N-succinimide (NIS) N-iododiimide N-iodosuccinimideb Big Discount Purity 99% N-Iodosuccinimide CAS 516-12-1 with Best Quality Intermediate Material N-Iodosuccinimide (NIS) CAS?516-12-1 N-Iodosuccinimide 5GM N-Iodosuccinimide extrapure, 99% IODOSUCCINIMIDE For Synthesis 1-IODO-2,5-PYRROLIDINEDIONE NIS N-IodosucciniMide (NIS) 1-iodopyrrolidine-2,5-dione Iodosuccinimide N-lodosuccinimide Ripretinib Impurity 39 N-Iodosuccinimide (1-Iodopyrrolidine-2,5-Dione) 516-12-1 208-221-6 512-12-1 C4H4INO2 C4H4O2NI Reagents for Oligosaccharide Synthesis Iodination N-Substituted Succinimides N-Substituted Maleimides, Succinimides & Phthalimides Halogenation C-X Bond Formation (Halogen) Synthetic Reagents C-X Bond Formation (Halogen) Synthetic Reagents Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts API intermediates Biochemistry Halogenation Iodination N-Substituted Maleimides, Succinimides & Phthalimides