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516-12-1 | N-Iodosuccinimide
CAS No: 516-12-1 Catalog No: AG0035TM MDL No:MFCD00005512
Product Description
Catalog Number:
AG0035TM
Chemical Name:
N-Iodosuccinimide
CAS Number:
516-12-1
Molecular Formula:
C4H4INO2
Molecular Weight:
224.9845
MDL Number:
MFCD00005512
IUPAC Name:
1-iodopyrrolidine-2,5-dione
InChI:
InChI=1S/C4H4INO2/c5-6-3(7)1-2-4(6)8/h1-2H2
InChI Key:
LQZMLBORDGWNPD-UHFFFAOYSA-N
SMILES:
IN1C(=O)CCC1=O
EC Number:
208-221-6
UNII:
3COS3X3N4P
Properties
Complexity:
129
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
224.929g/mol
Formal Charge:
0
Heavy Atom Count:
8
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
224.985g/mol
Monoisotopic Mass:
224.929g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
37.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.2
Literature
| Title | Journal |
|---|---|
| A silver-catalyzed spirocyclization of alkynyl silyl enol ethers. | Chemistry (Weinheim an der Bergstrasse, Germany) 20120625 |
| Achiral counterion control of enantioselectivity in a Brønsted acid-catalyzed iodolactonization. | Journal of the American Chemical Society 20120411 |
| Unexpected anomeric selectivity of a 1-C-arylglycal donor in Kdo glycoside synthesis. | The Journal of organic chemistry 20120106 |
| Phenylsulfanylation of 3',4'-unsaturated adenosine employing thiophenol-N-iodosuccinimide leads to 4'-phenylsulfanylcordycepin: synthesis of 4'-substituted cordycepins on the basis of substitution of the phenylsulfanyl leaving group. | The Journal of organic chemistry 20111104 |
| En route to sugar-alkaloid conjugates. | Carbohydrate research 20110906 |
| Reactivity switching and selective activation of C-1 or C-3 in 2,3-unsaturated thioglycosides. | Carbohydrate research 20110906 |
| Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking. | Chemical communications (Cambridge, England) 20110314 |
| Tandem reaction of propargylic alcohol, sulfonamide, and N-iodosuccinimide: synthesis of N-(2-iodoinden-1-yl)arenesulfonamide. | Organic letters 20110304 |
| Synthesis and electrochemical behaviour of beta-halodehydroamino acid derivatives. | Amino acids 20100701 |
| Mild arming and derivatization of natural products via an In(OTf)3-catalyzed arene iodination. | Organic letters 20100507 |
| Bohlmann-Rahtz cyclodehydration of aminodienones to pyridines using N-iodosuccinimide. | Molecules (Basel, Switzerland) 20100430 |
| Synthesis of neutral glycosphingolipids from Zygomycetes. | Carbohydrate research 20080908 |
| Concise synthesis of a pentasaccharide related to the anti-leishmanial triterpenoid saponin isolated from Maesa balansae. | The Journal of organic chemistry 20080905 |
| Direct asymmetric iodination of aldehydes using an axially chiral bifunctional amino alcohol catalyst. | Journal of the American Chemical Society 20080326 |
| Highly beta-selective, N-iodosuccinimide-mediated nucleosidation to bicyclo- and tricyclo-nucleosides. | Nucleic acids symposium series (2004) 20080101 |
| Efficient kinetic resolution of racemic amino aldehydes by oxidation with N-iodosuccinimide. | Angewandte Chemie (International ed. in English) 20080101 |
| NIS/H2SO4-Silica: a mild and efficient reagent system for the hydrolysis of thioglycosides. | Carbohydrate research 20061127 |
| Odorless benzenethiols in synthesis of thioglycosides and its application for glycosylation reactions. | Bioorganic & medicinal chemistry letters 20061115 |
| Gold-catalyzed and N-iodosuccinimide-mediated cyclization of gamma-substituted allenamides. | The Journal of organic chemistry 20061027 |
| NIS/TFA: a general method for hydrolyzing thioglycosides. | Carbohydrate research 20060724 |
| Contrasting reactivity of thioglucoside and selenoglucoside donors towards promoters: implications for glycosylation stereocontrol. | Carbohydrate research 20060724 |
| Synthesis of new, potent avermectin-like insecticidal agents. | Carbohydrate research 20050704 |
| Synthesis of 2-iodo-2-deoxy septanosides from a D-xylose-based oxepine: intramolecular cyclization in the absence of a glycosyl acceptor. | Carbohydrate research 20041004 |
| Glycosidation with a disarmed glycosyl iodide: promotion and scope. | Organic letters 20031127 |
| Stereoselective 1,2-cis glycosylation of 2-O-allyl protected thioglycosides. | Chemistry (Weinheim an der Bergstrasse, Germany) 20020603 |
| Stereospecific synthesis of 1,2-cis glycosides by allyl-mediated intramolecular aglycon delivery. 2. The use of glycosyl fluorides. | Organic letters 20010726 |
| High-efficiency astatination of antibodies using N-iodosuccinimide as the oxidising agent in labelling of N-succinimidyl 3-(trimethylstannyl)benzoate. | Nuclear medicine and biology 20010101 |
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