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516-12-1

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 Br√łnsted 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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