Home Iodos 516-12-1
516-12-1,MFCD00005512
Catalog No.:AA0035QU

516-12-1 | N-Iodosuccinimide

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5g
98%
in stock  
$5.00   $3.00
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10g
98%
in stock  
$7.00   $5.00
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25g
98%
in stock  
$9.00   $7.00
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100g
98%
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$33.00   $23.00
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500g
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$106.00   $75.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0035QU
Chemical Name:
N-Iodosuccinimide
CAS Number:
516-12-1
Molecular Formula:
C4H4INO2
Molecular Weight:
224.9845
MDL Number:
MFCD00005512
SMILES:
IN1C(=O)CCC1=O
Properties
Properties
 
BP:
249.6±23.0°C at 760 mmHg  
Form:
Solid  
MP:
173 -175 °C  
Solubility:
Soluble in dioxane, tetrahydrfuran and acetonitrile. Insoluble in ether and carbon tetrachloride.  
Stability:
Moisture Sensitive  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
129  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
2  
XLogP3:
-0.2  

Upstream Synthesis Route

[1]Patent:WO2015/68159,2015,A2,.Locationinpatent:Paragraph00171-00172

[2]JournalofOrganometallicChemistry,1983,vol.255,#3,p.295-298

[1]OrganicandBiomolecularChemistry,2017,vol.15,#29,p.6264-6268

[2]EuropeanJournalofOrganicChemistry,2016,vol.2016,#18,p.3119-3125

[3]TetrahedronLetters,1984,vol.25,#2,p.233-236

[4]JournalofOrganicChemistry,2007,vol.72,#8,p.2978-2987

[5]JournalofOrganicChemistry,2016,vol.81,#9,p.3868-3876

[1]RussianJournalofOrganicChemistry,2001,vol.37,#10,p.1503-1504

[2]JournaloftheAmericanChemicalSociety,2018,vol.140,#19,p.6039-6043

[3]RussianJournalofOrganicChemistry,2018,vol.54,#1,p.131-138

[4]Zh.Org.Khim.,2018,vol.54,#1,p.131-138,8

[1]JustusLiebigsAnnalenderChemie,1870,vol.Suppl.7,p.119

[1]Patent:US2009/48189,2009,A1,.Locationinpatent:Page/Pagecolumn36

Downstream Synthesis Route

[1]Patent:WO2015/68159,2015,A2.Locationinpatent:Paragraph00171-00172

[2]JournalofOrganometallicChemistry,1983,vol.255,p.295-298

[1]OrganicandBiomolecularChemistry,2017,vol.15,p.6264-6268

[2]EuropeanJournalofOrganicChemistry,2016,vol.2016,p.3119-3125

[3]TetrahedronLetters,1984,vol.25,p.233-236

[4]JournalofOrganicChemistry,2007,vol.72,p.2978-2987

[5]JournalofOrganicChemistry,2016,vol.81,p.3868-3876

[1]JournaloftheAmericanChemicalSociety,1985,vol.107,p.6576-6584

[2]JournaloftheAmericanChemicalSociety,1985,vol.107,p.6584-6589

516-12-1    22347-71-3    354-38-1   
Aceticacid(2R,5R,6R)-6-(2,5-dioxo-pyrrolidin-1-yl)-5-iodo-tetrahydro-pyran-2-ylmethylester 
 
Aceticacid(2R,5S,6S)-5-iodo-6-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethylester 
 
Aceticacid(2S,5S,6S)-5-iodo-6-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-2-ylmethylester 

[1]TetrahedronLetters,1997,vol.38,p.2653-2656

516-12-1    26510-52-1   
2-iodo-3-oxo-3-pyridin-2-yl-propionicacidethylester 

[1]TetrahedronLetters,2005,vol.46,p.623-626

Literature

Title: A silver-catalyzed spirocyclization of alkynyl silyl enol ethers.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120625

Title: Achiral counterion control of enantioselectivity in a Brønsted acid-catalyzed iodolactonization.

Journal: Journal of the American Chemical Society 20120411

Title: Unexpected anomeric selectivity of a 1-C-arylglycal donor in Kdo glycoside synthesis.

Journal: The Journal of organic chemistry 20120106

Title: 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.

Journal: The Journal of organic chemistry 20111104

Title: En route to sugar-alkaloid conjugates.

Journal: Carbohydrate research 20110906

Title: Reactivity switching and selective activation of C-1 or C-3 in 2,3-unsaturated thioglycosides.

Journal: Carbohydrate research 20110906

Title: Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking.

Journal: Chemical communications (Cambridge, England) 20110314

Title: Tandem reaction of propargylic alcohol, sulfonamide, and N-iodosuccinimide: synthesis of N-(2-iodoinden-1-yl)arenesulfonamide.

Journal: Organic letters 20110304

Title: Synthesis and electrochemical behaviour of beta-halodehydroamino acid derivatives.

Journal: Amino acids 20100701

Title: Mild arming and derivatization of natural products via an In(OTf)3-catalyzed arene iodination.

Journal: Organic letters 20100507

Title: Bohlmann-Rahtz cyclodehydration of aminodienones to pyridines using N-iodosuccinimide.

Journal: Molecules (Basel, Switzerland) 20100430

Title: Synthesis of neutral glycosphingolipids from Zygomycetes.

Journal: Carbohydrate research 20080908

Title: Concise synthesis of a pentasaccharide related to the anti-leishmanial triterpenoid saponin isolated from Maesa balansae.

Journal: The Journal of organic chemistry 20080905

Title: Direct asymmetric iodination of aldehydes using an axially chiral bifunctional amino alcohol catalyst.

Journal: Journal of the American Chemical Society 20080326

Title: Highly beta-selective, N-iodosuccinimide-mediated nucleosidation to bicyclo- and tricyclo-nucleosides.

Journal: Nucleic acids symposium series (2004) 20080101

Title: Efficient kinetic resolution of racemic amino aldehydes by oxidation with N-iodosuccinimide.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: NIS/H2SO4-Silica: a mild and efficient reagent system for the hydrolysis of thioglycosides.

Journal: Carbohydrate research 20061127

Title: Odorless benzenethiols in synthesis of thioglycosides and its application for glycosylation reactions.

Journal: Bioorganic & medicinal chemistry letters 20061115

Title: Gold-catalyzed and N-iodosuccinimide-mediated cyclization of gamma-substituted allenamides.

Journal: The Journal of organic chemistry 20061027

Title: NIS/TFA: a general method for hydrolyzing thioglycosides.

Journal: Carbohydrate research 20060724

Title: Contrasting reactivity of thioglucoside and selenoglucoside donors towards promoters: implications for glycosylation stereocontrol.

Journal: Carbohydrate research 20060724

Title: Synthesis of new, potent avermectin-like insecticidal agents.

Journal: Carbohydrate research 20050704

Title: Synthesis of 2-iodo-2-deoxy septanosides from a D-xylose-based oxepine: intramolecular cyclization in the absence of a glycosyl acceptor.

Journal: Carbohydrate research 20041004

Title: Glycosidation with a disarmed glycosyl iodide: promotion and scope.

Journal: Organic letters 20031127

Title: Stereoselective 1,2-cis glycosylation of 2-O-allyl protected thioglycosides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20020603

Title: Stereospecific synthesis of 1,2-cis glycosides by allyl-mediated intramolecular aglycon delivery. 2. The use of glycosyl fluorides.

Journal: Organic letters 20010726

Title: High-efficiency astatination of antibodies using N-iodosuccinimide as the oxidising agent in labelling of N-succinimidyl 3-(trimethylstannyl)benzoate.

Journal: Nuclear medicine and biology 20010101

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