N-Iodosaccharin

Base Information

• Chemical Name: N-Iodosaccharin
• CAS No.: 86340-94-5
• Molecular Formula: C7H4 I N O3 S
• Molecular Weight: 309.08103
• Hs Code.: 29251100
• European Community (EC) Number: 691-504-5
• UNII: 11WJR74OBI
• DSSTox Substance ID: DTXSID40429054
• Nikkaji Number: J1.296.245B
• Wikidata: Q27251345
• Mol file: 86340-94-5.mol

Synonyms:N-Iodosaccharin;86340-94-5;N-Iodosaccharin [MI];2-iodo-1,1-dioxo-1,2-benzothiazol-3-one;1,2-Benzisothiazol-3(2H)-one, 2-iodo-, 1,1-dioxide;UNII-11WJR74OBI;2-Iodobenzo[d]isothiazol-3(2H)-one 1,1-dioxide;11WJR74OBI;2-Iodo-1,2-benzisothiazol-3(2H)-one 1,1-Dioxide;N-Yodosaccharin;NISac;SCHEMBL358829;AMY5167;DTXSID40429054;XQKQROJYWLWDMP-UHFFFAOYSA-N;MFCD09037939;AKOS028108826;CS-0205380;I0784;T73010;2-Iodobenzo[d]isothiazol-3(2H)-one1,1-dioxide;A857278;Q27251345

Chemical Property of N-Iodosaccharin

Chemical Property:

• Melting Point: 206 °C
• Boiling Point: 425.4±28.0 °C(Predicted)
• PKA: 1.30(at 25℃)
• PSA: 62.83000
• Density: 2.36±0.1 g/cm3(Predicted)
• LogP: 2.19980
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 308.89566
• Heavy Atom Count: 13
• Complexity: 334

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Iodosaccharin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(S2(=O)=O)I
• Uses: Iodination reagent; activator of thioglycosides. N-Iodosaccharin is a reagent used in the iodination of alkenic compounds. Also, is used in the synthesis of amphidinolides B.

Technology Process of N-Iodosaccharin

There total 4 articles about N-Iodosaccharin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

saccharin (81-07-2) → N-iodosaccharine (86340-94-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In tetrachloromethane; at 20 ℃; for 6h; Concentration; Solvent; Time; Darkness;

Reference yield:

saccharin sodium salt (128-44-9) → N-iodosaccharine (86340-94-5)

Guidance literature:

saccharin sodium salt; With water; silver nitrate;

With iodine; In acetone; at 20 ℃; for 5h;

Reference yield:

iodine (7553-56-2,12190-71-5,8031-47-8) + 1,2-benzisothiazol-3(2H)-one-1,1-dioxide, silver salt (2673-17-8) → N-iodosaccharine (86340-94-5) + silver(I) iodide

Guidance literature:

In further solvent(s); solvent: cyclohexanol;;

upstream raw materials:

saccharin sodium salt

iodine

1,2-benzisothiazol-3(2H)-one-1,1-dioxide, silver salt

saccharin

Refernces

• 1、 Dolenc, Darko. "N-iodosaccharin - A new reagent for iodination of alkenes and activated aromatics". . p. 544 - 546. Retrieved 2007/10/03.