[Hydroxy(methanesulfonyloxy)iodo]benzene

Base Information

• Chemical Name: [Hydroxy(methanesulfonyloxy)iodo]benzene
• CAS No.: 105551-42-6
• Molecular Formula: C7H9 I O4 S
• Molecular Weight: 316.117
• European Community (EC) Number: 678-423-0
• DSSTox Substance ID: DTXSID30456753
• Nikkaji Number: J899.899J
• Wikidata: Q82279317
• Mol file: 105551-42-6.mol

Synonyms:[Hydroxy(methanesulfonyloxy)iodo]benzene;105551-42-6;Phenyliodosohydroxy Methanesulfonate;[hydroxy(phenyl)-lambda3-iodanyl] methanesulfonate;(HYDROXY(METHANESULFONYLOXY)IODO)BENZENE;[Hydroxy(mesyloxy)iodo]benzene;DTXSID30456753;Hydroxy(mesyloxy)phenyliodine(III);MFCD01321184;[hydroxy(methylsulfonyloxy)iodo]benzene;AKOS015856813;BS-22594;hydroxy phenyl methanesulfonoperoxoyl iodide;P1298;D92102;J-001445

Chemical Property of [Hydroxy(methanesulfonyloxy)iodo]benzene

Chemical Property:

• Melting Point: 122 °C
• PKA: 7.07±0.58(Predicted)
• PSA: 71.98000
• LogP: 2.62210
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 315.92663
• Heavy Atom Count: 13
• Complexity: 240

Purity/Quality:

98% ^*data from raw suppliers

[Hydroxy(methanesulfonyloxy)iodo]benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OI(C1=CC=CC=C1)O

Technology Process of [Hydroxy(methanesulfonyloxy)iodo]benzene

There total 4 articles about [Hydroxy(methanesulfonyloxy)iodo]benzene 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: 98.0%

methanesulfonic acid (75-75-2,98527-29-8) + [bis(acetoxy)iodo]benzene (3240-34-4) → (mesyloxyhydroxyiodo)benzene (105551-42-6)

Guidance literature:

for 0.166667h;

DOI:10.1021/ol047363e

Reference yield: 97.0%

methanesulfonic acid (75-75-2,98527-29-8) + iodobenzene (591-50-4) → (mesyloxyhydroxyiodo)benzene (105551-42-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 ℃; for 2h;

DOI:10.1055/s-2005-872697

Reference yield: 76.0%

methanesulfonic acid (75-75-2,98527-29-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (mesyloxyhydroxyiodo)benzene (105551-42-6)

Guidance literature:

With iodine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2,2,2-trifluoroethanol; at 20 ℃; for 0.5h;

DOI:10.1021/jo101227j

upstream raw materials:

methanesulfonic acid

[bis(acetoxy)iodo]benzene

iodobenzene

benzene

Downstream raw materials:

ethyl 2-phenyl-2-(mesyloxy)acetate

methyl α-methanesulphonyloxybenzeneacetate

ethyl 2-(methylsulfonyloxy)-3-oxo-3-phenylpropanoate

mesyloxyacetophenone

Refernces

• 1、 Yamamoto, Yukiharu,Togo, Hideo. "Facile one-pot preparation of [hydroxy(sulfonyloxy)iodo]arenes from iodoarenes with MCPBA in the presence of sulfonic acids". . p. 2486 - 2488. Retrieved 2005.
• 2、 Liu, Ruojuan,Wang, Junzheng,Hu, Wen,Zhang, Xiaohui,Xiong, Yan. "α-Sulfonyloxylation of 1,3-dicarbonyl compounds utilizing hypervalent iodine(iii) reagent: Construction of quaternary carbon center". . p. 1957 - 1965. Retrieved 2018.
• 3、 Merritt, Eleanor A.,Carneiro, Vania M. T.,Silva Jr., Luiz F.,Olofsson, Berit. "Facile synthesis of Koser's reagent and derivatives from iodine or aryl iodides". experimental part. p. 7416 - 7419. Retrieved 2011/02/22.