Bis(acetyloxy)(4-methylphenyl)-lambda~3~-iodane

Base Information

• Chemical Name: Bis(acetyloxy)(4-methylphenyl)-lambda~3~-iodane
• CAS No.: 16308-16-0
• Molecular Formula: C11H13 I O4
• Molecular Weight: 336.126
• DSSTox Substance ID: DTXSID30382907
• Nikkaji Number: J726.615D
• Wikidata: Q72509299
• Mol file: 16308-16-0.mol

Synonyms:16308-16-0;p-(Diacetoxyiodo)-toluene;Bis(acetyloxy)(4-methylphenyl)-lambda~3~-iodane;[acetyloxy-(4-methylphenyl)-lambda3-iodanyl] acetate;4-(Diacetoxyiodo)toluene;4-methyliodobenzene diacetate;SCHEMBL585587;DTXSID30382907;4-(diacetoxy-lambda 3-iodanyl)toluene;FT-0637351

Chemical Property of Bis(acetyloxy)(4-methylphenyl)-lambda~3~-iodane

Chemical Property:

• Melting Point: 108-109℃
• PSA: 52.60000
• LogP: 2.62720
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 335.98586
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

98%Min ^*data from raw suppliers

P-(DIACETOXYIODO)-TOLUENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)I(OC(=O)C)OC(=O)C

Technology Process of Bis(acetyloxy)(4-methylphenyl)-lambda~3~-iodane

There total 11 articles about Bis(acetyloxy)(4-methylphenyl)-lambda~3~-iodane 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: 99.9%

4-tolyl iodide (624-31-7) + acetaldehyde (75-07-0,9002-91-9) → 1-(diacetoxyiodo)-4-methylbenzene (16308-16-0)

Guidance literature:

With cobalt(II) diacetate tetrahydrate; acetic acid; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione; In acetonitrile; at 20 ℃; for 1.5h;

Reference yield: 96.0%

4-tolyl iodide (624-31-7) + acetic acid (64-19-7,77671-22-8) → 1-(diacetoxyiodo)-4-methylbenzene (16308-16-0)

Guidance literature:

With sodium perborate; trifluorormethanesulfonic acid; at 40 - 45 ℃; for 4h;

DOI:10.1021/jo050927n

Reference yield: 92.0%

4-tolyl iodide (624-31-7) + acetic anhydride (108-24-7) → 1-(diacetoxyiodo)-4-methylbenzene (16308-16-0)

Guidance literature:

With sodium perborate tetrahydrate; acetic acid; at 50 ℃; for 24h;

upstream raw materials:

4-tolyl iodide

acetic acid

peracetic acid

4-dichloroiodanyl-toluene

Downstream raw materials:

1-(2-iodo-5-methylphenyl)-3-(trimethylsilyl)-2-propyne

p-methoxyphenyl(phenyl)iodonium tetrafluoroborate

(2-(2-(t-butoxycarbonylamino)ethyl)phenyl)(p-tolyl)iodonium p-toluenesulfonate

(2-(2-(benzyloxycarbonylamino)ethyl)phenyl)(p-tolyl)iodonium p-toluenesulfonate

Refernces

• 1、 Minamitsuji, Yutaka,Kato, Daishi,Fujioka, Hiromichi,Dohi, Toshifumi,Kita, Yasuyuki. "Organoiodine-catalyzed oxidative spirocyclization of phenols using peracetic acid as a green and economic terminal oxidant". . p. 648 - 652. Retrieved 2009.
• 2、 Antonkin, Nikita S.,Vlasenko, Yulia A.,Yoshimura, Akira,Smirnov, Vladimir I.,Borodina, Tatyana N.,Zhdankin, Viktor V.,Yusubov, Mekhman S.,Shafir, Alexandr,Postnikov, Pavel S.. "Preparation and Synthetic Applicability of Imidazole-Containing Cyclic Iodonium Salts". . p. 7163 - 7178. Retrieved 2021/05/29.