2,4,6-Trimethyl(diacetoxyiodo)benzene

Base Information

• Chemical Name: 2,4,6-Trimethyl(diacetoxyiodo)benzene
• CAS No.: 33035-41-5
• Molecular Formula: C13H17 I O4
• Molecular Weight: 364.18
• Hs Code.: 2916399090
• European Community (EC) Number: 678-544-9
• Nikkaji Number: J1.388.362I
• Mol file: 33035-41-5.mol

Synonyms:33035-41-5;2,4,6-Trimethyl(diacetoxyiodo)benzene;2-(Diacetoxyiodo)mesitylene;[acetyloxy-(2,4,6-trimethylphenyl)-lambda3-iodanyl] acetate;(diacetoxyiodo)mesitylene;Mesityl-|E3-iodanediyl diacetate;QFVRYGXAHXDPHE-UHFFFAOYSA-N;MFCD00671549;MFCD00674196;2,4,6-Trimethyliodobenzene Diacetate;SY054063;CS-0137783;I0479;D91162;Diacetoxy(2,4,6-trimethylphenyl)iodine (III);EN300-7539112;J-018984;(acetyloxy)(2,4,6-trimethylphenyl)-lambda3-iodanyl acetate

Chemical Property of 2,4,6-Trimethyl(diacetoxyiodo)benzene

Chemical Property:

• Melting Point: 168 °C
• PSA: 52.60000
• LogP: 3.06700
• Storage Temp.: Refrigerator
• Solubility.: soluble in Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 364.01716
• Heavy Atom Count: 18
• Complexity: 290

Purity/Quality:

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

Iodomesitylene Diacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4,6-Trimethyl(diacetoxyiodo)benzene

There total 10 articles about 2,4,6-Trimethyl(diacetoxyiodo)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: 100.0%

iodomesitylene (4028-63-1) + acetic acid (64-19-7,77671-22-8) → 2-(diacetoxyiodo)mesitylene (33035-41-5)

Guidance literature:

With sodium hypochlorite pentahydrate; at 20 ℃; for 0.166667h;

DOI:10.1021/acs.joc.8b02541

Reference yield: 91.0%

acetic acid (64-19-7,77671-22-8) + 1,3,5-trimethyl-benzene (108-67-8) → 2-(diacetoxyiodo)mesitylene (33035-41-5)

Guidance literature:

With iodine; Selectfluor; In acetonitrile; at 40 ℃; for 4h;

DOI:10.1021/ol051446t

Reference yield: 89.0%

2-difluoroiodo-1,3,5-trimethylbenzene + iodine triacetate (56021-54-6) → 2-(diacetoxyiodo)mesitylene (33035-41-5)

Guidance literature:

In acetonitrile; at 20 ℃; for 5h;

DOI:10.1021/ol051446t

upstream raw materials:

peracetic acid

iodomesitylene

acetic acid

iodine triacetate

Downstream raw materials:

bis(2,4,6-trimethylphenyl)iodonium triflate

4-isobutylphenyl(mesityl)iodonium trifluoromethanesulfonate

(4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate

3,4-dichlorophenyl acetate

Refernces

• 1、 Watanabe, Ayumi,Miyamoto, Kazunori,Okada, Tomohide,Asawa, Tomotake,Uchiyama, Masanobu. "Safer Synthesis of (Diacetoxyiodo)arenes Using Sodium Hypochlorite Pentahydrate". . p. 14262 - 14268. Retrieved 2018/11/23.
• 2、 Zhao, Chun-Yang,Li, Kun,Pang, Yu,Li, Jia-Qing,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang. "Iodine(III) Reagent-Mediated Intramolecular Amination of 2-Alkenylanilines to Prepare Indoles". supporting information. p. 1919 - 1925. Retrieved 2018/03/28.