3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate)

Base Information

• Chemical Name: 3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate)
• CAS No.: 57357-20-7
• Molecular Formula: C16H23IO4
• Molecular Weight: 406.261
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90700300
• Wikidata: Q82631564
• Mol file: 57357-20-7.mol

Synonyms:SCHEMBL364665;DTXSID90700300;IBJMAUSPTVZWBK-UHFFFAOYSA-N;FT-0698622;A854441;3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate)

Chemical Property of 3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate)

Chemical Property:

• Melting Point: 104-109 °C
• PSA: 52.60000
• LogP: 4.37120
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 404.04846
• Heavy Atom Count: 21
• Complexity: 392

Purity/Quality:

97% ^*data from raw suppliers

[Bis(tert-butylcarbonyloxy)iodo]benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)OC1=C(C(=CC=C1)I)OC(=O)C(C)(C)C
• Uses: Rh2(esp)2: An Exceptionally Efficient and Selective Catalyst for C-H AminationReagent for:Preparation of α,β-unsaturated-γ-lactams via Rh-catalyzed C-H amination of allene carbamates, then Ru-catalyzed cyclocarbonylationPalladium-catalyzed diaminationPreparation of functionalized bicyclic heterocyclic compounds by rhodium-catalyzed allene amidation and cyclizationPreparation of piperidine and pyrrolidine derivatives via copper-catalyzed intramolecular aminoacetoxylation of aminoolefinsC-H acyloxylation of arenesHypervalent iodine oxidant

Technology Process of 3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate)

There total 3 articles about 3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate) 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: 95.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + Trimethylacetic acid (75-98-9) → bis(tertbutylcarbonyloxy)iodobenzene (57357-20-7)

Guidance literature:

In chlorobenzene; at 50 ℃; under 30 Torr;

DOI:10.1021/ja0650450

Reference yield: 68.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + trimethylpyruvic acid (815-17-8) → bis(tertbutylcarbonyloxy)iodobenzene (57357-20-7)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; at 65 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja410195j

Reference yield:

iodobenzene (591-50-4) → bis(tertbutylcarbonyloxy)iodobenzene (57357-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dihydrogen peroxide / 4 h / 40 °C

2: chloroform / 45 °C / 35 Torr

With dihydrogen peroxide; In chloroform;

DOI:10.1002/adsc.201400648

upstream raw materials:

[bis(acetoxy)iodo]benzene

Trimethylacetic acid

trimethylpyruvic acid

iodobenzene

Downstream raw materials:

acetophenone

5,5-dimethyl-1-tosylpiperidin-3-yl pivalate

5-fluoro-3,3-dimethyl-1-tosylpiperidine

C₂₂H₃₁NO₂Si