1H-Isoindole-1,3(2H)-dione, 2-(2-iodoethyl)-

Base Information

• Chemical Name: 1H-Isoindole-1,3(2H)-dione, 2-(2-iodoethyl)-
• CAS No.: 40149-83-5
• Molecular Formula: C10H8INO2
• Molecular Weight: 301.084
• European Community (EC) Number: 968-354-7
• Nikkaji Number: J2.549.609D
• Mol file: 40149-83-5.mol

Synonyms:40149-83-5;2-(2-iodoethyl)isoindoline-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(2-iodoethyl)-;2-(2-iodoethyl)isoindole-1,3-dione;N-(2-iodoethyl)phthalimide;SCHEMBL1115054;AKOS008967745;AT29522;2-(2-Iodoethyl)-isoindole-1,3-dione;EN300-1588318;2-(2-iodoethyl)-2,3-dihydro-1H-isoindole-1,3-dione

Chemical Property of 1H-Isoindole-1,3(2H)-dione, 2-(2-iodoethyl)-

Chemical Property:

• Melting Point: 99-100 °C
• Boiling Point: 360.0±25.0 °C(Predicted)
• PKA: -2.32±0.20(Predicted)
• PSA: 0.00000
• Density: 1.893±0.06 g/cm3(Predicted)
• LogP: 0.00000
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 300.95998
• Heavy Atom Count: 14
• Complexity: 243

Purity/Quality:

97% ^*data from raw suppliers

2-(2-Iodoethyl)isoindoline-1,3-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCI

Technology Process of 1H-Isoindole-1,3(2H)-dione, 2-(2-iodoethyl)-

There total 8 articles about 1H-Isoindole-1,3(2H)-dione, 2-(2-iodoethyl)- 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: 93.0%

N-(2-Hydroxyethyl)phthalimide (3891-07-4) → 2-(2-iodoethyl)isoindoline-1,3-dione (40149-83-5)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 4.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.8b01372

Reference yield:

2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1) → 2-(2-iodoethyl)isoindoline-1,3-dione (40149-83-5)

Guidance literature:

With sodium iodide;

Reference yield:

phthalic anhydride (85-44-9) → 2-(2-iodoethyl)isoindoline-1,3-dione (40149-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 12 h / Reflux

2: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 1 h / 0 - 25 °C / Inert atmosphere

3: sodium iodide / acetone / 24 h / Reflux

With dmap; N-ethyl-N,N-diisopropylamine; sodium iodide; In dichloromethane; acetone; toluene;

DOI:10.1039/d1ob00754h

upstream raw materials:

2-(2-bromoethyl)isoindoline-1,3-dione

2-(1,3-dioxoisoindolin-2-yl)ethyl 4-methylbenzenesulfonate

N-(2-Hydroxyethyl)phthalimide

potassium phtalimide

Downstream raw materials:

N-[2-(trifluoromethoxy)ethyl]phthalimide

(±)-ethyl 4-(1,3-dioxoisoindolin-2-yl)-2-(methyl(phenyl)carbamoyl)butanoate

(±)-3,7-dimethylocta-2,6-dien-1-yl 4-(1,3-dioxoisoindolin-2-yl)-(methyl(phenyl)carbamoyl)butanoate

(±)-3-methylbut-2-en-1-yl 4-(1,3-dioxoisoindolin-2-yl)-2-(methyl(phenyl)carbamoyl)butanoatecarboxylate