2,5-Pyrrolidinedione, 1-((3-iodobenzoyl)oxy)-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 1-((3-iodobenzoyl)oxy)-
• CAS No.: 91487-18-2
• Molecular Formula: C11H8 I N O4
• Molecular Weight: 345.093
• DSSTox Substance ID: DTXSID70919695
• Nikkaji Number: J2.357.083A
• Wikidata: Q82892252
• Mol file: 91487-18-2.mol

Synonyms:N-succinimidyl 3-iodobenzoate;NS-m-IB

Chemical Property of 2,5-Pyrrolidinedione, 1-((3-iodobenzoyl)oxy)-

Chemical Property:

• Vapor Pressure: 1.76E-07mmHg at 25°C
• Boiling Point: 426.5°Cat760mmHg
• Flash Point: 211.7°C
• PSA: 63.68000
• Density: 1.94g/cm³
• LogP: 1.44990
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 344.94981
• Heavy Atom Count: 17
• Complexity: 341

Purity/Quality:

>99.00% ^*data from raw suppliers

Succinimidyl 3-iodobenzoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC(=CC=C2)I

Technology Process of 2,5-Pyrrolidinedione, 1-((3-iodobenzoyl)oxy)-

There total 3 articles about 2,5-Pyrrolidinedione, 1-((3-iodobenzoyl)oxy)- 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%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3-Iodobenzoic acid (618-51-9) → 2,5-dioxopyrrolidin-1-yl 3-iodobenzoate (91487-18-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1021/jm400895s

Reference yield: 95.0%

tetrafluoroborate N,N,N',N'-tetramethyl-O-(N-succinimidyl)-uronium + 3-Iodobenzoic acid (618-51-9) → 2,5-dioxopyrrolidin-1-yl 3-iodobenzoate (91487-18-2)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2006.07.047

Reference yield: 69.0%

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (105832-38-0) + 3-Iodobenzoic acid (618-51-9) → 2,5-dioxopyrrolidin-1-yl 3-iodobenzoate (91487-18-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

3-Iodobenzoic acid

O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Downstream raw materials:

3-iodobenzhydrazide

N-succinimidyl 3-(tri-n-butyl)stannylbenzoate

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