2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate

Base Information

• Chemical Name: 2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate
• CAS No.: 67822-75-7
• Molecular Formula: C16H10NO4-
• Molecular Weight: 281.2628
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID70987157
• Wikidata: Q82975348
• Mol file: 67822-75-7.mol

Synonyms:DTXSID70987157;2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate

Chemical Property of 2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate

Chemical Property:

• Vapor Pressure: 1.17E-11mmHg at 25°C
• Melting Point: 198-201 °C
• Boiling Point: 520.4°Cat760mmHg
• PKA: 3.35±0.20(Predicted)
• Flash Point: 268.6°C
• PSA: 74.68000
• Density: 1.454g/cm³
• LogP: 2.11890
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 280.06098280
• Heavy Atom Count: 21
• Complexity: 450

Purity/Quality:

97% ^*data from raw suppliers

2-Benzyl-1,3-dioxoisoindoline-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=O)C3=C(C2=O)C=C(C=C3)C(=O)[O-]

Technology Process of 2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate

There total 6 articles about 2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylate 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: 80.0%

N-benzylidene benzylamine (780-25-6) + trimellitic Anhydride (552-30-7,145253-53-8) → N-benzyl-1,3-dioxoisoindoline-5-carboxylic acid (67822-75-7)

Guidance literature:

In ethanol; for 3h; Reflux;

DOI:10.3987/COM-08-11383

Reference yield:

benzylamine (100-46-9) + trimellitic Anhydride (552-30-7,145253-53-8) → N-benzyl-1,3-dioxoisoindoline-5-carboxylic acid (67822-75-7)

Guidance literature:

Heating;

DOI:10.1016/j.bmcl.2005.07.048

Reference yield:

2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid benzylamide (1025907-99-6) → N-benzyl-1,3-dioxoisoindoline-5-carboxylic acid (67822-75-7)

Guidance literature:

With hydrogenchloride; In acetic acid; for 0.166667h; Yield given; Heating;

DOI:10.1002/jlcr.2580340711

upstream raw materials:

2-Benzyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid benzylamide

benzylamine

trimellitic Anhydride

N-benzylidene benzylamine

Downstream raw materials:

2-benzyl-5-pentanoylisoindolin-1,3-dione

2-benzyl-5-pentyl-isoindolin-1,3-dione

2-benzyl-5-acetylisoindolin-1,3-dione

2-Benzyl-5-ethyl-isoindole-1,3-dione