4-(1,3-Dioxoisoindolin-2-yl)benzaldehyde

Base Information

• Chemical Name: 4-(1,3-Dioxoisoindolin-2-yl)benzaldehyde
• CAS No.: 40101-58-4
• Molecular Formula: C15H9NO3
• Molecular Weight: 251.241
• DSSTox Substance ID: DTXSID70506403
• Wikidata: Q82362122
• Mol file: 40101-58-4.mol

Synonyms:4-(1,3-Dioxoisoindolin-2-yl)benzaldehyde;40101-58-4;4-(1,3-DIOXOISOINDOL-2-YL)BENZALDEHYDE;4-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)benzaldehyde;4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)benzaldehyde;SCHEMBL5733486;DTXSID70506403

Chemical Property of 4-(1,3-Dioxoisoindolin-2-yl)benzaldehyde

Chemical Property:

• PSA: 54.45000
• LogP: 2.36470
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 251.058243149
• Heavy Atom Count: 19
• Complexity: 374

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)C3=CC=C(C=C3)C=O

Technology Process of 4-(1,3-Dioxoisoindolin-2-yl)benzaldehyde

There total 10 articles about 4-(1,3-Dioxoisoindolin-2-yl)benzaldehyde 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: 90.0%

2-(4-(dibromomethyl)phenyl)isoindoline-1,3-dione (1286280-87-2) → 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzaldehyde (40101-58-4)

Guidance literature:

With pyridine; water; for 2h; Reflux;

DOI:10.1016/j.tetlet.2011.01.149

Reference yield: 85.0%

phthalic anhydride (85-44-9) + 4-aminobenzaldehyde (556-18-3,28107-09-7) → 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzaldehyde (40101-58-4)

Guidance literature:

With boric acid; at 50 - 55 ℃; for 2h; Reagent/catalyst; Temperature; Time; Green chemistry;

DOI:10.1134/S1070428020070246

Reference yield: 44.0%

potassium phtalimide (1074-82-4) + 4-bromo-benzaldehyde (1122-91-4) → 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzaldehyde (40101-58-4)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl acetamide; for 24h; Heating;

DOI:10.1016/S0040-4020(01)85156-5

upstream raw materials:

N-(4-formyl-phenyl)-phthalamic acid

potassium phtalimide

4-bromo-benzaldehyde

phthalic anhydride

Downstream raw materials:

N-(4-formyl-phenyl)-phthalamic acid

2-[4-(5,5-Dimethyl-[1,3]dioxan-2-yl)-phenyl]-isoindole-1,3-dione

4-(4,4-dimethyl-2,6-dioxacyclohexyl)aniline

1-Ethyl-2-{(1E,3E,5E)-7-[1-ethyl-3,3-dimethyl-1,3-dihydro-indol-(2Z)-ylidene]-hepta-1,3,5-trienyl}-5-(4-formyl-phenylcarbamoyl)-3,3-dimethyl-3H-indolium; iodide

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