2-(4-Hydroxybenzyl)isoindole-1,3-dione

Base Information

• Chemical Name: 2-(4-Hydroxybenzyl)isoindole-1,3-dione
• CAS No.: 24124-24-1
• Molecular Formula: C15H11NO3
• Molecular Weight: 253.257
• UNII: 5W0RZ5T874
• DSSTox Substance ID: DTXSID9036648
• Nikkaji Number: J2.788.241B
• Wikidata: Q27115944
• Mol file: 24124-24-1.mol

Synonyms:2-(4-Hydroxybenzyl)isoindole-1,3-dione;24124-24-1;Phthalimide, N-(p-hydroxybenzyl)-;UNII-5W0RZ5T874;2-[(4-hydroxyphenyl)methyl]isoindole-1,3-dione;5W0RZ5T874;N-(4-Hydroxybenzyl)phthalimide;1H-Isoindole-1,3(2H)-dione, 2-((4-hydroxyphenyl)methyl)-;2-(4-hydroxy-benzyl)-isoindole-1,3-dione;4-Hydroxybenzylphthalimide;DTXSID9036648;SCHEMBL18669025;CHEBI:34252;AKOS024332052;Q27115944

Chemical Property of 2-(4-Hydroxybenzyl)isoindole-1,3-dione

Chemical Property:

• Vapor Pressure: 4.94E-09mmHg at 25°C
• Boiling Point: 458.7oC at 760 mmHg
• Flash Point: 231.2oC
• PSA: 57.61000
• Density: 1.412g/cm3
• LogP: 2.12630
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.07389321
• Heavy Atom Count: 19
• Complexity: 350

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CC3=CC=C(C=C3)O

Technology Process of 2-(4-Hydroxybenzyl)isoindole-1,3-dione

There total 16 articles about 2-(4-Hydroxybenzyl)isoindole-1,3-dione 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%

2-(4-benzyloxybenzyl)-isoindol-1,3-dione (154128-83-3) → 2-(4-Hydroxybenzyl)isoindole-1,3-dione (24124-24-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h;

DOI:10.1021/ja060534l

Reference yield: 75.0%

N-<4-(triisopropylsilyloxy)benzyl>phthalimide (160725-48-4) → 2-(4-Hydroxybenzyl)isoindole-1,3-dione (24124-24-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 3h;

DOI:10.1016/0223-5234(94)90027-2

Reference yield: 56.0%

→ 2-(4-Hydroxybenzyl)isoindole-1,3-dione (24124-24-1)

Guidance literature:

With acetic acid; at 100 ℃; Inert atmosphere;

upstream raw materials:

N-(bromomethyl)phtalimide

phenol

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

bis (phthalimidomethyl) ether

Downstream raw materials:

2-(4-hydroxybenzyl)-3-<(E)-2-phenylethylidene>-1-isoindolinone

4-aminomethylphenol

benzene-1,2-dicarboxylic acid

5-((1,3-dioxoisoindolin-2-yl)methyl)-2-hydroxybenzaldehyde