N-(p-Nitrobenzyl)phthalimide

Base Information

• Chemical Name: N-(p-Nitrobenzyl)phthalimide
• CAS No.: 62133-07-7
• Molecular Formula: C15H10N2O4
• Molecular Weight: 282.255
• Hs Code.: 2925190090
• NSC Number: 113974
• UNII: 65562BEJ0W
• DSSTox Substance ID: DTXSID4036649
• Nikkaji Number: J609.286A
• Wikidata: Q27116301
• Metabolomics Workbench ID: 68441
• Mol file: 62133-07-7.mol

Synonyms:62133-07-7;N-(p-Nitrobenzyl)phthalimide;2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione;2-(4-Nitro-benzyl)-isoindole-1,3-dione;2-[(4-nitrophenyl)methyl]isoindole-1,3-dione;NSC-113974;2-(4-Nitrobenzyl)isoindole-1,3-dione;2-(4-nitrobenzyl)isoindoline-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-[(4-nitrophenyl)methyl]-;C14265;65562BEJ0W;2-((4-Nitrophenyl)methyl)-1H-isoindole-1,3(2H)-dione;1H-Isoindole-1,3(2H)-dione, 2-((4-nitrophenyl)methyl)-;AC1L6PK5;ST078247;N-(4-Nitrobenzyl)phthalimide;UNII-65562BEJ0W;N-(p-Nitrobenzyl)-phthalimide;2-[(4-nitrophenyl)methyl]benzo[c]azolidine-1,3-dione;SCHEMBL1832812;DTXSID4036649;CHEBI:34864;2-[(4-nitrophenyl)methyl]-2,3-dihydro-1H-isoindole-1,3-dione;MFCD00125960;NSC113974;AKOS008333298;SB64938;LS-04990;CS-0322801;2-[(4-nitrophenyl)methyl]isoindoline-1,3-dione;Q27116301

Chemical Property of N-(p-Nitrobenzyl)phthalimide

Chemical Property:

• Vapor Pressure: 1.55E-09mmHg at 25°C
• Boiling Point: 484.3oC at 760 mmHg
• Flash Point: 246.7oC
• PSA: 83.20000
• Density: 1.464g/cm3
• LogP: 2.85210
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 282.06405680
• Heavy Atom Count: 21
• Complexity: 427

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-NITRO-BENZYL)-ISOINDOLE-1,3-DIONE Aldrich ^*data from reagent 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)[N+](=O)[O-]

Technology Process of N-(p-Nitrobenzyl)phthalimide

There total 18 articles about N-(p-Nitrobenzyl)phthalimide 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: 100.0%

potassium phtalimide (1074-82-4) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione (62133-07-7)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

Reference yield: 99.0%

1-bromomethyl-4-nitro-benzene (100-11-8) → 2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione (62133-07-7)

Guidance literature:

With potassium phtalimide; In N,N-dimethyl-formamide;

Reference yield: 98.0%

phthalimide (136918-14-4,85-41-6) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione (62133-07-7)

Guidance literature:

phthalimide; With potassium carbonate; for 1h; Milling;

1-bromomethyl-4-nitro-benzene; In N,N-dimethyl-formamide; for 1h; Milling;

DOI:10.3762/bjoc.13.169

upstream raw materials:

N-benzylphthalimide

4-nitrobenzyl chloride

potassium phtalimide

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

p-nitrobenzylamine

2-(4-amino-benzyl)-isoindole-1,3-dione

N-(4-nitro-benzyl)-phthalamic acid

phthalazin-1,4-dione

Refernces

• 1、 Bo, Zonghua,Duarte, Fernanda,Kerckhoffs, Aidan,Langton, Matthew J.,Penty, Samuel E.. "Red-shifted tetra-ortho-halo-azobenzenes for photo-regulated transmembrane anion transport". supporting information. p. 9058 - 9067. Retrieved 2021/11/04.
• 2、 Mahlooji, Iman,Shokri, Maryam,Manoochehri, Rana,Mahboubi-Rabbani, Mohammad,Rezaee, Elham,Tabatabai, Sayyed Abbas. "Discovery of phthalimide derivatives as novel inhibitors of a soluble epoxide hydrolase". . . Retrieved 2020/06/05.