21081-63-0

Basic information

• Product Name: 2-(3-nitrobenzyl)-1H-isoindole-1,3(2H)-dione
• Synonyms: (1H)Isoindole-1,3(2H)-dione, 2-[(3-nitrophenyl)methyl]-; 1H-Isoindole-1,3(2H)-dione, 2-[(3-nitrophenyl)methyl]-
• CAS NO: 21081-63-0
• Molecular Formula: C₁₅H₁₀N₂O₄
• Molecular Weight: 282.2509
• Mol File: 21081-63-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 481.6°C at 760 mmHg
• Flash Point: 245.1°C
• Density: 1.464g/cm³
• Vapor Pressure: 1.96E-09mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 2-(3-nitrobenzyl)-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-nitrobenzyl)-1H-isoindole-1,3(2H)-dione(21081-63-0)
• EPA Substance Registry System: 2-(3-nitrobenzyl)-1H-isoindole-1,3(2H)-dione(21081-63-0)

Safety Data

• Hazardous Substances Data: 21081-63-0(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline solid The compound's physical form and color, which is a solid with a yellowish hue and a crystalline structure.

Usage

Dye intermediate and pharmaceutical synthesis The main applications of the compound, which include its use in the production of dyes and as an intermediate in the synthesis of pharmaceuticals.

Chemical groups

Nitrobenzyl group and isoindole-1,3-dione group The two functional groups present in the compound that contribute to its unique chemical and physical properties.

Toxicity

Potentially toxic and harmful if ingested or inhaled The need for careful handling of the compound due to its potential toxicity and harmful effects when swallowed or breathed in.

Upstream product

• 136918-14-4 phthalimide 
• 100-14-1 4-nitrobenzyl chloride 
• 85-44-9 phthalic anhydride 
• 7409-18-9 3-nitrobenzylamine 
• 3958-57-4 1-bromomethyl-3-nitrobenzene 
• 99-61-6 3-nitro-benzaldehyde 
• 619-23-8 3-Nitrobenzyl chloride 
• 619-25-0 3-Nitrobenzyl alcohol 
• 1074-82-4 potassium phtalimide 

Downstream Products

• 1313219-99-6 2-[3-(6-Chloro-pyrimidin-4-ylamino)-benzyl]-isoindole-1,3-dione 
• 1313220-01-7 2-{3-[6-(2-Methoxy-phenyl)-pyrimidin-4-ylamino]-benzyl}-isoindole-1,3-dione 
• 1313220-02-8 (3-Aminomethyl-phenyl)-[6-(2-methoxy-phenyl)-pyrimidin-4-yl]-amine hydrochloride 
• 1313220-03-9 2,6-Dichloro-N-{3-[6-(2-methoxy-phenyl)-pyrimidin-4-ylamino]-benzyl}-benzenesulfonamide 
• 1313355-90-6 (3-aminomethyl-phenyl)-[6-(2-methoxy-phenyl)-pyrimidin-4-yl]-amine 
• 17400-36-1 N-(3-Nitro-benzyl)-p-toluolsulfonsaeureamid 
• 67907-51-1 benzylidene-(3-nitro-benzyl)-amine 
• 4403-70-7 m-aminobenzylamine 
• 7409-18-9 3-nitrobenzylamine 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 7409-30-5 p-nitrobenzylamine 
• 77147-14-9 2-(3-aminobenzyl)isoindoline-1,3-dione 

Relevant articles and documents

Red-shifted tetra-ortho-halo-azobenzenes for photo-regulated transmembrane anion transport

Photo-responsive synthetic ion transporters are of interest as tools for studying transmembrane transport processes and have potential applications as targeted therapeutics, due to the possibility of spatiotemporal control and wavelength-dependent function. Here we report the synthesis of novel symmetric and non-symmetric red-shifted tetra-ortho-chloro- and tetra-ortho-fluoro azobenzenes, bearing pendant amine functionality. Functionalisation of the photo-switchable scaffolds with squaramide hydrogen bond donors enabled the preparation of a family of anion receptors, which act as photo-regulated transmembrane chloride transporters in response to green or red light. The subtle effects of chlorine/fluorine substitution,meta/parapositioning of the anion receptors, and the use of more flexible linkers are explored. NMR titration experiments on the structurally diverse photo-switchable receptors reveal cooperative binding of chloride in theZ, but notEisomer, by the two squaramide binding sites. These results are supported by molecular dynamics simulations in explicit solvent and model membranes. We show that this intramolecular anion recognition leads to effective switching of transport activity in lipid bilayer membranes, in which optimalZisomer activity is achieved using a combination of fluorine substitution andpara-methylene spacer units.

Palladium-Catalyzed β-Mesylation of Simple Amide via Primary sp3 C-H Activation

A β-mesylation of primary sp3 C-H bonds from simple amides with methanesulfonic anhydride (Ms2O) has been established successfully at 80 °C in a Pd(OAc)2 (catalyst)/K2S2O8 (oxidant)/CF3CH2OH (solvent) system. These amide substrates involve N-monosubstituted linear, branch, or cyclic alkanes, and electron-deficient benzyl compounds. The β-mesylated amide products can be converted easily to β-fluoroamides or β-lactams through inter- or intramolecular SN2 processes.

Sonication-induced self-assembly of flexible tris(ureidobenzyl)amine: From dimeric aggregates to supramolecular gels

Tris(ureidobenzyl)amine derivatives 1a,b form dimeric aggregates in apolar solution and in the solid state. Specifically, the meta-substituted tris(urea) 1a is able to transform into supramolecular gels in certain solvents via sonication.