96601-09-1

Basic information

• Product Name: Benzaldehyde, 5-nitro-2-(2-propenyloxy)-
• CAS NO: 96601-09-1
• Molecular Formula: C10H9NO4
• Molecular Weight: 207.186
• Mol File: 96601-09-1.mol

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 5-nitro-2-(2-propenyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 5-nitro-2-(2-propenyloxy)-(96601-09-1)
• EPA Substance Registry System: Benzaldehyde, 5-nitro-2-(2-propenyloxy)-(96601-09-1)

Safety Data

• Hazardous Substances Data: 96601-09-1(Hazardous Substances Data)

Upstream product

• 97-51-8 5-Nitrosalicylaldehyde 
• 100-02-7 4-nitro-phenol 
• 96601-11-5 2-(allyloxy)-5-nitrobenzaldehyde oxime 
• 106-95-6 allyl bromide 

Relevant articles and documents

Use of rhodamine-allyl Schiff base in chemodosimetric processes for total palladium estimation and application in live cell imaging

Rhodamine derivatives are excellent fluorescent probes and have shown sharp descending trends of emission intensity on interaction with specific analytes, which causes opening of the spirolactam ring. In this study, rhodamine-allyl Schiff base (RD-2) is u

Tetrahydrobenzochromene Synthesis Enabled by a Deconjugative Alkylation/Tsuji-Saegusa-Ito Oxidation on Knoevenagel Adducts

A modular and practical route to versatile cyano-1,3-dienes by a sequence involving deconjugative alkylation and "Tsuji-Saegusa-Ito oxidation" is reported. In this letter, the versatility of the products is also explored, including a route to benzochromene scaffolds common to many natural products.

Specific recognition of Cr3+ under physiological conditions by allyl substituted appendage rhodamine and its cell-imaging studies

An allyloxynitrophenylimio-propylhydroxyl appended rhodamine (RD-3) specifically recognises Cr3+ in aqueous buffer medium at pH 7.4. The visible light excitable reagent (λex 505 nm) on selective binding to Cr3+ exhibited a

Aldehydes as Carbon Radical Acceptors: Silver Nitrate Catalyzed Cascade Decarboxylation and Oxidative Cyclization toward Dihydroflavonoid Derivatives

Silver nitrate-catalyzed cascade decarboxylation and oxidative cyclization of α-oxocarboxylic acids, alkenes, and aldehydes is demonstrated for the first time. With ammonium persulfate as the oxidant, the cascade reactions afford dihydroflavonoid derivatives as products in moderate to good yields, exhibiting a broad substrate tolerance. Control experiments indicated that the mechanism includes a radical pathway with aldehydes as the carbon radical acceptors. (Figure presented.).

A fluorescence 'turn-on' chemodosimeter for the specific detection of Pd2+ by a rhodamine appended Schiff base and its application in live cell imaging

A new rhodamine based allyl-ether Schiff base (RD) was spectroscopically characterized and used as a colorimetric and fluorimetric sensor. RD acts as turn-on highly selective fluorescent chemosensor for Pd(ii) from only a mixture of Pd(0) and Pd(ii) in th

Synthesis and bioevaluation of 2-phenyl-5-methyl-2H-1,2,3-triazole-4-carboxylic acid/carbohydrazide derivatives as potent xanthine oxidase inhibitors

A series of 2-phenyl-5-methyl-2H-1,2,3-triazole-4-carboxylic acids/carbohydrazides as analogues of febuxostat were synthesized and evaluated for their in vitro xanthine oxidase (XO) inhibitory activity. Among these compounds, the carboxylic acid derivatives 7a-h and 8a-h exhibited high potency in the submicromolar/nanomolar range. Steady-state kinetics experiment revealed that 7f was a mixed-type inhibitor of xanthine oxidase. In addition, a molecular docking study of 7f was performed to determine its binding mode at the active site of xanthine oxidase.

The Synthesis of 5-Amino-dihydrobenzo[b]oxepines and 5-Amino-dihydrobenzo[b]azepines via Ichikawa Rearrangement and Ring-Closing Metathesis

The combination of Ichikawa's rearrangement and a ring-closing metathesis reaction of allyl carbamates is presented as a method for the preparation of 5-amino-substituted 2,5-dihydro-benzo[b]oxepines, 2,5-dihydro-benzo[b]azepines, and 2,5-dihydro-benzo[b]thiepins. It was demonstrated that the use of nonracemic allyl carbamates enables the synthesis of enantioenriched benzo-fused seven-membered heterocycles. Finally, it was shown that further functionalization of the obtained structures allows access to pharmacologically active 5-amino-substituted 2,3,4,5-tetrahydro-1-benzo[b]oxepine scaffolds.

One-pot synthesis of 5-amino-2,5-dihydro-1-benzoxepines: Access to pharmacologically active heterocyclic scaffolds

A one-pot multibond-forming process involving a thermally mediated Overman rearrangement and a ring closing metathesis reaction of allylic trichloroacetimidates bearing a 2-allyloxyaryl group has been developed for the synthesis of 5-amino-substituted 2,5-dihydro-1-benzoxepines. Chemoselective reduction and functionalization of these compounds allowed access to a range of pharmacologically active 5-amino-2,3,4,5-tetrahydro-1-benzoxepine scaffolds.

Dienamine and friedel-crafts one-pot synthesis, and antitumor evaluation of diheteroarylalkanals

An asymmetric synthesis of diheteroarylalkanals through one-pot dienamine and Friedel-Crafts reaction is presented. The reaction tolerates a large variety of substituents at different positions of the starting aldehyde and also in the indole nucleophile, and a range of diheterocyclic alkanals can be achieved. Furthermore, we have studied the antiproliferative activity of these new compounds in representative cancer tumor cell lines. All in one: An asymmetric synthesis of diheteroarylalkanals through a one-pot dienamine and Friedel-Crafts reaction is presented (see scheme). The reaction tolerates a large variety of substituents at different positions of the starting aldehyde, and the use of nucleophiles and different diheterocyclic alkanals can also be achieved. The antiproliferative activity of these new compounds in different cancer tumor cell lines has also been investigated and it was found that, with the appropriate substitution, the compounds are as cytotoxic as Cisplatin.

A convenient 1,3-dipolar cycloaddition-reduction synthetic sequence from 2-allyloxy-5-nitro-salicylaldehyde to aminobenzopyran-annulated heterocycles

A microwave-assisted, one-pot synthesis of some nitro benzopyran-annulated pyrroles as well as pyrrolo-fused isoquinolines via a 1,3-dipolar cycloaddition, which involves the in situ generation of azomethine ylide formed by reacting secondary amines with 2-allyloxy-5-nitro-salicylaldehyde, has been achieved in a solvent-free environment. Compared to methods of conventional and thermal heating, the present microwave-assisted method is rapid and highly efficient. In addition, amino analogous heterocycles were successfully accessed after treating the reaction mass further with iron in acidic medium, which also highlights a one-pot procedure for a new 1,3-dipolar cycloaddition-reduction synthetic sequence. All amino-products are new bioprofiles and anticipated to be effective drug-like candidates. All compounds were characterised based on their elemental analysis, mass, IR, and 1H and 13C NMR spectroscopic data. The stereochemistry of the product was confirmed by 2D NMR COSY and NOESY experiments, which, on the basis of single crystal X-ray diffraction data analysis, was further confirmed and supported.