122520-12-1

Basic information

• Product Name: 7-Nitro-2-tetralone
• Synonyms: 7-Nitro-2-tetralone;7-Nitro-3,4-dihydro-1H-naphthalen-2-one;4-dihydro-7-nitro-;7-Nitro-3,4-dihydronaphthalen-2(1H)-one
• CAS NO: 122520-12-1
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• Mol File: 122520-12-1.mol

Chemical Properties

• Melting Point: 105 °C(Solv: ethanol (64-17-5))
• Boiling Point: 357°C at 760 mmHg
• Flash Point: 180.7°C
• Appearance: /
• Density: 1.322g/cm³
• Vapor Pressure: 2.82E-05mmHg at 25°C
• Refractive Index: 1.603
• CAS DataBase Reference: 7-Nitro-2-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Nitro-2-tetralone(122520-12-1)
• EPA Substance Registry System: 7-Nitro-2-tetralone(122520-12-1)

Safety Data

• Hazardous Substances Data: 122520-12-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
7-Nitro-2-tetralone is used as a building block in organic synthesis for the development of new pharmaceuticals. Its molecular structure makes it a valuable starting material for creating novel drugs with potential therapeutic applications.
Used in Organic Synthesis:
7-Nitro-2-tetralone is used as a precursor in the synthesis of various organic compounds. Its versatile chemical properties allow it to be incorporated into a wide range of molecules, making it an essential component in the production of various chemical products.
Used in Fluorescent Probe Development:
7-Nitro-2-tetralone has been studied for its potential as a fluorescent probe for detecting biological molecules. Its unique optical properties enable it to be used in the development of sensitive and selective detection methods for various biomolecules.
Used in Photopolymerization Processes:
7-Nitro-2-tetralone has potential applications as a photoinitiator in photopolymerization processes. Its ability to absorb light and initiate polymerization reactions makes it a promising candidate for use in the production of advanced materials and coatings.

InChI:InChI=1/C10H9NO3/c12-10-4-2-7-1-3-9(11(13)14)5-8(7)6-10/h1,3,5H,2,4,6H2

Upstream product

• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 122520-10-9 7-nitro-3,4-dihydronaphthalene 
• 32820-11-4 7-nitro-1,2,3,4-tetrahydronaphthalen-1-ol 
• 40353-34-2 7-nitro-3,4-dihydro-2H-naphthalen-1-one 
• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 122520-11-0 1,2-epoxy-7-nitro-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 1003565-41-0 7-nitro-N-[2-(4-phenylpiperazin-1-yl)ethyl]-1,2,3,4-tetrahydronaphthalen-2-amine 
• 204843-01-6 1-(2'-Nitro-4',5'-dimethoxybenzylidene)-7-nitro-2-tetralone 
• 101167-13-9 7-nitro-1,2,3,4-tetrahydro-[2]naphthylamine 
• 87732-56-7 (S)-1-(3,4-Dihydro-7-nitro-2-naphthyl)-2-(methoxymethyl)pyrrolidin 

Relevant articles and documents

Transition state imbalance in proton transfer from phenyl ring-substituted 2-tetralones to acetate ion

Rate constants for the acetate ion-catalyzed ketonization of phenyl-substituted 2-tetralone enols have been determined by stopped-flow UV spectroscopy. From these rate constants and the keto - enol equilibrium constants, the rate constants (k-2) for enolization were calculated. A Bronsted plot of these rate constants (log k-2) vs the acidity of the appropriate 2-tetralone (pKaK) is linear, with a slope ( - αE) of - 0.78 ± 0.03, except for the point corresponding to 6-nitro-2-tetralone (4b). Rate constants for the ionization of 2-tetralone by substituted acetates were determined directly by NMR, giving a corresponding Bronsted βE of 0.54 ± 0.03. Both the negative deviation of the point for 4b from the correlation line for αE and the inequality between αE and βE indicate an imbalanced transition state for the proton abstraction of 2-tetralone by acetate ion. This reaction is impeded by a thermodynamic barrier of 11 kcal/mol, along with an intrinsic kinetic barrier of 14 kcal/mol. A comparison of the transition states for proton abstraction of 2-tetralone by hydroxide ion and by acetate ion shows similar transition state imbalance and intrinsic kinetic barriers for both reactions. The relevance of these results to the mechanism of enzymatic acceleration of enolization is discussed.

Electronic effects on enol acidity and keto-enol equilibrium constants for ring-substituted 2-tetralones

Equilibrium constants for the ionization of a variety of phenyl-substituted 2-tetralones (pK(a)(K)), for the ionization of their enols (pK(a)(E)), and for keto-enol tautomerization (PK(E)) were determined. Hammett plots of pK(a)(K) and pK(a)(E) vs. σ are linear with slopes (-ρ) of -1.66 ± 0.06 and -0.90 ± 0.03, respectively, except for deviations of the points corresponding to 6-nitro-2-tetralone (1b) and its enol. We have previously attributed the negative deviation of 1b from the correlation for the acidities of the ketones obtained with the more limited set of data to the lack of a free electron pair on C-1 of the free tetralone (Nevy et al.). The negative deviation of the point for 1b from the correlation for the acidities of the enols suggests that charge transfer from the hydroxyl group of the enol to the nitro group is less important than it is for phenols. This study represents the first systematic study of electronic effects on equilibria among ketone, enol, and enolate in aqueous solution.

2-Pyrimidinyl Pyrazolopyridine ErbB Kinase Inhibitors

The present invention provides 2-pyrimidinyl pyrazolopyridine compounds, compositions containing the same, as well as processes for the preparation and their use as pharmaceutical agents.

2-Pyrimidinyl Pyrazolopyridine Erbb Kinase Inhibitors

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Further structure-activity relationships study of hybrid 7-{[2-(4-phenylpiperazin-1-yl)ethyl]propylamino}-5,6,7,8-tetrahydronaphthalen-2- ol analogues: identification of a high-affinity D3-preferring agonist with potent in vivo activity with long duration

This paper describes an extended structure-activity relationships study of aminotetralin-piperazine-based hybrid molecules developed earlier for dopamine D2/D3 receptors. Various analogues as positional isomers have been developed where location of the ph

INHIBITORS OF CHECKPOINT KINASES

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Substituted heterocycles as anti-tumor agents

The present invention provides compounds of formula (I): STR1 wherein R 1 -R 7, W, X, Y, and Z have any of the values defined in the specification, and pharmaceutically acceptable salt thereof, that are are useful as anticancer agents. Also disclosed are pharmaceutical compositions comprising one or more compounds of formula I, processes for preparing compounds of formula I, and intermediates useful for preparing compounds of formula I.

Transition state imbalance in the deprotonation of substituted 2- tetralones by hydroxide ion

Rate and equilibrium constants for the deprotonation of a series of phenyl-substituted 2-tetralones in aqueous sodium hydroxide have been determined. A Bronsted plot of log k for deprotonation vs pK(a) of the appropriate 2-tetralone is linear with a slope (-α) of -0.60 ± 0.01, except for the point corresponding to 6-nitro-2-tetralone (1b). The negative deviation of 1b from the correlation indicates that the transition state for deprotonation of 2-tetralone is imbalanced, with delocalization of charge into the phenyl ring lagging behind proton transfer. A semiquantitative assessment of the charge distribution in both the fully formed anion and the transition state for deprotonation was calculated from these results and 13C NMR spectra of the 2-tetralone anion in methanol/water mixtures. Although approximately twice as much negative charge is localized on the oxygen than on the enolate carbon in the anion, slightly more charge is on the enolate carbon in the transition state.

Synthesis and pharmacological evaluation of 5,6-dihydrobenzo[f]cinnolin-2(3H)ones analogues of antihypertensive and antiaggregating benzo[b]cinnolinones

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