1568-66-7

Usage

Uses

Used in Research Applications:
1-nitro-4-(prop-2-en-1-yloxy)benzene is used as a research chemical for the synthesis of various organic compounds and intermediates. Its unique structure allows for further functionalization and modification in chemical reactions, making it a valuable compound in the field of organic chemistry.
Used in Industrial Processes:
1-nitro-4-(prop-2-en-1-yloxy)benzene is used as an intermediate in the production of certain industrial chemicals and materials. Its versatility in chemical reactions and potential for use in the synthesis of other compounds make it a valuable component in the chemical industry.
Used in Safety and Hazard Assessment:
1-nitro-4-(prop-2-en-1-yloxy)benzene is used in the assessment of safety and hazard potential in the chemical industry. Its potential for explosion due to the nitro functional group requires careful handling and storage, and its properties are studied to develop appropriate safety measures and guidelines for its use.

Upstream product

• 100-02-7 4-nitro-phenol 
• 106-95-6 allyl bromide 
• 6728-21-8 allyl mesylate 
• 107-05-1 3-chloroprop-1-ene 
• 824-78-2 4-nitrophenol sodium salt 
• 107-18-6 allyl alcohol 
• 34211-48-8 1,2-dihydroxy-3-(4-nitrophenyloxy)-propane 
• 35466-83-2 allyl methyl carbonate 
• 98-09-9 benzenesulfonyl chloride 
• 636-98-6 p-nitrobenzene iodide 
• 905718-45-8 [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] 
• 100-00-5 4-chlorobenzonitrile 
• 4469-80-1 4-propoxyaniline 
• 1124-31-8 potassium 4-nitrophenolate 

Downstream Products

• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 
• 19182-96-8 2-allyl-4-nitrophenol 
• 99856-39-0 1-(3-acetylsulfanyl-propoxy)-4-nitro-benzene 
• 14670-55-4 1,2-dibromo-3-(4-nitrophenyloxy)propane 
• 1688-69-3 p-allyloxyaniline 
• 28229-62-1 Dichloro-methyl-[3-(4-nitro-phenoxy)-propyl]-silane 
• 93979-33-0 3-phenyl-5-(p-nitrophenoxymethyl)-2-isoxazoline 
• 98384-18-0 2,5-Bis-(4-nitro-phenoxymethyl)-tetrahydro-isoxazolo[2,3-b]isoxazole-3a-carbonitrile 
• 98384-46-4 4-[2-Hydroxy-3-(4-nitro-phenoxy)-propyl]-furazan-3-carboxylic acid amide 
• 122947-60-8 4-Allyloxy-2-dichloromethyl-1-nitro-benzene 
• 122947-61-9 4-Allyloxy-2-dibromomethyl-1-nitro-benzene 
• 86497-87-2 5-(ethoxycarbonyl)-3,4-hexamethylene-7-<(p-nitrophenoxy)methyl>-1-aza-2,8-dioxabicyco<3.3.0>octane 
• 98384-39-5 2,5-Bis-(4-nitro-phenoxymethyl)-tetrahydro-isoxazolo[2,3-b]isoxazole-3a-carboxylic acid methylamide 
• 107402-47-1 5-(4-Nitro-phenoxymethyl)-4,5-dihydro-isoxazole-3-carboxylic acid phenylamide 

Relevant academic research and scientific papers

Improved protocols for molybdenum- und tungsten-catalyzed hydrostannations

A series of (isonitrile)tungsten carbonyl complexes of type W(CO) m(CNR)n has been synthesized and evaluated as hydrostannation catalysts. The results are compared with those obtained by the previously reported tri(tert-butylisonitri

Parameters affecting the microwave-specific acceleration of a chemical reaction

Under appropriate conditions, significant microwave-specific enhancement of the reaction rate of an organic chemical reaction can be observed. Specifically, the unimolecular Claisen rearrangement of allyl p-nitrophenyl ether (ApNE) dissolved in naphthalen

Palladium-Catalyzed Double-Decarboxylative Addition to Pyrones: Synthesis of Conjugated Dienoic Esters

An interceptive decarboxylative allylation protocol has been developed utilizing pyrone as a C4 synthon. This palladium-catalyzed transformation difunctionalizes the pyrone moiety by in situ generation and activation of both the electrophile and nucleophi

Determination on temperature gradient of different polar reactants in reaction mixture under microwave irradiation with molecular probe

Temperature accurate measurement is one of key issues in illustration of the rate increase in the microwave-promoted organic reactions because reaction rates are closely related with reaction temperature. The use of molecular probe is reported as a tool to identify the microwave selective heating effects in homogenous reaction mixture of intramolecular aromatic Claisen rearrangement. Our results show direct evidence for localized superheating of polar reactants in nonpolar solvent. While in the polar solvent, the microwave selective heating effects of polar reactants will be decreased.

Pyrene-Tagged Alcoholic Ionic Liquids as Phase Transfer Catalysts for Nucleophilic Fluorination

Functional group?activity relationships of pyrene-tagged ionic liquid (PTIL)-based organocatalysts for nucleophilic fluorination using alkali metal fluorides (MFs) are described, which demonstrate that the pyrene, oligoether and alcohol moieties on the imidazolium ring are vital for efficient catalysis. Further investigation of these findings led to the discovery of new strategy, which showed superior catalyst separation process, i.e., catalyst is effortlessly separated from the reaction mixture using reduced graphene oxide. The catalytic efficiency of the PTIL as a phase transfer catalyst was demonstrated by the high conversion of the reactants up to 98% fluorinated yield using MFs in CH3CN or t-amyl alcohol. Importantly, the catalyst not only enhanced the reactivity of bimolecular nucleophilic substitutions (SN2) within a short reaction time and reduces the formation of by-products but also affords high yield with easy isolation and separation under mild conditions.

Light-Promoted C–N Coupling of Aryl Halides with Nitroarenes

A photochemical C–N coupling of aryl halides with nitroarenes is demonstrated for the first time. Catalyzed by a NiII complex in the absence of any external photosensitizer, readily available nitroarenes undergo coupling with a variety of aryl halides, providing a step-economic extension to the widely used Buchwald–Hartwig C–N coupling reaction. The method tolerates coupling partners with steric-congestion and functional groups sensitive to bases and nucleophiles. Mechanistic studies suggest that the reaction proceeds via the addition of an aryl radical, generated from a NiI/NiIII cycle, to a nitrosoarene intermediate.

Aluminium chloride-potassium iodide-acetonitrile system: A mild reagent system for aromatic claisen rearrangement at ambient temperature

Claisen rearrangement is used as the standard methods for the generation of complex organic substance. It is one of the well-known methods for the introduction of carbon-carbon bond. We have developed a protocol using allyl aryl ether as a substrate and AlCl3-KI as a mild reagent system and acetonitrile (CH3CN) is taken as solvent at ambient temperature. The reagent system presented in this current work is found to be appropriate for Claisen rearrangement of several aromatic alcohols with excellent yields.

Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors

In this study, a series of mono- and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15-lipoxygenase-1 (15-hLOX-1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6-diallyl-4-(hexyloxy)phenol (42) and 2,6-diallyl-4-aminophenol (47) showed the best results for LOX inhibition (IC50 = 0.88 and 0.80 μM, respectively).

Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates

The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.

Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis

The chromane nucleus is common to a plenum of bioactive small molecules where it is frequently oxidized at position 3. Motivated by the importance of this position in conferring efficacy, and the prominence of bioisosterism in drug discovery, an iodine(I)/iodine(III) catalysis strategy to access enantioenriched 3-fluorochromanes is disclosed (up to 7:93 e.r.). In situ generation of ArIF2 enables the direct fluorocyclization of allyl phenyl ethers to generate novel scaffolds that manifest the stereoelectronic gauche effect. Mechanistic interrogation using deuterated probes confirms a stereospecific process consistent with a type IIinv pathway.