1568-66-7

Basic information

• Product Name: 1-nitro-4-(prop-2-en-1-yloxy)benzene
• Synonyms: 1-(Allyloxy)-4-nitrobenzene; Allyl p-nitrophenyl ether; Benzene, 1-nitro-4- (2-propenyloxy)-; Ether, allyl p-nitrophenyl
• CAS NO: 1568-66-7
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.1727
• Mol File: 1568-66-7.mol
• Article Data: 58

Chemical Properties

• Boiling Point: 299.6°C at 760 mmHg
• Flash Point: 141.6°C
• Density: 1.168g/cm³
• Vapor Pressure: 0.0021mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 1-nitro-4-(prop-2-en-1-yloxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitro-4-(prop-2-en-1-yloxy)benzene(1568-66-7)
• EPA Substance Registry System: 1-nitro-4-(prop-2-en-1-yloxy)benzene(1568-66-7)

Safety Data

• Hazardous Substances Data: 1568-66-7(Hazardous Substances Data)

Usage

General Description

1-nitro-4-(prop-2-en-1-yloxy)benzene, also known as 4-nitrophenoxypropene, is an organic compound with the molecular formula C9H9NO3. This chemical structure consists of a benzene ring substituted with a nitro functional group and a prop-2-en-1-yloxy side chain. It belongs to the class of benzenes and is a derivative of nitrobenzene, which is characterized by a benzene ring bearing a nitro group. It is used in various research and industrial processes but has a potential for explosion due to the nitro functional group. Information regarding its hazards and safety measures should be sought from the appropriate Material Safety Data Sheets (MSDS).

Upstream product

• 107-05-1 3-chloroprop-1-ene 
• 824-78-2 4-nitrophenol sodium salt 
• 100-02-7 4-nitro-phenol 
• 35466-83-2 allyl methyl carbonate 
• 301653-20-3 2-allyloxy-5-nitrobenzoic acid 
• 1161799-78-5 2-allyloxy-5-nitro-benzoic acid methyl ester 
• 17302-46-4 methyl 2-hydroxy-5-nitrobenzoate 
• 96-97-9 5-nitrosalicylic acid 
• 54519-10-7 (allyl)(n-C₄H₉)3NBr 
• 350-46-9 4-Fluoronitrobenzene 
• 244056-18-6 1-(2-bromoprop-2-en-1-yloxy)-4-nitrobenzene 
• 14670-55-4 1,2-dibromo-3-(4-nitrophenyloxy)propane 
• 17061-85-7 1-nitro-4-(prop-2-ynyloxy)benzene 
• 688-73-3 tri-n-butyl-tin hydride 

Downstream Products

• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 
• 93979-33-0 3-phenyl-5-(p-nitrophenoxymethyl)-2-isoxazoline 
• 19182-96-8 2-allyl-4-nitrophenol 
• 123-30-8 4-amino-phenol 
• 100-02-7 4-nitro-phenol 

Relevant articles and documents

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

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

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.

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.

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.