19182-96-8

Basic information

• Product Name: 2-ALLYL-4-NITROPHENOL
• Synonyms: Phenol,2-allyl-4-nitro- (6CI,8CI); Phenol, 4-nitro-2-(2-propenyl)- (9CI);2-Allyl-4-nitrophenol; 4-Nitro-2-(2-propenyl)phenol; NSC 87350
• CAS NO: 19182-96-8
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Mol File: 19182-96-8.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 334.5°Cat760mmHg
• Flash Point: 148.6°C
• Appearance: /
• Density: 1.243g/cm³
• Vapor Pressure: 6.58E-05mmHg at 25°C
• CAS DataBase Reference: 2-ALLYL-4-NITROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ALLYL-4-NITROPHENOL(19182-96-8)
• EPA Substance Registry System: 2-ALLYL-4-NITROPHENOL(19182-96-8)

Safety Data

• Hazardous Substances Data: 19182-96-8(Hazardous Substances Data)

Usage

Description

2-ALLYL-4-NITROPHENOL, with the molecular formula C9H9NO3, is an organic compound characterized by the presence of a phenol group, a nitro group, and an allyl group attached to the phenol ring. This versatile chemical serves as a crucial precursor in the synthesis of pharmaceuticals, agrochemicals, dyes, and pigments, and is also utilized in research and development for the creation of various organic compounds.

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-ALLYL-4-NITROPHENOL is used as a precursor in the synthesis of various pharmaceuticals and agrochemicals for its ability to facilitate the production of a wide range of organic compounds that are essential in these industries.
Used in Dye and Pigment Production:
2-ALLYL-4-NITROPHENOL is used as an intermediate in the manufacturing process of dyes and pigments, contributing to the coloration and stability of these products.
Used in Research and Development:
In the field of research and development, 2-ALLYL-4-NITROPHENOL is utilized for its potential in creating new organic compounds and advancing scientific understanding of chemical reactions and synthesis processes.

InChI:InChI=1/C9H9NO3/c1-2-3-7-6-8(10(12)13)4-5-9(7)11/h2,4-6,11H,1,3H2/p-1

Upstream product

• 1568-66-7 1-allyloxy-4-nitrobenzene 
• 89487-91-2 2-iodo-4-nitrophenol 
• 100-02-7 4-nitro-phenol 
• 106-95-6 allyl bromide 
• 95-50-1 1,2-dichloro-benzene 
• 1745-81-9 o-Allylphenol 
• 111-90-0 ethoxyethoxyethanol 
• 101-84-8 diphenylether 

Downstream Products

• 160127-70-8 2-allyl-4-nitrophenyl trifluoromethanesulfonate 
• 1394965-54-8 N-(3-allyl-4-(allyloxy)phenyl) adamantanecarboxamide 
• 1394965-55-9 C₁₉H₂₅NO₂ 
• 1394965-56-0 C₁₈H₂₃NO₂ 
• 1394965-57-1 C₁₇H₂₁NO₂ 
• 1394965-58-2 C₁₆H₁₉NO₂ 
• 861295-49-0 N-(3-allyl-4-(allyloxy)phenyl)acetamide 
• 1394965-50-4 3-allyl-4-allyoxyaniline 
• 1394965-51-5 C₁₄H₁₇NO₃ 
• 562080-95-9 2-allyl-1-methoxy-4-nitrobenzene 
• 14146-09-9 2-methyl-5-nitrobenzofuran 
• 1558056-40-8 2-allyl-4-nitrophenyl ethyl allylphosphonate 
• 1314639-87-6 (2-allyl-4-nitrophenoxy)di-tert-butylisobutylsilane 
• 1133728-81-0 2-allyl-4-nitro-1-(vinyloxy)benzene 

Relevant articles and documents

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.

Catalytic reduction of aryl trialkylammonium salts to aryl silanes and arenes

A new approach for the reduction of aryl ammonium salts to arenes or aryl silanes using nickel catalysis is reported. This method displays excellent ligand-controlled selectivity based on the N-heterocyclic carbene (NHC) ligand employed. Utilizing a large NHC in non-polar solvents generates aryl silanes, while small NHCs in polar solvents promote reduction to arenes. Several classes of aryl silanes can be accessed from simple aniline building blocks, including those useful for cross-couplings, oxidations, and halogenations. The reaction conditions are mild, functional group tolerant, and provide efficient access to a variety of benzene derivatives.