108074-44-8

Basic information

• Product Name: 1,2-dihydroxy-4-(nitroethenyl)benzene
• Synonyms: 1,2-dihydroxy-4-(nitroethenyl)benzene;4-[(E)-2-Nitroethenyl]-1,2-benzenediol
• CAS NO: 108074-44-8
• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 181.15
• Mol File: 108074-44-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 155-157 °C
• Boiling Point: 388.8°Cat760mmHg
• Flash Point: 176.9°C
• Appearance: /
• Density: 1.466g/cm³
• Vapor Pressure: 1.34E-06mmHg at 25°C
• Refractive Index: 1.691
• PKA: 7.92±0.18(Predicted)
• CAS DataBase Reference: 1,2-dihydroxy-4-(nitroethenyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydroxy-4-(nitroethenyl)benzene(108074-44-8)
• EPA Substance Registry System: 1,2-dihydroxy-4-(nitroethenyl)benzene(108074-44-8)

Safety Data

• Hazardous Substances Data: 108074-44-8(Hazardous Substances Data)

Usage

General Description

1,2-dihydroxy-4-(nitroethenyl)benzene, also known as p-nitrophenol, is a chemical compound with the formula C6H5NO3. It is a pale yellow crystalline solid that is soluble in water and ethanol. p-nitrophenol is used in the production of dyes, pharmaceuticals, and pesticides, as well as in the synthesis of other organic compounds. It is also a precursor to the herbicide parathion. 1,2-dihydroxy-4-(nitroethenyl)benzene is toxic and should be handled with caution, as exposure to high levels can cause irritation to the skin, eyes, and respiratory system. Additionally, it is considered harmful if swallowed or inhaled, and long-term exposure may have negative effects on the liver and kidneys.

InChI:InChI=1/C8H7NO4/c10-7-2-1-6(5-8(7)11)3-4-9(12)13/h1-5,10-11H/b4-3+

Upstream product

• 75-52-5 nitromethane 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 104684-70-0 1-(3,4-diacetoxy-phenyl)-2-nitro-ethanol 
• 331-39-5 caffeic acid 
• 22568-51-0 (E)-2-methoxy-4-(2-nitrovinyl)phenol 
• 54917-85-0 3,4-dibenzoyloxybenzaldehyde 

Downstream Products

• 3131-52-0 1H-indole-5,6-diol 
• 99459-14-0 (E)-4,5-diacetoxy-2β-dinitrostyrene 
• 15069-79-1 5,6-diacetoxyindole 
• 108074-46-0 (E)-3,4-diacetoxy-β-nitrostyrene 
• 96806-57-4 (E)-4,5-dihydroxy-2,β-dinitrostyrene 
• 108074-46-0 3,4-diacetoxy-β-nitro-styrene 

Relevant articles and documents

β-Nitrostyrene derivatives - A conformational study by combined Raman spectroscopy and ab initio MO calculations

A complete conformational analysis of β-nitrostyrene and β-methyl-β-nitrostyrene derivatives was carried out by Raman spectroscopy coupled to ab initio MO calculations. Apart from the optimised geometrical parameters of the most stable conformers of the molecules under study, the corresponding harmonic vibrational frequencies were calculated, as well as potential-energy profiles for several internal rotations within the molecules. At the light of these results, a complete assignment of the Raman spectra of the solid samples was performed. The conformational behaviour of this kind of systems was found to be mainly determined by the stabilising effect of π-electron delocalisation.

An efficient synthesis of conjugated nitro-olefins using ceric ammonium nitrate

An efficient method for the synthesis of conjugated nitro-olefins from α,β-unsaturated acids under extremely mild conditions using ceric ammonium nitrate (CAN) at room temperature in acetonitrile in moderate to good yields is described.

Synthesis of Acetoxy Stabilised Indolequinones as Precursors to Model Eumelanin Polymers

We report an efficient synthetic route to obtaining a stable analogue of 5,6-dihydroxyindole. These analogues can be used to build controlled composition model melanin biopolymers for solid state and spectroscopic studies of this important biomolecule.