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

Physical state

Pale yellow crystalline solid

Solubility

Soluble in water and ethanol

Uses

a. Production of dyes
b. Production of pharmaceuticals
c. Production of pesticides
d. Synthesis of other organic compounds
e. Precursor to the herbicide parathion

Toxicity

Toxic

Hazards

a. Skin irritation
b. Eye irritation
c. Respiratory system irritation
d. Harmful if swallowed
e. Harmful if inhaled

Long-term exposure effects

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

Downstream Products

• 96806-57-4 (E)-4,5-dihydroxy-2,β-dinitrostyrene 
• 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 
• 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.

Cytoprotective compounds, pharmaceutical and cosmetic formulations, and methods

Cytoprotective compounds, many of which are phenolic derivatives characterized by a substituted phenol having certain conjugated bonds, are useful in the treatment of certain ischemic or inflammatory conditions, including but not limited to stroke, myocardial infarction, congestive heart failure, and skin disorders characterized by inflammation or oxidative damage. They are also useful in the manufacture of pharmaceutical and cosmetic formulations for the treatment of such conditions.