Nonylphenol
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| Names | |
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IUPAC name
4-(2,4-dimethylheptan-3-yl)phenol
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| Other names
Phenol, nonyl-
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| Identifiers | |
25154-52-3  104-40-5  84852-15-3 11066-49-2
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| 3D model (Jmol) | Interactive image |
| ChEMBL |
ChEMBL153062
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| ChemSpider |
60628
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| PubChem | 67296 |
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| Properties | |
| C15H24O | |
| Molar mass | 220.35 g/mol |
| Appearance | Light yellow viscous liquid with phenolic smell |
| Density | 0.953 |
| Melting point | −8 to 2 °C (18 to 36 °F; 265 to 275 K) |
| Boiling point | 293 to 297 °C (559 to 567 °F; 566 to 570 K) |
| 6 mg/L (pH 7) | |
| Hazards | |
| Main hazards | low level endrocrine disruptor |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 (what is ?) |
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| Infobox references | |
Nonylphenols are a family of closely related organic compounds called alkylphenols. They are used in manufacturing antioxidants, lubricating oil additives, laundry and dish detergents, emulsifiers, and solubilizers. These compounds are also precursors to the commercially important non-ionic surfactants alkylphenol ethoxylates and nonylphenol ethoxylates, which are used in detergents, paints, pesticides, personal care products, and plastics. Nonylphenol has attracted attention due to its prevalence in the environment and its potential role as an endocrine disruptor and xenoestrogen, due to its ability to act with estrogen-like activity. The estrogenicity and biodegradation heavily depends on the branching of the nonyl sidechain. Nonylphenol has been found to act as an agonist of the GPER (GPR30).
Nonylphenols fall into the general chemical category of alkylphenols. The structure of NPs may vary. The nonyl group can be attached to the phenol ring at various locations, usually the 4- and, to lesser extent, the 2-positions, and can be either branched or linear. A branched nonylphenol, 4-nonylphenol, is the most widely produced and marketed nonylphenol. The mixture of nonylphenol isomers is a pale yellow liquid, although the pure compounds are colorless. The nonylphenols are moderately soluble in water but soluble in alcohol.
Nonylphenol arises from the environmental degradation of nonylphenol ethoxylates, which are the metabolites of commercial detergents called alkylphenol ethoxylates. NPEs are a clear to light orange color liquid. Nonylphenol ethoxylates are nonionic in water, which means that they have no charge. Because of this property they are used as detergents, cleaners, emulsifiers, and a variety of other applications. They are amphipathic, meaning they have both hydrophilic and hydrophobic properties, which allows them to surround non-polar substances like oil and grease, isolating them from water.
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Wikipedia