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Phenoxyethanol

Phenoxyethanol
2-phenoxyethanol-Line-Structure.svg
Phenoxyethanol 3d structure.png
Names
IUPAC name
2-Phenoxyethanol
Other names
Phenoxyethanol
Ethylene glycol monophenyl ether
Phenoxytolarosol
Dowanol EP / EPH
Protectol PE
Emery 6705
Rose ether
1-Hydroxy-2-phenoxyethane
β-hydroxyethyl phenyl ether
Phenyl cellosolve
Identifiers
122-99-6 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:64275 N
ChEMBL ChEMBL1229846 N
ChemSpider 13848467 YesY
ECHA InfoCard 100.004.173
PubChem 31236
UNII HIE492ZZ3T YesY
Properties
C8H10O2
Molar mass 138.17 g·mol−1
Appearance Colorless oily liquid
Odor faint rose-like
Density 1.102 g/cm3
Melting point −2 °C (28 °F; 271 K)
Boiling point 247 °C (477 °F; 520 K)
26 g/kg
Solubility Chloroform, Alkali, diethyl ether: soluble
Solubility in arachis oil slightly
Solubility in olive oil slightly
Solubility in acetone miscible
Solubility in ethanol miscible
Solubility in glycerol miscible
Vapor pressure 0.001 kPa
Thermal conductivity 0.169 W/(m⋅K)
1.534 (20 ℃)
Hazards
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 121 °C (250 °F; 394 K)
Related compounds
Related compounds
phenetole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Phenoxyethanol is a germicidal and germistatic glycol ether, phenol ether, and aromatic alcohol often used together with quaternary ammonium compounds.

Phenoxyethanol is used as a perfume fixative; an insect repellent; an antiseptic; a solvent for cellulose acetate, dyes, inks, and resins; a preservative for pharmaceuticals, cosmetics and lubricants; an anesthetic in fish aquaculture; and in organic synthesis.

Phenoxyethanol is an alternative to formaldehyde-releasing preservatives. In Japan and the EU, its concentration in cosmetics is restricted to 1%.

Phenoxyethanol is produced by the hydroxyethylation of phenol (Williamson synthesis), for example, in the presence of alkali-metal hydroxides or alkali-metal borohydrides.

Phenoxyethanol is effective against gram-negative and gram-positive bacteria, and the yeast Candida albicans.

Phenoxyethanol is a vaccine preservative and potential allergen, which may result in a nodular reaction at the site of injection. It reversibly inhibits NMDAR-mediated ion currents. Ingestion may cause CNS and respiratory depression, vomiting and diarrhea in infants, particularly when combined with chlorphenesin.


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