2-Phenoxyethanol

SyntheticPOPULAR & WEIRDfloral · rosy · balsamic

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HeartPyramid
—Strength
—Tenacity
—Origins
Specimen
2-Phenoxyethanol perfume ingredient
Heart
N/A — synthetic molecule
Definition

2-Phenoxyethanol is a colourless oily liquid that can be classified as a glycol ether and a phenol ether. Its odour is faint and rose-like.

FLORAL BALSAMIC SWEET
phenoxyethanol, ethylene glycol monophenyl ether, rose ether, phenyl cellosolve, phenoxyethyl alcohol, 1-hydroxy-2-phenoxyethane
Type
Ingredient
Olfactive family
Florals
Subfamily
Classic florals
Cluster
Rose-like florals
Source
synthetic molecule
Chemical class
glycol ether, phenol ether
Instruments
Pyramid
TTop
HHeart
BBase

Scent

A faint aromatic odour is also described. Its odour type is floral. A further description gives a mild odour of rose, balsam and cinnamyl. Another description calls the odour pleasant.

The Full Story

Identity

Phenoxyethanol is the organic compound with the formula C₆H₅OC₂H₄OH. Its preferred IUPAC name is 2-phenoxyethan-1-ol. Its solubility in water is 26 g/kg. It is miscible with acetone, ethanol and glycerol. It is also soluble in chloroform, alkalis and diethyl ether, and only slightly soluble in peanut oil and olive oil.

Uses

Phenoxyethanol is an aromatic glycol ether used primarily as a cosmetic preservative. It can also contribute solvent properties within formulations. It is also used as an insect repellent and an antiseptic, and as a solvent for cellulose acetate, dyes, inks and resins. It serves as a preservative for pharmaceuticals, cosmetics and lubricants. It is an alternative to formaldehyde-releasing preservatives. Combining phenoxyethanol with ethylhexylglycerin (9:1) is a common and effective synergistic strategy in the cosmetic industry. The pairing widens the antimicrobial spectrum and lets each component be used at lower concentrations.

Antimicrobial action

Phenoxyethanol is effective against gram-negative and gram-positive bacteria, and the yeast Candida albicans. It has germicidal and germistatic properties, and it is often used together with quaternary ammonium compounds.

Regulation and safety

In Japan and the European Union, its concentration in cosmetics is restricted to 1%. The European Commission's Scientific Committee on Consumer Safety concluded that phenoxyethanol is safe as a preservative in cosmetic products at concentrations up to 1.0% in finished formulations. It is harmful if swallowed and causes serious eye irritation.

History

In 1896 Perkin Jr. and his graduate student Edward Haworth first prepared phenoxyethanol. Starting from the 1920s, it has been commercially available as a cellulose acetate solvent under the trademark "Phenyl cellosolve".

Explore all seven extraits in the Discovery Set.

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Related: Alba Rose · Benzophenone · Beta Damascenone · China Rose · Citronellyl Formate · Desert Rose · Dried Rose · Eglantine Rose

Extraction & Chemistry

Extraction method

Phenoxyethanol is produced in industry by the hydroxyethylation of phenol, a Williamson synthesis. It can be made, for example, in the presence of alkali-metal hydroxides or alkali-metal borohydrides. In its first preparation, sodium, phenol and 2-chloroethanol were reacted in anhydrous ethanol.

Formula
C₈H₁₀O₂
CAS
122-99-6
Botanical
N/A — synthetic molecule
Appearance
Colorless oily liquid with a faint rose-like odor
Synonyms
phenoxyethanol, ethylene glycol monophenyl ether, rose ether, phenyl cellosolve, phenoxyethyl alcohol, 1-hydroxy-2-phenoxyethane
IFRA status
See note

No IFRA Standard for the material itself (51st Amendment)

Physical properties
Boiling point
237.00 to 238.00 °C. @ 760.00 mm Hg
Melting point
12.00 to 14.00 °C. @ 760.00 mm Hg
Flash point
250.00 °F. TCC
Specific gravity
1.10500 to 1.10800 @ 25.00 °C
Refractive index
1.53700 to 1.54000 @ 20.00 °C

In Perfumery

Phenoxyethanol is used as a perfume fixative. Cosmetic-grade phenoxyethanol is typically selected because it has minimal impact on finished product aesthetics when appropriately formulated.

Role in the formula
01modifier
02blender
Available as
synthetic

See Also

6 notes