2-Phenoxyethanol (YMDB01591)

Identification

YMDB ID

YMDB01591

Name

2-Phenoxyethanol

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

2-Phenoxyethanol, also known as phenoxytol or phenyl cellosolve, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review a significant number of articles have been published on 2-Phenoxyethanol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

1-Hydroxy-2-phenoxyethane
2-Fenoxyethanol
2-Hydroxyethyl phenyl ether
2-Phenoxyethanol (rose ether)
2-Phenoxyethyl alcohol
beta-Hydroxyethyl phenyl ether
beta-Phenoxyethanol
beta-Phenoxyethyl alcohol
Diethylene glycol monophenyl ether
Ethanol, 2-(2-phenoxyethoxy)-
Ethanol, 2-phenoxy-
Ethylene glycol monophenyl ether
Ethylene glycol phenyl ether
Glycol monophenyl ether
Phenoxethol
Phenoxetol
Phenoxydiglycol
Phenoxyethanol
Phenoxyethyl alcohol
Phenoxyl ethanol
Phenoxytol
Phenyl cellosolve
Phenylmonoglycol ether
Rose ether
Fungal terminator
b-Hydroxyethyl phenyl ether
Β-hydroxyethyl phenyl ether
2-Phenoxyethanol, 9ci
Dalpad a
Newpol efp
Phenylcellosolve
Emuclens
Erisept

CAS number

122-99-6

Weight

Average: 138.1638
Monoisotopic: 138.068079564

InChI Key

QCDWFXQBSFUVSP-UHFFFAOYSA-N

InChI

InChI=1S/C8H10O2/c9-6-7-10-8-4-2-1-3-5-8/h1-5,9H,6-7H2

IUPAC Name

2-phenoxyethan-1-ol

Traditional IUPAC Name

phenoxyethanol

Chemical Formula

C₈H₁₀O₂

SMILES

OCCOC1=CC=CC=C1

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:64275 )
primary alcohol (CHEBI:64275 )
hydroxyether (CHEBI:64275 )

Physical Properties

State

Liquid

Charge

Melting point

14 °C

Experimental Properties

Property	Value	Reference
Water Solubility	26.7 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]	PhysProp
LogP	1.16 [HANSCH,C ET AL. (1995)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	24.1 g/L	ALOGPS
logP	1.22	ALOGPS
logP	1.13	ChemAxon
logS	-0.76	ALOGPS
pKa (Strongest Acidic)	15.1	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.81 m³·mol⁻¹	ChemAxon
Polarizability	14.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Not Available

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-b40ca28428e0018311ea	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-f8c06faa8eb8d23a95c1	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-7b2a4d4d9b09c7b78741	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-9bb41b75d1ad646b88f0	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-0900000000-9421e4830e44b3388570	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-f53c3891b4914dd833e8	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-b5db9ef1d198ca188c7c	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-ab2d6abdcb42c8020070	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-480278f55ce8ffc42edb	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-b40ca28428e0018311ea	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-f8c06faa8eb8d23a95c1	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-7b2a4d4d9b09c7b78741	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-9bb41b75d1ad646b88f0	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-0900000000-9421e4830e44b3388570	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-f53c3891b4914dd833e8	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9200000000-b5db9ef1d198ca188c7c	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9100000000-ab2d6abdcb42c8020070	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0006-9000000000-480278f55ce8ffc42edb	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9200000000-7361de1cec4803e1cf4c	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9200000000-c4a3f9110ef42a31b02c	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - QTOF 3V, positive	splash10-00dl-9800000000-d264e377296013a0caaa	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 4V, positive	splash10-00dl-9700000000-232d8ba2fe1c4c7a1d9a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 5V, positive	splash10-006x-9500000000-a91a2ac720eff1ebcaa7	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 7V, positive	splash10-006x-9300000000-cd24e556b117ca837b0d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 10V, positive	splash10-0006-9100000000-60e5aeaf981325dbf370	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 15V, positive	splash10-0006-9000000000-44adee01bcbbb6f01205	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 17V, positive	splash10-0006-9000000000-ff06f2176a46ce6b3e9d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 20V, positive	splash10-00kf-9000000000-28503e2d48df8aec3c59	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 23V, positive	splash10-00kf-9000000000-399719a15e64074994cf	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 25V, positive	splash10-00kf-9000000000-d2dc6a0aae0416082acf	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 27V, positive	splash10-014l-9000000000-32932848b2cfead29a00	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 30V, positive	splash10-014l-9000000000-1c834a91a5adc20fba1b	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 33V, positive	splash10-014i-9000000000-a2f926fa84c5b56fcb75	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 35V, positive	splash10-014i-9000000000-8f6557af39a7b179151b	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 40V, positive	splash10-014i-9000000000-43574a299eb0ad2a948a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 45V, positive	splash10-0uy0-9000000000-b9b823b53494f7b464de	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 9V, positive	splash10-00di-2900000000-b3f7ed42e0410d07d1cc	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 9V, positive	splash10-0006-9000000000-e4b899ed0c9972aba84a	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-00di-0900000000-cfe6a185ea4382b7d825	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-3900000000-82d3ea499e49a07dc9f5	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000b-9700000000-964c725a4c63566fc458	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-cdc0027ea13905c59bed	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-3900000000-4c096ad99ce685693f0c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9300000000-519730edd99eab09801c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d0cfac43ffd18d6c4a42	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9100000000-9c2de92b427cc8e30262	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

References

References:

Loscos, N., Hernandez-Orte, P., Cacho, J., Ferreira, V. (2007). "Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions." J Agric Food Chem 55:6674-6684.17616208

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	64275
HMDB ID	HMDB0041607
Pubchem Compound ID	7715
Kegg ID	Not Available
ChemSpider ID	13848467
FOODB ID	FDB021762
Wikipedia ID	Phenoxyethanol
BioCyc ID	Not Available

Structure for #<Compound:0xaa86e7a0>