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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12O2
Molecular Weight 152.1904
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-ETHYLGUAIACOL

SMILES

CCC1=CC(OC)=C(O)C=C1

InChI

InChIKey=CHWNEIVBYREQRF-UHFFFAOYSA-N
InChI=1S/C9H12O2/c1-3-7-4-5-8(10)9(6-7)11-2/h4-6,10H,3H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C9H12O2
Molecular Weight 152.1904
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Antifungal efficacy of some natural phenolic compounds against significant pathogenic and toxinogenic filamentous fungi.
2013-10
Use of microfungi in the treatment of oak chips: possible effects on wine.
2010-12
Optimisation of a simple and reliable method based on headspace solid-phase microextraction for the determination of volatile phenols in beer.
2010-09-24
Production of 4-ethylphenol from 4-hydroxycinnamic acid by Lactobacillus sp. isolated from a swine waste lagoon.
2010-07
Effect of halotolerant starter microorganisms on chemical characteristics of fermented chum salmon (Oncorhynchus keta) sauce.
2010-05-26
Isolation of new esters from the stems of Cinnamomum reticulatum Hay.
2010-05
Genome shuffling of Zygosaccharomyces rouxii to accelerate and enhance the flavour formation of soy sauce.
2010-01-30
A randomised controlled study of risperidone and olanzapine for schizophrenic patients with neuroleptic-induced acute dystonia or parkinsonism.
2010-01
Metal oxide sensors for electronic noses and their application to food analysis.
2010
Chromatography-olfactometry study of the aroma of fino sherry wines.
2010
Inhibition by 2-methoxy-4-ethylphenol of Ca2+ influx through acquired and native N-methyl-D-aspartate-receptor channels.
2010
Identification and characterization of Dekkera bruxellensis, Candida pararugosa, and Pichia guilliermondii isolated from commercial red wines.
2009-12
Headspace solid-phase microextraction for direct determination of volatile phenols in cider.
2009-11
Chemical causes of the typical burnt smell after accidental fires.
2009-11
Spoilage yeasts in Patagonian winemaking: molecular and physiological features of Pichia guilliermondii indigenous isolates.
2009-10-17
Volatile composition of Merlot wine from different vine water status.
2009-08-26
Minimization of ethylphenol precursors in red wines via the formation of pyranoanthocyanins by selected yeasts.
2009-06-30
Molecular identification of Brettanomyces bruxellensis strains isolated from red wines and volatile phenol production.
2009-06
Genetic diversity and physiological traits of Brettanomyces bruxellensis strains isolated from Tuscan Sangiovese wines.
2009-04-15
Comparison of two SPME fibers for the extraction of some off-flavor cork-taint compounds in bottled wines investigated by GC-HRMS.
2009-04
Prediction of sensory properties of Brazilian Arabica roasted coffees by headspace solid phase microextraction-gas chromatography and partial least squares.
2009-02-23
Effects of elevated CO2 on grapevine (Vitis vinifera L.): volatile composition, phenolic content, and in vitro antioxidant activity of red wine.
2009-01-14
Reactions of tertiary phosphines with alcohols in aqueous media.
2009-01-05
Relationships between sensory descriptors, consumer acceptability and volatile flavor compounds of American dry-cured ham.
2008-11
Physiological and oenological traits of different Dekkera/Brettanomyces bruxellensis strains under wine-model conditions.
2008-11
Smoke-derived taint in wine: the release of smoke-derived volatile phenols during fermentation of Merlot juice following grapevine exposure to smoke.
2008-08-27
Partial vinylphenol reductase purification and characterization from Brettanomyces bruxellensis.
2008-07
Comparison of metal oxide-based electronic nose and mass spectrometry-based electronic nose for the prediction of red wine spoilage.
2008-05-14
The chemical characterization of the aroma of dessert and sparkling white wines (Pedro Ximénez, Fino, Sauternes, and Cava) by gas chromatography-olfactometry and chemical quantitative analysis.
2008-04-09
Herbal compounds and toxins modulating TRP channels.
2008-03
Smoke-derived taint in wine: effect of postharvest smoke exposure of grapes on the chemical composition and sensory characteristics of wine.
2007-12-26
4-ethylphenol and 4-ethylguaiacol in wines: estimating non-microbial sourced contributions and toxicological considerations.
2007-11
Quantitative determination of 4-ethylphenol and 4-ethyl-2-methoxyphenol in wines by a stable isotope dilution assay.
2007-10-12
Multiple headspace solid-phase microextraction for eliminating matrix effect in the simultaneous determination of haloanisoles and volatile phenols in wines.
2007-09-28
Determination of 4-ethylphenol and 4-ethylguaiacol in wines by LC-MS-MS and HPLC-DAD-fluorescence.
2007-09-05
The reactivity of ortho-methoxy-substituted catechol radicals with sulfhydryl groups: contribution for the comprehension of the mechanism of inhibition of NADPH oxidase by apocynin.
2007-08-01
Determination of volatile phenols in red wines by dispersive liquid-liquid microextraction and gas chromatography-mass spectrometry detection.
2007-07-20
Cytoprotective properties of phenolic antidiarrheic ingredients in cultured astrocytes and neurons of rat brains.
2007-07-12
Characterization of aroma compounds in apple cider using solvent-assisted flavor evaporation and headspace solid-phase microextraction.
2007-04-18
Bioconversion of ferulic acid to 4-vinylguaiacol and 4-ethylguaiacol and of 4-vinylguaiacol to 4-ethylguaiacol by halotolerant yeasts belonging to the genus Candida.
2007-04
Determination of ethylphenols in wine by in situ derivatisation and headspace solid-phase microextraction-gas chromatography-mass spectrometry.
2007-04
Determination of Brett character responsible compounds in wines by using multiple headspace solid-phase microextraction.
2007-03-02
Rapid headspace solid-phase microextraction/gas chromatographic/mass spectrometric assay for the quantitative determination of some of the main odorants causing off-flavours in wine.
2007-02-02
Determination of volatile phenols in wine using high-performance liquid chromatography with a coulometric array detector.
2007-01-16
Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): the homovanillyl moiety.
2007-01-01
Development of an enrichment medium to detect Dekkera/Brettanomyces bruxellensis, a spoilage wine yeast, on the surface of grape berries.
2007
Physicochemical model to interpret the kinetics of aroma extraction during wine aging in wood. Model limitations suggest the necessary existence of biochemical processes.
2006-04-19
Synthesis and cosmetic whitening effect of glycosides derived from several phenylpropanoids.
2006-03
Characterization of cachaça and rum aroma.
2006-01-25
Flavor characteristics of lapsang souchong and smoked lapsang souchong, a special Chinese black tea with pine smoking process.
2005-11-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:39:43 GMT 2025
Edited
by admin
on Mon Mar 31 18:39:43 GMT 2025
Record UNII
C9NFD83BJ5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-ETHYLGUAIACOL
FHFI  
Systematic Name English
4-ETHYL GUAIACOL
FCC  
Preferred Name English
P-ETHYLGUAIACOL
Common Name English
4-ETHYL-2-METHOXYPHENOL
Systematic Name English
4-ETHYLGUAIACOL [FHFI]
Common Name English
GUAIACOL, 4-ETHYL-
Systematic Name English
NSC-82313
Code English
2-METHOXY-4-ETHYLPHENOL
Systematic Name English
PHENOL, 4-ETHYL-2-METHOXY-
Systematic Name English
4-ETHYL GUAIACOL [FCC]
Common Name English
FEMA NO. 2436
Code English
4-HYDROXY-3-METHOXYETHYLBENZENE
Systematic Name English
Classification Tree Code System Code
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
JECFA EVALUATION 4-ETHYLGUAIACOL
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
Code System Code Type Description
MESH
C084991
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
NSC
82313
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID0047038
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
220-500-4
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
FDA UNII
C9NFD83BJ5
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
PUBCHEM
62465
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
CAS
2785-89-9
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
JECFA MONOGRAPH
594
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY
WIKIPEDIA
4-ETHYLGUAIACOL
Created by admin on Mon Mar 31 18:39:43 GMT 2025 , Edited by admin on Mon Mar 31 18:39:43 GMT 2025
PRIMARY