4-ethyl phenol

p-ethylphenol

CAS: 123-07-9 C8 H10 O MW: 122.16690000 smoky smoky

Identification

Name4-ethyl phenol
IUPAC4-ethylphenol
CAS Number123-07-9
EINECS204-598-6
FDA UNIIAGG7E6G0ZC
Molecular FormulaC8 H10 O
Molecular Weight122.16690000
MDL NumberMFCD00002393
Nikkaji NumberJ2.496A
Beilstein1363317
CoE Number550
XlogP32.60 (est)

Regulatory

JECFA Food Flavoring694 p-ethylphenol
DG SANTE Food Flavourings04.022 4-ethylphenol
FEMA Number3156
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)123-07-9 ; P-ETHYLPHENOL

Physical Properties

Appearance white to yellow crystals (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 44.00 to 46.00 °C. @ 760.00 mm Hg
Boiling Point 218.00 to 219.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.083000 mmHg @ 25.00 °C. (est)
Vapor Density 4.2 ( Air = 1 )
Flash Point 213.00 °F. TCC ( 100.56 °C. )
logP (o/w) 2.580
Soluble in water, 2346 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength high ,
Substantivity 109 hour(s) at 100.00 %
Odor Description
at 1.00 % in dipropylene glycol.
at 1.00 %.
Odor sample from Sigma-Aldrich
Taste Description at 2.50 ppm.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicityoral-rat LD50 > 5000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 4-ethyl phenol usage levels up to0.0500 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)3.50 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.10 (μg/capita/day)
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FL bacon FR castoreum FL coffee FL cranberry FL rum

Natural Occurrence

beer PMC castoreum PMC cheese cottage cheese PMC coffee bean cognac PMC corn seed cranberry fruit fish PMC pork PMC raspberry red raspberry plant rum PMC wine red wine

Synonyms

benzene,1-ethyl,4-hydroxy p- ethyl phenol para- ethyl phenol 1- ethyl-4-hydroxybenzene 4- ethylphenol p- ethylphenol para- ethylphenol p- ethylphenol (food grade) p- ethylphenol natural 1- hydroxy-4-ethyl benzene 1- hydroxy-4-ethylbenzene 4- hydroxyethyl benzene 4- hydroxyethylbenzene 4- hydroxyphenyl ethane (4- hydroxyphenyl)ethane 4- hydroxyphenylethane phenol, 4-ethyl- phenol, p-ethyl- US Patents: 3,946,080 - Flavouring and perfuming ingredients PubMed: Occurrence of Brettanomyces/Dekkera in Brazilian red wines and its correlation with ethylphenols. US Patents: 3,952,024 - Furfurylthioacetone PubMed: Osmotic stress response in the wine yeast Dekkera bruxellensis. PubMed: Aroma chemistry of African Oryza glaberrima and Oryza sativa rice and their interspecific hybrids. PubMed: Comparison of fermented soybean paste (Doenjang) prepared by different methods based on profiling of volatile compounds. PubMed: [Identification of volatile organic compounds in the manures of cow, hog and chicken by solid phase microextraction coupled with gas chromatography/mass spectrometry]. PubMed: Quantitative gas chromatography-olfactometry carried out at different dilutions of an extract. Key differences in the odor profiles of four high-quality Spanish aged red wines. PubMed: A Response Surface Methodology study on the role of factors affecting growth and volatile phenol production by Brettanomyces bruxellensis ISA 2211 in wine. PubMed: Microwave-assisted deuterium exchange: the convenient preparation of isotopically labelled analogues for stable isotope dilution analysis of volatile wine phenols. PubMed: Sorption of 4-ethylguaiacol and 4-ethylphenol on yeast cell walls, using a synthetic wine. PubMed: Aromatic profile of ciders by chemical quantitative, gas chromatography-olfactometry, and sensory analysis. PubMed: Volatile constituents of commercial imported and domestic black-ripe table olives (Olea europaea). PubMed: Influence of the matrix composition on the volatility and sensory perception of 4-ethylphenol and 4-ethylguaiacol in model wine solutions. PubMed: Impact of sulfur dioxide and temperature on culturability and viability of Brettanomyces bruxellensis in Wine. PubMed: On-line monitoring of food fermentation processes using electronic noses and electronic tongues: a review. PubMed: Metabolism of nonesterified and esterified hydroxycinnamic acids in red wines by Brettanomyces bruxellensis. PubMed: Phenolic biotransformations during conversion of ferulic acid to vanillin by lactic acid bacteria. PubMed: Osmotic stress response in the wine yeast Dekkera bruxellensis. PubMed: Aroma chemistry of African Oryza glaberrima and Oryza sativa rice and their interspecific hybrids. PubMed: Biotransformation of rice bran to ferulic acid by pediococcal isolates. PubMed: Molecular and physiological comparison of spoilage wine yeasts. PubMed: Detection of Brettanomyces spp. in red wines using real-time PCR. PubMed: Effect of ethanol on the sorption of four targeted wine volatile compounds in a polyethylene film. PubMed: Characterization of the "viable but nonculturable" (VBNC) state in the wine spoilage yeast Brettanomyces. PubMed: Hydroxycinnamic acid ethyl esters as precursors to ethylphenols in wine. PubMed: Implications of Lactobacillus collinoides and Brettanomyces/Dekkera anomala in phenolic off-flavour defects of ciders. PubMed: Screening of representative cider yeasts and bacteria for volatile phenol-production ability. PubMed: Comparison of fermented soybean paste (Doenjang) prepared by different methods based on profiling of volatile compounds. PubMed: Factors influencing the production of volatile phenols by wine lactic acid bacteria. PubMed: Ustilago maydis killer toxin as a new tool for the biocontrol of the wine spoilage yeast Brettanomyces bruxellensis. PubMed: Identification and characterization of Dekkera bruxellensis, Candida pararugosa, and Pichia guilliermondii isolated from commercial red wines. PubMed: A metabolite profiling approach to identify biomarkers of flavonoid intake in humans. PubMed: Influence of the drying processes of yeasts on their volatile phenol sorption capacity in model wine. PubMed: Modeling quality of premium spanish red wines from gas chromatography-olfactometry data. PubMed: Minimization of ethylphenol precursors in red wines via the formation of pyranoanthocyanins by selected yeasts. PubMed: Molecular identification of Brettanomyces bruxellensis strains isolated from red wines and volatile phenol production. PubMed: Genetic diversity and physiological traits of Brettanomyces bruxellensis strains isolated from Tuscan Sangiovese wines. PubMed: A method for estimating Dekkera/Brettanomyces populations in wines. PubMed: Factors affecting the hydroxycinnamate decarboxylase/vinylphenol reductase activity of dekkera/brettanomyces: application for dekkera/brettanomyces control in red wine making. PubMed: Ileal and faecal digestibility of daidzein and genistein and plasma bioavailability of these isoflavones and their bioactive metabolites in the ovariectomised rat. PubMed: Effects of yeast cell-wall characteristics on 4-ethylphenol sorption capacity in model wine. PubMed: Survey of enzyme activity responsible for phenolic off-flavour production by Dekkera and Brettanomyces yeast. PubMed: Smoke-derived taint in wine: the release of smoke-derived volatile phenols during fermentation of Merlot juice following grapevine exposure to smoke. PubMed: The effect of sugar concentration and temperature on growth and volatile phenol production by Dekkera bruxellensis in wine. PubMed: Partial vinylphenol reductase purification and characterization from Brettanomyces bruxellensis. PubMed: Physiological and oenological traits of different Dekkera/Brettanomyces bruxellensis strains under wine-model conditions. PubMed: Comparison of metal oxide-based electronic nose and mass spectrometry-based electronic nose for the prediction of red wine spoilage. PubMed: Dekkera and Brettanomyces growth and utilisation of hydroxycinnamic acids in synthetic media. PubMed: Smoke-derived taint in wine: effect of postharvest smoke exposure of grapes on the chemical composition and sensory characteristics of wine. PubMed: 4-ethylphenol and 4-ethylguaiacol in wines: estimating non-microbial sourced contributions and toxicological considerations. PubMed: Multiple headspace solid-phase microextraction for eliminating matrix effect in the simultaneous determination of haloanisoles and volatile phenols in wines. PubMed: Determination of 4-ethylphenol and 4-ethylguaiacol in wines by LC-MS-MS and HPLC-DAD-fluorescence. PubMed: Phyto- and endogenous estrogens differently activate intracellular calcium ion mobilization in bovine endometrial cells. PubMed: An accurate and reproducible method for the quantitative analysis of isoflavones and their metabolites in rat plasma using liquid chromatography/mass spectrometry combined with photodiode array detection. PubMed: Sorption behavior of volatile phenols at the oak wood/wine interface in a model system. PubMed: Equol and para-ethyl-phenol stimulate prostaglandin F(2alpha) secretion in bovine corpus luteum: intracellular mechanisms of action. PubMed: Development of an enrichment medium to detect Dekkera/Brettanomyces bruxellensis, a spoilage wine yeast, on the surface of grape berries. PubMed: Phytoestrogens and their metabolites inhibit the sensitivity of the bovine corpus luteum to luteotropic factors. PubMed: Molecular typing of the yeast species Dekkera bruxellensis and Pichia guilliermondii recovered from wine related sources. PubMed: Main compounds responsible for off-odour of strawberries infected by Phytophthora cactorum. PubMed: Enrichment of cheeses manufactured from cow's and sheep's milk blends with sheep-like species-related alkylphenols. PubMed: Phenolic compounds in olive oils intended for refining: formation of 4-ethylphenol during olive paste storage. PubMed: Distribution of conjugates of alkylphenols in milk from different ruminant species. PubMed: The effects of sample preparation and gas chromatograph injection techniques on the accuracy of measuring guaiacol, 4-methylguaiacol and other volatile oak compounds in oak extracts by stable isotope dilution analyses. PubMed: Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality spanish aged red wines. PubMed: Volatile compounds in a spanish red wine aged in barrels made of Spanish, French, and American oak wood. PubMed: Quantitative gas chromatography-olfactometry carried out at different dilutions of an extract. Key differences in the odor profiles of four high-quality Spanish aged red wines. PubMed: Identification and quantification of impact odorants of aged red wines from Rioja. GC-olfactometry, quantitative GC-MS, and odor evaluation of HPLC fractions. PubMed: Evaluation of Smoky Taste in Cocoa Powder. PubMed: Decarboxylation of substituted cinnamic acids by lactic acid bacteria isolated during malt whisky fermentation.