3,5-xylenol
phenol, 3,5-dimethyl-
Identification
| Name | 3,5-xylenol |
| IUPAC | 3,5-dimethylphenol |
| CAS Number | 108-68-9 |
| EINECS | 203-606-5 |
| FDA UNII | ONA760G0WA |
| Molecular Formula | C8 H10 O |
| Molecular Weight | 122.16690000 |
| MDL Number | MFCD00002307 |
| Nikkaji Number | J2.425B |
| Beilstein | 774117 |
| CoE Number | 538 |
| XlogP3 | 2.40 (est) |
Regulatory
| DG SANTE Food Flavourings | 04.020 3,5-dimethylphenol |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 63.00 to 66.00 °C. @ 760.00 mm Hg |
| Boiling Point | 220.00 to 222.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.071000 mmHg @ 25.00 °C. (est) |
| Flash Point | 198.00 °F. TCC ( 92.22 °C. ) |
| logP (o/w) | 2.350 |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Taste Description | balsamic coffee |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 608 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | inhalation-rat LC > 4 mg/m3 |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.037 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 420 (μg/person/day) |
| Threshold of Concern | 1800 (μg/person/day) |
| Structure Class | I |
| Dairy products, excluding products of category 02.0 (01.0) | 0.50000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 0.20000 |
| Edible ices, including sherbet and sorbet (03.0) | 0.50000 |
| Processed fruit (04.1) | 0.40000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 1.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 0.20000 |
| Bakery wares (07.0) | 2.00000 |
| Meat and meat products, including poultry and game (08.0) | 0.20000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 0.20000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 0.30000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 0.50000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 0.20000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 1.00000 |
| Ready-to-eat savouries (15.0) | 2.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 0.40000 |
Penta International Corporation
Chemistry innovation
At Penta, our products and services help businesses do business better.
Potential Uses
Natural Occurrence
Synonyms
3,5-
dimethyl phenol
3,5-
dimethyl-phenol
3,5-
dimethylphenol
3,5-
Dmp
1-
hydroxy-3,5-dimethyl benzene
5-
hydroxy-m-xylene
phenol, 3,5-dimethyl-
US Patents:
3,946,080 - Flavouring and perfuming ingredients
PubMed:
Do assorted approaches aid in estimation of uronic acids? Case studies on Tinospora sinensis polysaccharides.
US Patents:
3,952,024 - Furfurylthioacetone
PubMed:
Cloud-point extraction and reversed-phase high performance liquid chromatography for analysis of phenolic compounds and their antioxidant activity in Thai local wines.
PubMed:
Complex mechanism of relaxation in solid chloroxylenol (antibacterial/antifungal agent) studied by ¹H NMR spectroscopy and density functional theory calculations.
PubMed:
Studies on Tinospora cordifolia monosugars and correlation analysis of uronic acids by spectrophotometric methods and GLC.
PubMed:
NBO, NMR, UV, FT-IR, FT-Raman spectra and molecular structure (monomeric and dimeric structures) investigation of 4-Chloro-3,5-Xylenol: a combined experimental and theoretical study.
PubMed:
Silent, generic and plant kairomone sensitive odorant receptors from the Southern house mosquito.
PubMed:
Degradation of 4-Chloro-3,5-Dimethylphenol by a Heterogeneous Fenton-Like Reaction Using Nanoscale Zero-Valent Iron Catalysts.
PubMed:
Photocatalytic degradation of chlorophenols in soil washing wastes containing Brij 35. Correlation between the degradation kinetics and the pollutants-micelle binding.
PubMed:
4-Chloropropofol enhances chloride currents in human hyperekplexic and artificial mutated glycine receptors.
PubMed:
A novel 2,3-xylenol-utilizing Pseudomonas isolate capable of degrading multiple phenolic compounds.
PubMed:
Functionalization/passivation of porous graphitic carbon with di-tert-amylperoxide.
PubMed:
Total synthesis of landomycin A, a potent antitumor angucycline antibiotic.
PubMed:
Recognition properties of acyclic glycoluril oligomers.
PubMed:
Indicator approach to develop a chemosensor for the colorimetric sensing of thiol-containing water and its application for the thiol detection in plasma.
PubMed:
Lanthanide complexes for magnetic resonance and optical molecular imaging.
PubMed:
Degradation of the biocide 4-chloro-3,5-dimethylphenol in aqueous medium with ozone in combination with ultraviolet irradiation: operating conditions influence and mechanism.
PubMed:
Simple and sensitive determination of 2,4-xylenol in surface water samples from river and sea by gas chromatography-mass spectrometry.
PubMed:
Simultaneous determination of 21 preservatives in cosmetics by ultra performance liquid chromatography.
PubMed:
Versatile scorpionates and new developments in the denticity changes of NNCp hybrid scorpionate/cyclopentadienyl ligands in Sc and Y compounds: from kappa1-Neta5-Cp to kappa2-NNeta5-Cp.
PubMed:
Mineralization of the biocide chloroxylenol by electrochemical advanced oxidation processes.
PubMed:
Characterization of alkylphenol metabolites in fish bile by enzymatic treatment and HPLC-fluorescence analysis.
PubMed:
Study of a monolithic silica capillary column coated with poly(octadecyl methacrylate) for the reversed-phase liquid chromatographic separation of some polar and non-polar compounds.
PubMed:
Evaluation of estrogenic activity of organic biocides using ER-binding and YES assay.
PubMed:
Behavior of oxidation in the radiochromic gel dosimeter through photoacoustic technique measurements.
PubMed:
Rapid characterization of microbial biodegradation pathways by FT-IR spectroscopy.
PubMed:
Expression profiling of estrogen-responsive genes in breast cancer cells treated with alkylphenols, chlorinated phenols, parabens, or bis- and benzoylphenols for evaluation of estrogenic activity.
PubMed:
Molecular and biochemical characterization of the xlnD-encoded 3-hydroxybenzoate 6-hydroxylase involved in the degradation of 2,5-xylenol via the gentisate pathway in Pseudomonas alcaligenes NCIMB 9867.
PubMed:
Structural features of phenol derivatives determining potency for activation of chloride currents via alpha(1) homomeric and alpha(1)beta heteromeric glycine receptors.
PubMed:
Asymmetric synthesis of deoxypolypropionate units via stereoselective hydrogenation of optically active cycloheptatriene.
PubMed:
Effect of platelet concentration in platelet-rich plasma on peri-implant bone regeneration.
PubMed:
Investigation of antibiotic and antibacterial agent cross-resistance in target bacteria from homes of antibacterial product users and nonusers.
PubMed:
Toxicity and kinetic parameters of the aerobic biodegradation of the phenol and alkylphenols by a mixed culture.
PubMed:
Biodegradation of dimethylphenols by bacteria with different ring-cleavage pathways of phenolic compounds.
PubMed:
[Identification of corrected retention indices of ten phenols in reversed-phase high performance liquid chromatography].
PubMed:
[Determination of 4-chloro-3,5-dimethyl phenol in antiseptics and synthetic products by scanning thin-layer chromatography].
PubMed:
Vibrational analysis of substituted phenols: part II. Transferability of valence force constants.
PubMed:
A chlorine isotope effect for enzyme-catalyzed chlorination.
PubMed:
Sonochemical degradation of aromatic organic pollutants.
PubMed:
Effects of bisphenol A and its derivatives on the response of GABA(A) receptors expressed in Xenopus oocytes.
PubMed:
Determination of phenolic disinfectant agents in commercial formulations by liquid chromatography.
PubMed:
Oxidation of 2,6-dimethylaniline by recombinant human cytochrome P450s and human liver microsomes.
PubMed:
Determination of phenols in soil by supercritical fluid extraction-capillary electrochromatography.
PubMed:
Cytokine release and cytotoxicity in human keratinocytes and fibroblasts induced by phenols and sodium dodecyl sulfate.
PubMed:
Re-evaluation of the ferrous oxidation in xylenol orange assay for the measurement of plasma lipid hydroperoxides.
PubMed:
Optical CT reconstruction of 3D dose distributions using the ferrous-benzoic-xylenol (FBX) gel dosimeter.
PubMed:
Heterotrophic growth on phenolic mixtures by Ochromonas danica.
PubMed:
HPLC-fluorescence determination of chlorocresol and chloroxylenol in pharmaceuticals.
PubMed:
Urinary excretion of phenols as an indicator of occupational exposure in the coke-plant industry.
PubMed:
Effect of autoclaving on dietary fibre content of beet root (Beta vulgaris). Evaluation by different methods.
PubMed:
Simultaneous determination of phenol, cresol, xylenol isomers and naphthols in urine by capillary gas chromatography.
PubMed:
A New Class of Aluminum Cations Based upon Tetradentate (N(2)O(2)) Chelating Ligands.
PubMed:
Formation of Dimethylmuconolactones from Dimethylphenols by Alcaligenes eutrophus JMP 134.
PubMed:
Do different fluorochrome labels give equivalent histomorphometric information?
PubMed:
Pyridine and other coal tar constituents as inhibitors of potato polyphenol oxidase: a non-animal model for neurochemical studies.
PubMed:
[Identification of volatile phenols in drinking and raw water].
PubMed:
Gas chromatographic determination of cresols in the biological fluids of a non-fatal case of cresol intoxication.
PubMed:
Bacterial metabolism of 2,6-xylenol.
PubMed:
A novel stereospecific synthesis of 14C labeled 1-glutamic acid.
PubMed:
Acute toxicity of cresols, xylenols, and trimethylphenols to Daphnia magna Straus 1820.
PubMed:
Regulation of isofunctional enzymes in Pseudomonas alcaligenes mutants defective in the gentisate pathway.
PubMed:
Novel electrophoretic approach to study of poly(A)+RNA pool heterogeneity in different areas of human postmortem brain.
PubMed:
Irritant dermatitis from tri-butyl tin oxide and contact allergy from chlorocresol.
PubMed:
Simultaneous determination of phenol, cresols and xylenols in workplace air, using a polystyrene-divinylbenzene column and electrochemical detection.
PubMed:
Use of L-leucyl-3-carboxy-4-hydroxyanilide as substrate for determining the activity of microsomal aminopeptidase in serum.
PubMed:
Measurement of pectin methylation in plant cell walls.
PubMed:
[Establishment of the maximum permissible concentration of 2,6-xylenol in the atmosphere].
PubMed:
[Experimental study on the problem of the composition of a xylenol fraction--a contribution to analysis of constituents of waste waters in the coal-processing industry].
PubMed:
The protective potentials of 4-chloro-3, 5-xylenol (Dettol) against Mansonian schistosomiasis.
PubMed:
Evidence for isofunctional enzymes used in m-cresol and 2,5-xylenol degradation via the gentisate pathway in Pseudomonas alcaligenes.
PubMed:
Regulation of enzymes of the 3,5-xylenol-degradative pathway in Pseudomonas putida: evidence for a plasmid.
PubMed:
The aromatic alcohol dehydrogenases in Pseudomonas putida N.C.I.B. 9869 grown on 3,5-xylenol and p-cresol.
PubMed:
P-cresol and 3,5-xylenol methylhydroxylases in Pseudomonas putida N.C.I.B. 9896.
PubMed:
Simultaneous gas chromatographic analysis of lower fatty acids, phenols and indoles using a glass capillary column.
PubMed:
Inhibition of prostaglandin synthesis in mouse 3T3 fibroblasts and human platelets by substituted phenols.
PubMed:
Synthesis of sulfonates of 4-chloro-3,5-dimethylphenol and 5-chloro-7-iodo-8-quinolinol.
PubMed:
Metal and metalloid indicator electrodes for the non-aqueous potentiometric titration of weak acids: comparative evaluation of group III, IV and V main-group elements.
PubMed:
Pathways for the degradation of m-cresol and p-cresol by Pseudomonas putida.
PubMed:
Gentisic acid and its 3- and 4-methyl-substituted homologoues as intermediates in the bacterial degradation of m-cresol, 3,5-xylenol and 2,5-xylenol.
PubMed:
[Thin layer chromatographic separation of 1,3,4- and 1,3,5-dimethylphenol as reaction products with 1-phenyl-2,3-dimethyl-4-aminopyrazolone-(5) or as coupling products with Echtrot salt AL].
PubMed:
Metabolism of derivatives of toluene; the fate of the xylenols in the rabbit, with further observations on the metabolism of the xylenes.