EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

3,5-xylenol
phenol, 3,5-dimethyl-

Supplier Sponsors

Name:3,5-dimethylphenol
CAS Number: 108-68-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:203-606-5
FDA UNII:ONA760G0WA
Nikkaji Web:J2.425B
Beilstein Number:774117
MDL:MFCD00002307
CoE Number:538
XlogP3:2.40 (est)
Molecular Weight:122.16690000
Formula:C8 H10 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
FLAVIS Number:04.020 (Old)
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
 water, 3687 mg/L @ 25 °C (est)
 water, 4880 mg/L @ 25 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Flavor Type: balsamic
balsamic coffee
Taste Description: balsamic coffee
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Penta International
3,5-XYLENOL
Santa Cruz Biotechnology
For experimental / research use only.
3,5-Dimethylphenol
Sigma-Aldrich: Aldrich
For experimental / research use only.
3,5-Dimethylphenol
TCI AMERICA
For experimental / research use only.
3,5-Dimethylphenol >99.0%(GC)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
T N - Toxic, Dangerous for the environment.
R 24/25 - Toxic in contact with skin and if swallowed.
R 34 - Causes burns.
R 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
S 01/02 - Keep locked up and out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
S 45 - In case of accident or if you feel unwell seek medical advice immediately.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 608 mg/kg
(Maazik, 1968)

oral-rabbit LD50 1313 mg/kg
(Maazik, 1968)

oral-mouse LD50 477 mg/kg
(Maazik, 1968)

oral-rat LD50 2250 mg/kg
(Uzhdavini et al., 1979)

gavage-mouse LD50 [sex: M] 620 mg/kg
(McOmie et al., 1949)

intraperitoneal-mouse LD50 156 mg/kg
Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.

oral-mouse LD50 477 mg/kg
LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ATAXIA
Hygiene and Sanitation Vol. 33(7-9), Pg. 329, 1968.

oral-rabbit LD50 1313 mg/kg
LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: ATAXIA
Hygiene and Sanitation Vol. 33(7-9), Pg. 329, 1968.

oral-rat LD50 608 mg/kg
Gigiena Truda i Professional'naya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. Vol. 8, Pg. 145, 1972.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
inhalation-rat LC > 4 mg/m3
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(10), Pg. 52, 1979.

 
Safety in Use Information:
Category: flavor and fragrance agents
 
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
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 0.500002.50000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 0.200001.00000
Edible ices, including sherbet and sorbet (03.0): 0.500002.50000
Processed fruit (04.1): 0.400002.00000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 1.000005.00000
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 0.200001.00000
Bakery wares (07.0): 2.0000010.00000
Meat and meat products, including poultry and game (08.0): 0.200001.00000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.200001.00000
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 0.300001.50000
Foodstuffs intended for particular nutritional uses (13.0): 0.500002.50000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 0.200001.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000005.00000
Ready-to-eat savouries (15.0): 2.0000010.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.400002.00000
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 22 (FGE.22): Ring-substituted phenolic substances from chemical groups 21 and 25 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 58 (FGE.58) Consideration of phenol derivatives evaluated by JECFA (55th meeting) structurally related to ring substituted phenolic substances evaluated by EFSA in FGE.22 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 60 (FGE.60): Consideration of eugenol and related hydroxyallylbenzene derivatives evaluated by JECFA (65th meeting) structurally related to ring- substituted phenolic substances evaluated by EFSA in FGE.22 (2006)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 22, Revision 1 (FGE.22Rev1): Ring-substituted phenolic substances from chemical groups 21 and 25
View page or View pdf

EPI System: View
NIOSH International Chemical Safety Cards:search
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
Env. Mutagen Info. Center:Search
EPA Substance Registry Services (TSCA):108-68-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7948
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 2261
WGK Germany:2
3,5-dimethylphenol
Chemidplus:0000108689
EPA/NOAA CAMEO:hazardous materials
RTECS:108-68-9
 
References:
 3,5-dimethylphenol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:108-68-9
Pubchem (cid):7948
Pubchem (sid):134970681
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C14715
HMDB (The Human Metabolome Database):Search
FooDB:FDB007241
Export Tariff Code:2907.19.6100
Haz-Map:View
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Formulations/Preparations:
•50% in cresylic acid; solid grades •xylenol 200; a concentrated fraction of 3,5-xylenol (meta xylenol); typical composition: 3,5-xylenol 50%; 2,4- and 2,5-xylenols 5%; 2,3- and 3,4-xylenol 12%; para-ethyl phenol 25%; c9 + phenol 8% from table
 
Potential Blenders and core components note
None Found
 
Potential Uses:
FLcaramel
FLmaple
 
Occurrence (nature, food, other):note
 coffee
Search PMC Picture
 labdanum oil @ trace%
Data GC Search Trop Picture
 tamarind - 0.1 mg/kg
Search Trop Picture
 tamarind fruit oil
Search Trop Picture
 
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-
 

Articles:

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.
 
Notes:
None found
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