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HCID 7463Erstellt: 23. Oktober 2026

P-Cymene

https://huagongshe.com/de/chemical/7463

Molekülstruktur von P-Cymene

Identifikatoren & physikalische Daten

CAS No.4939-75-7
SummenformelC10H14
Durchschnittliche Molmasse134,22 g/mol
Monoisotopische Masse134,10955045 g/mol
SMILESCc1ccc(C(C)C)cc1
InChIKeyHFPZCAJZSCWRBC-UHFFFAOYSA-N
PubChem CID7463
ChEMBLCHEMBL442915
ChEBICHEBI:28768
EC No.202-796-7
DTXSIDDTXSID3026645

Chemische & physikalische Eigenschaften

XLogP4,1
Polarare Oberfläche (TPSA)0
H-Brücken-Donoren0
H-Brücken-Akzeptoren0
Frei drehbare Bindungen1
Schwere Atome10
Formalladung0
Komplexität86,2
StoffklassenVolatile Organic Compound (VOC)
LipideLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
SolventsSolvents -> Aromatic Solvents
KosmetikaMasking
DuftstoffeFragrance Ingredient (p-Cymene) -> IFRA transparency List
LogP (Verteilungskoeffizient)log Kow = 4.10
GeruchSweetish aromatic odorMild pleasant odorWhen pure, has a weak citrus odor
LebensmittelzusatzstoffeFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Dichte0.857 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8573 g/cu cm at 20 °CRelative density (water = 1): 0.850.853-0.8550.853 @25 °C0.8610 g/cm3
AromastoffeEU Flavoring substances
Color/FormColorless transparent liquid
LöslichkeitIn water, 23.4 mg/L at 25 °CMiscible with ethanol, acetone, benzene, carbon tetrachloride and petroleum ether0.0234 mg/mL at 25 °CSolubility in water, g/100ml at 25 °C: 0.002Insoluble in watersoluble in oilsSoluble (in ethanol)
Schmelzpunkt-68.9 °C
Siedepunkt177.10 °C

Sicherheit & Vorschriften

GHS-EinstufungDangerH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P301+P316, P303+P361+P353, P304+P340, P316, P321, P331, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (1 of 2209) of reports.H226 (99.7%): Flammable liquid and vapor [Warning Flammable liquids]
Regulatorische InformationenChemical: Benzene, 1-methyl-4-(1-methylethyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Benzene, 1-methyl-4-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1-methyl-4-(1-methylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 11-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/28185Benzene, 1-methyl-4-(1-methylethyl)-: HSNO Approval: HSR001114 Approved with controls
DOT-KennzeichnungFlammable Liquid
BrandgefahrenExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Flammable. Above 47 °C explosive vapour/air mixtures may be formed.
BrandpotenzialFlammable liquid.
GesundheitsgefahrenInhalation causes impairment of coordination, headache. Contact with liquid causes mild irritation of eyes and skin. Ingestion causes irritation of mouth and stomach. (USCG, 1999)
GefahrenübersichtA skin and eye irritantDefats the skin[ICSC]A mild skin and eye irritant[CAMEO] A skin and eye irritant[eChemPortal: ERMA] An irritant[MSDSonline]
FDA-Anforderungenp-Cymene is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
Reaktive GruppeHydrocarbons, Aromatic
UN-EinstufungUN Hazard Class: 3UN Pack Group: III
Reactivity ProfileVigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as P-CYMENE, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction.
Chemical DangersReacts with oxidants. Attacks rubber.
Flammable LimitsLower flammable limit: 0.7% at 212 °F (100 °C) by volumeUpper flammable limit: 5.6% by volume
BrandbekämpfungFire Extinguishing Agents Not to Be Used: Water may be ineffective.Use powder, AFFF, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
Erste-Hilfe-MaßnahmenFresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.Remove contaminated clothes. Rinse and then wash skin with water and soap. Wear protective gloves when administering first aid.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Rest. Refer for medical attention .
Erste HilfeINHALATION: remove victim from contaminated areaadminister artificial respiration if necessarycall physician.
Sichere LagerungFireproof.
BrandbekämpfungsverfahrenIf material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. /Cymenes/
LagerbedingungenSafe storage: Fireproof.
ReinigungsverfahrenEnvironmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Cymenes/Environmental considerations: Water spill: use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Cymenes/Environmental considerations: Land spill: dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Cymenes/Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Personal protection: filter respirator for organic gases and vapors adapted to the airborne concentration of the substance.
Freisetung ohne BrandExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
EntsorgungsverfahrenSRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations.
Verschüttetes entsorgenCollect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance.
Preventive MeasuresIf material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Cymenes/Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Cymenes/Do not eat, drink, or smoke during work.SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.
Isolation and EvacuationExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
WechselwirkungenPreviously, /the researchers/ have demonstrated the analgesic-like property of p-cymene in rodents. Short half-life is a limitation for p-cymene application and several approaches have been used to improve pharmaceutical properties of monoterpenes, including the employment of drug-delivery systems. Here, we used p-cymene/beta-cyclodextrin (beta-CD) complex and p-cymene (PC) isolated to evaluated whether the complex formulation is able to improve the antinociceptive activity of this monoterpene. Male mice (26-30 g) were pretreated with PC/beta-CD (20 or 40 mg/kg, p.o.), PC (20 or 40 mg/kg, p.o.) or vehicle (distilled water), 0.5 hr before painful tests and antinociceptive effect was evaluated at times: 0.5, 1, 2, 4, 8, and 16 hr after treatment. We evaluated the analgesic-like effect of PC/beta-CD and PC in acetic acid-induced abdominal writhes, hot-plate, carrageenan-induced paw edema and in rota-rod apparatus. ... Results demonstrated that acute treatment with complex PC/beta-CD produced an antinocicepitve effect (p < 0.01 or p < 0.001) for 8 hr followed whereas isolated PC produced the same effect for 2 hr. Similar results were obtained in hot-plate test, PC/beta-CD, in all doses, significantly reduces (p < 0.01 or p < 0.001) nociceptive behavior for 8 hr while isolated PC for 1 hr, did so only in higher dose. Such results were unlikely to be caused by motor abnormality. Systemic pretreatment with PC/beta-CD and PC inhibited the development paw edema by carrageenan 1%, but PC/beta-CD did so during a longer period when compared with isolated monoterpene alone. ... Results provide evidence to propose that the complex with beta-CD improved analgesic and anti-inflammatory effects of p-cymene.
ÖkotoxizitätswerteEC50Species: Pseudokirchneriella subcapitata (Green Algae)Conditions: freshwater, staticConcentration: 49000 ug/L for 96 hrEffect: population, chlorophyll A concentration /formulation/Species: Skeletonema costatum (Diatom)Conditions: saltwater, staticConcentration: 22000 ug/L for 96 hrLC50Species: Americamysis bahia (Opossum Shrimp)Concentration: 4400 ug/L for 96 hr /formulation/Species: Daphnia magna (Water Flea) age < or =24 hrConditions: freshwater, static, 22 °C, pH 7.4-9.4, dissolved oxygen 6.5-9.1 mg/LConcentration: 9400 ug/L for 24 hr (95% confidence interval: 7900-11000 ug/L) /> or =80% purity/For more Ecotoxicity Values (Complete) data for P-CYMENE (10 total), please visit the HSDB record page.
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1120(SRC), determined from a structure estimation method(2), indicates that p-cymene is expected to have low mobility in soil(SRC). Volatilization of p-cymene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.011 atm-cu m/mole(SRC), derived from its vapor pressure, 1.50 mm Hg(3), and water solubility, 23.4 mg/L(4). However, adsorption may attenuate this process. p-Cymene is expected to volatilize from dry soil based on its vapor pressure(4). p-Cymene, present at 100 mg/L, reached 83-95% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/L with the Japanese MITI test(5,6) which classifies p-cymene as readily biodegradable(6).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1120(SRC), determined from a structure estimation method(2), indicates that p-cymene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.011 atm-cu m/mole(SRC), derived from its vapor pressure, 1.50 mm Hg(4), and water solubility, 23.4 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3.5 hours and 4.6 days, respectively if adsorption is ignored(SRC). The volatilization half-life from a model pond is estimated as 30 days if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 236(SRC), from its log Kow of 4.10(8) suggests the potential for bioconcentration in aquatic organisms is high. p-Cymene, present at 100 mg/L, reached 83-95% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 30 mg/L with the Japanese MITI test(9,10) which classifies p-cymene as readily biodegradable(10). p-Cymene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), p-cymene, which has a vapor pressure of 1.50 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase p-cymene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and nitrate radicals(SRC)the half-life for the reaction with hydroxyl radicals is estimated to be about 1 day(SRC), calculated from its measured rate constant of 1.51X10-11 cu cm/molecule-sec at 22 °C(3). The half-life for the reaction with nitrate radicals is estimated to be 34 days(SRC), calculated from its rate constant of 9.9X10-16 cu cm/molecule-sec at 25 °C(3). p-Cymene's detection in snow(4) suggests that removal from air by wet deposition occurs(SRC).
LebensmitteluntersuchungswerteA p-cymene concentration of 0.1 ug/g was detected in fresh, ripe mangos(1). p-Cymene has been identified, not quantified, as a volatile constituent of nectarines(2), orange essence(3), chickpea flour(4), and roasted filbert nuts(5). p-Cymene was identified, not quantified, in peanut oil(6). p-Cymene was detected in the volatile odors of frankfurter sausages(7).
Unerwünschte WirkungenNeurotoxin - Acute solvent syndrome
ExpositionspfadeThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Milk ConcentrationsENVIRONMENTAL: An analysis of 35 samples of cow's milk collected from 8 grocery stores in Las Vegas, NV in Jan and Feb 2002 found an average p-cymene concentration of 72.4 ng/mL in whole milk, 2.77 ng/mL in 2% milk and 1.24 ng/L in 1% milk(1).
Plant Concentrationsp-Cymene is emitted to the biosphere from natural sources such as California black sage and "disturbed" eucalyptus foliage(1)it is found in the gum terpentines of scotch pine and loblolly pine(1). p-Cymene is emitted from oak species, Quercus ilex L(2) and Japanese hinoki cypress and firs(3). p-Cymene has been found in a variety of arboreous plants including, European larch, Scots pine, European fir, Siberian pine, silver fir, common juniper, Zeravshan juniper, pencil cedar, evergreen cypress, northern white cedar and Chinese arbor vitae(4). p-Cymene was detected as a component in the aroma of fresh wild mushrooms(5). A p-cymene emission rate of approximately 10-20 nmol/sq m/min was measured at 30 °C from several Australian species of Eucalypts(6). p-Cymene has been identified in >1800 essential oils and plant extracts(7). p-Cymene is a component of citrus oils and essences(8).
Signs and SymptomsDizziness. Drowsiness. Vomiting.Dry skin. Redness.Diarrhoea. Drowsiness. Headache. Nausea. Vomiting. Unconsciousness.
Effluent Concentrationsp-Cymene concentration of 15.4 ug/L was detected in the effluent from a large, 5-yr-old community septic tank located near Tacoma, WA(1). p-Cymene levels as high as 80 ug/L were detected in wastewaters from two pulp mills in WA and OR(2). p-Cymene has been qualitatively detected in various wastewaters from the following industries: iron and steel manufacturing, petroleum refining, nonferrous metals, coal mining, pulp and paper, rubber processing, auto amd other laundries, electronics, and mechanical products(3). p-Cymene was identified, not quantified, in water samples collected from an advanced waste treatment facility in Pomona, CA on Sep 25, 1974(4). p-Cymene was identified, not quantified, in landfill gas at 7 waste disposal sites in the UK(5) and in common household waste(6). The average concentration of p-cymene detected in landfill gas emissions from the Fresh Kills Landfill in New York City was 13.14 ppm(7).
Soil Adsorption/MobilityUsing a structure estimation method based on molecular connectivity indices(1), the Koc of p-cymene can be estimated to be 1120(SRC). According to a classification scheme(2), this estimated Koc value suggests that p-cymene is expected to have low mobility in soil.
Natural Pollution Sourcesp-Cymene is emitted to the biosphere from natural sources such as California black sage and "disturbed" eucalyptus foliage(1)it is found in the gum terpentines of scotch pine and loblolly pine(1). p-Cymene is emitted from oak species, Quercus ilex L(2) and Japanese hinoki cypress and firs(3). p-Cymene has been found in a variety of arboreous plants including, European larch, Scots pine, European fir, Siberian pine, silver fir, common juniper, Zeravshan juniper, pencil cedar, evergreen cypress, northern white cedar and Chinese arbor vitae(4). p-Cymene has been identified in >1800 essential oils and plant extracts(5). p-Cymene emission rates have been measured from several Australian species of Eucalypts(6).
Landesrichtlinien für Trinkwasser(ME) MAINE 70 ug/l(NH) NEW HAMPSHIRE 260 ug/L
AlarmwortAchtung
GefahrenhinweiseCode Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H226