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HCID 6786Erstellt: 5. November 2026

Dihexylphthalat

DnHP · DIHEXYL PHTHALATE · Di-n-hexyl phthalate (DNHP) · PHTHALIC ACID, BIS-HEXYL ESTER · NSC 4817 · Di-n-hexyL · Jayflex DHP · HEXYL PHTHALATE

https://huagongshe.com/de/chemical/6786

Molekülstruktur von Dihexylphthalat

Identifikatoren & physikalische Daten

CAS No.84-75-3
SummenformelC20H30O4
Durchschnittliche Molmasse334,4 g/mol
Monoisotopische Masse334,21440944 g/mol
SMILESCCCCCCOC(=O)c1ccccc1C(=O)OCCCCCC
InChIKeyKCXZNSGUUQJJTR-UHFFFAOYSA-N
PubChem CID6786
ChEMBLCHEMBL3181956
ChEBICHEBI:34678
EC No.201-559-5
DTXSIDDTXSID6025068
Lokaler NameDihexylphthalat

Chemische & physikalische Eigenschaften

XLogP6,9
Polarare Oberfläche (TPSA)52,6
H-Brücken-Donoren0
H-Brücken-Akzeptoren4
Frei drehbare Bindungen14
Schwere Atome24
Formalladung0
Komplexität320
StoffklassenPhthalate
PolymersPlastics & Rubber -> Phthalate Esters
SpringerMaterials PropertiesBoiling point
LogP (Verteilungskoeffizient)log Kow = 6.825.8
GeruchSlightly aromatic
Dichte0.995 at 68 °F (NTP, 1992) - Less dense than waterwill float1.010-1.016 at 20 °C/20 °C1,01 g/cm3
Color/FormClear, oily liuid
LöslichkeitInsoluble (NTP, 1992)Phthalate esters are soluble to various extents in many common organic solvents and oils, but have a relatively low solubility in water. /Phthalate esters/In water, 0.05 mg/L at 25 °CChloroform (Slightly), Methanol (Slightly)Soluble in water (0.24 mg/L).
Flammpunkt350 °F (NTP, 1992)381 °F193 °C /(method not specified)/185-187°C/0.5mm
Endocrine DisruptorsPotential endocrine disrupting compound
Siedepunkt662 °F at 735 mmHg (NTP, 1992)210 °C at 5 mm Hg662 °F at 735 mmHg185-187°C 0,5mm
Schmelzpunkt-72 °F (NTP, 1992)-58 °C65℃
Brechungsindex1.4870
Lagerbedingungen2-8°C
Aggregatzustandclear liquid
FarbeColorless to Almost colorless
BRN1886839
Henry-Konstante8.3×100 mol/(m3Pa) at 25℃, Brockbank (2013)
Hauptanwendungencleaning productscosmeticsenvironmentalfood and beveragespersonal care
InChIInChI=1S/C20H30O4/c1-3-5-7-11-15-23-19(21)17-13-9-10-14-18(17)20(22)24-16-12-8-6-4-2/h9-10,13-14H,3-8,11-12,15-16H2,1-2H3
InChIKeyKCXZNSGUUQJJTR-UHFFFAOYSA-N
SMILESC1(C(OCCCCCC)=O)=CC=CC=C1C(OCCCCCC)=O
CAS Datenbank84-75-3(CAS DataBase Reference)
EPA chemische InformationenDihexyl phthalate (84-75-3)

Sicherheit & Vorschriften

GHS-EinstufungDangerH360FD: May damage fertilityMay damage the unborn child [Danger Reproductive toxicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 6.2% (3 of 48) of reports.H360 (91.7%): May damage fertility or the unborn child [Danger Reproductive toxicity]
Regulatorische InformationenChemical: 1,2-Benzenedicarboxylic acid, dihexyl esterHazard Traits - CarcinogenicityDevelopmental ToxicityEndocrine ToxicityImmunotoxicityReproductive ToxicityRespiratory ToxicitySubstance: Dihexyl phthalate1,2-Benzenedicarboxylic acid, dihexyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Weitere SicherheitsinformationenIMAP assessments - C4-6 side chain transitional phthalates: Human health tier II assessment
DOT-KennzeichnungClass 9
BrandgefahrenThis chemical is combustible. (NTP, 1992)
BrandpotenzialCombustible
GesundheitsgefahrenSYMPTOMS: Symptoms of exposure to this compound may include eye irritation, skin irritation or drying progressing to dermatitis, nausea, vomiting and dizziness. (NTP, 1992)
GefahrenübersichtMay cause skin and eye irritation[CAMEO] Like dioctyl phthalate, it may cause CNS depression and mild liver toxicity after ingestion of large amounts[HSDB] An irritantEffects in high-dose animal studies include fatty liver degeneration and hepatitis[MSDSonline] See PHTHALATE ESTERS.
FDA-AnforderungenDihexyl phthalate is an indirect food additive for use only as a component of adhesives.

Anwendungen & Verwendung

Verwenden

Di-n-hexyl Phthalate is a Phthalate derivative and an organic extract contaminant found in drinking water, which was shown to activate Nrf-2-Mediated Antioxidant response in human cell line.

Reaktive Gruppe
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Special ReportsNTP/CERHRMonograph on the Potential Human Reproductive and Developmental Effects of Di-n-Heptyl Phthalate (DnHP), 129 pp. (2003) NIH Publication No. 03-4489 includes: 1) the NTP Brief, 2) the Expert Panel Report on the Reproductive and Developmental Toxicity of DnHP, and 3) public comments received on the Expert Panel Report. As stated in the NTP Brief, ... the scientific evidence was insufficient to reach a conclusion regarding the potential for DnHP to adversely affect human development or reproduction. NTP-CERHR monographs are transmitted to federal and state agencies, interested parties, and the public and are available in electronic PDF format on the CERHR web site and in printed text or CD-ROM from the CERHR (National Institute of Environmental Health Sciences, P.O. Box 12233, MD EC-32, Research Triangle Park, NCfax: 919-316-4511).Nat'l Research Council CanadaPhthalate Esters in the Aquatic Environment (1980) NRCC No. 17583USEPAAmbient Water Quality Criteria Doc: Phthalate Esters (1980) EPA 440/5-80-067USEPA/ECAOAtlas Document for: Phthalate Esters (1980)EPA/Office of Pollution Prevention and ToxicsHigh Production Volume (HPV) Challenge Program's Robust Summaries and Test Plans. Available from the Database Query page at: http://www.epa.gov/hpv/pubs/hpvrstp.htm on Phthalate Esters Category, Dihexyl phthalate (84-75-3), 27 pp. (2007) as of April 29, 2008.
TSCA-AnforderungenPursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 1,2-Benzenedicarboxylic acid, dihexyl ester is included on this list. Effective date 10/04/82Sunset date 10/04/92.A testing consent order is in effect for di-n-hexyl phthalate for environmental effects and chemical fate testing. FR citation: 1/9/89.
Reactivity ProfileDI-N-HEXYL PHTHALATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. This compound can react with oxidizing materials and strong alkaline materials. (NTP, 1992)
BrandbekämpfungFires involving this material can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Erste HilfeEYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
BrandbekämpfungsverfahrenTo fight fire use, foam, carbon dioxide, dry chemical.
Freisetung ohne BrandSMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
EntsorgungsverfahrenSRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant lifeand conformance with environmental and public health regulations.
Preventive MeasuresSRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE)RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
WechselwirkungenThe effects of phthalate esters of branched chain alcohols, typified by di-(2-ethylhexyl)phthalate (DEHP) differ from those of esters of straight chain alcohols typified by di-n-hexyl phthalate (DnHP). The former induce liver enlargement and proliferation of hepatic peroxisomes, while the latter cause no peroxisome proliferation but cause fat accumulation in the liver. Both classes of phthalate esters are hypolipidaemic and cause thyroid changes associated with an increased rate of thyroglobulin turnover. As phthalate esters are used as mixtures, ... the effect of mixtures of the compounds /were examined/. Groups of five male Wistar albino rats were administered either control diet or diets containing either 10,000 ppm of DEHP, 10,000 ppm of DnHP or 10,000 ppm DEHP plus 10,000 ppm DnHP for 14 days. Rats receiving diets containing DEHP showed the expected increase in relative liver weight, in "peroxisomal" fatty acid oxidation and in CYP4A1. Serum triglyceride and serum cholesterol were also reduced, and the thyroid showed the histological changes mentioned above. Rats consuming diets containing DnHP showed no increase in relative liver weight and no induction of peroxisomal fatty acid oxidation or CYP4A1. However, there was a marked accumulation of fat in the liver. The fall in serum cholesterol was similar to that in rats treated with DEHP, but the fall of serum triglyceride was more pronounced. Thyroidal changes were again observed. In general, changes in rats treated with a mixture of DEHP and DnHP were very similar to those found with rats treated with DEHP alone. The liver was enlarged, and peroxisomal fatty acid oxidation and CYP4A1 were both induced. The amount of fat in the liver was much less than in rats receiving DnHP alone. Thyroid changes were similar to those in rats receiving the individual compounds. The effect on serum cholesterol seemed additive, but the levels of serum triglyceride were intermediate between the groups receiving the single compounds.
Gesundheitliche AuswirkungenPhthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’. (A2883)
ÖkotoxizitätswerteEC50Species: Daphnia magna (Water flea, age < or = 24 hr)Conditions: freshwater, static, 20 °C, pH 7.6-7.9, hardness 25-50 mg/L CaCO3, alkalinity 25-50 mg/L CaCO3Concentration: 180 ug/L for 48 hrEffect: intoxication, immobilization /> or = 95% purity/Species: Paratanytarsus parthenogeneticus (Midge, larvae 2-3 instar)Concentration: >130 ug/L for 96 hrEffect: mortality /> or = 95% purity/Species: Anodonta cygnea (Swan mussel, 2-3 instar)Conditions: freshwater, static, 22-24 °C, pH 7.6-7.9, hardness 25-50 mg/L CaCO3, alkalinity 25-50 mg/L CaCO3Concentration: 330 ug/L for 48 hrEffect: decreased population abundance /> or = 95% purity/LC50Species: Cyprinodon variegatus (Sheepshead minnow, juvenile, length 6-17 mm)Conditions: freshwater, static, 22 °C, pH 7.6-7.9, hardness 25-50 mg/L CaCO3, alkalinity 25-50 mg/L CaCO3Concentration: 780 ug/L for 96 hr /> or = 95% purity/For more Ecotoxicity Values (Complete) data for DIHEXYL PHTHALATE (8 total), please visit the HSDB record page.
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an average Koc value of 5.26X10+5(2), indicates that dihexyl phthalate is expected to be immobile in soil(SRC). Volatilization of dihexyl phthalate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.6X10-5 atm-cu m/mole(SRC) based upon its vapor pressure, 1.4X10-5 mm Hg(3), and water solubility, 0.05 mg/L(4). Dihexyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Biodegradation in soil may be important(SRC) based on a study using an acclimated inoculum of soil, sewage and activated sludge>99% of dihexyl phthalate was lost and 77% of theoretical carbon dioxide was evolved after 28 days(5).AQUATIC FATE: Based on a classification scheme(1), an average Koc value of 5.26X10+5(2), indicates that dihexyl phthalate 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 2.6X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 1.4X10-5 mm Hg(4), and water solubility, 0.05 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 2.8 and 26 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 15 years if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 1,100(SRC), from a log Kow of 6.82(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). However, bioconcentration studies on compounds which are structurally similar suggest that bioconcentration may be lower than that indicated by the regression-derived equations due to the ability of aquatic organisms to readily metabolize this class of compounds(10). Estimated hydrolysis half-lives of 3.4 years and 130 days at pHs 7 and 8, respectively, suggest that hydrolysis is not expected to be an important process(11). In a river die-away test, it took 1 day to achieve 90% degradation(12). An initial concn of dihexyl phthalate of 25 mg/L was degraded 30 to 95% in fresh water after a 14 day incubation(10).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dihexyl phthalate, which has a vapor pressure of 1.4X10-5 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dihexyl phthalate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 26 hours(SRC), calculated from its rate constant of 1.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase dihexyl phthalate may be removed from the air by wet or dry deposition(SRC). Dihexyl phthalate does contain chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).
Unerwünschte WirkungenOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
ExpositionspfadeOral (L1903)inhalation (L1903)dermal (L1903)
ToxizitätsübersichtPhthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (A2883)
Ökotoxizitätsauszüge/BIRDS and MAMMALS/ The effects of dihexyl phthalate (DHP) on weight and food consumption in captive starlings (Sturnus vulgaris) were studied. All phthalate fed starlings had greater lipid means in the carcass homogenates than controls ... Differences in food consumption existed only in groups fed 250 ppm (other groups given 25 ppm)./AQUATIC SPECIES/ Tests were performed with the freshwater invertebrates Hyalella azteca, Chironomus tentans, and Lumbriculus variegatus to determine the acute toxicity of six phthalate esters, including dimethyl phthalate (DMP), diethyl phthalate (DEP), di-n-butyl phthalate (DBP), butylbenzyl phthalate (BBP), di-n-hexyl phthalate (DHP), and di-2-ethylhexyl phthalate (DEHP). It was possible to derive 10-d LC50 (lethal concentration for 50% of the population) values only for the four lower molecular weight esters (DMP, DEP, DBP, and BBP), for which toxicity increased with increasing octanol-water partition coefficient (Kow) and decreasing water solubility. ... No significant survival reductions were observed when the three species were exposed to either DHP or DEHP at concentrations approximating their water solubilities./AQUATIC SPECIES/ Seven phthalate esters /including di-n-hexyl phthalate (DHP) were evaluated for their 10-d toxicity to the freshwater invertebrates Hyalella azteca and Chironomus tentans in sediment. ... All seven esters were tested in a sediment containing 4.80% total organic carbon (TOC) ... The five higher molecular weight phthalate esters /including DHP which was tested/ .... and found to be nontoxic in water-only tests ... were tested at single concentrations between 2,100 and 3,200 mg/kg dry weight. Preliminary spiking studies were performed to assess phthalate ester stability under test conditions. The five higher molecular weight phthalate esters in sediment had no effect on survival or growth of either C. tentans or H. azteca, consistent with predictions based on water-only tests and EqP theory. .../AQUATIC SPECIES/ A previous in vitro study has indicated that four phthalate esters (PAEs) could damage hemocytes and decreases the cellular immunity of prawns ... . The aim of this study was to investigate the in vivo effect of ... diethyl phthalate (DEP), dihexyl phthalate (DHP), dipropyl phthalate (DPrP) and diphenyl phthalate (DPP) on the defense system of the giant freshwater prawn, M. rosenbergii. PAE dissolved in corn oil was continuously fed to prawns for 8 days and five immune parameters (total hemocyte count, THCratio of granulocytes to hyalinocytes, G/Hintrahemocytic total phenoloxidase activity, PO(T)intracellular superoxide anion (O2-) productiontransglutaminase (TGase) activity) were separately detected on days 1, 4 and 8. In addition, mortality was determined on days 4 and 8 after challenging the prawns with Lactobacillus garvieae. ... DHP demonstrated the lowest toxicity in that it only influenced the PO activity and O2- production before 4 days after treatment and caused 6.6% mortality on day 8. DEP decreased G/H, PO(T) and TGase activity on day 1 and reduced THC, G/H and PO(T) and caused 16.6% mortality on day 4however, on day 8, it increased O2- production and caused no mortality. In the DPrP-treated group, a reduction of all the immune reactions apart from TGase activity and 22.2% mortality were detected on day 4. ... DPP ... decreased all the immune parameters apart from THC on days 1 and 4, but caused no mortality on day 4but on day 8, an increase of O2- production and 17.7% mortality were detected. These results indicated that the immune reactions of prawns were variable due to the different toxic effects of PAEs. In addition, ... on day 8 after treatment, ... DHP, DPrP and DPP increased O2- production and did not influence the other four reactions, but mortality was detected in these groups./AQUATIC SPECIES/ Five phthalate esters, dimethyl phthalate, diethyl phthalate, dibutyl phthalate, dihexyl phthalate, and dioctyl phthalate, were tested for the hatching of brine shrimp (Artemia salina) eggs. Dibutyl phthlate ester was the most toxic of the phthalates tested. The toxic order of 3 of the esters was dibutyl phthalate greater than diethyl phthalate greater than dimethyl phthalate. Concentrations were 10, 20, and 50 ppm.
Signs and SymptomsPhthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)
Ongoing Test StatusThe following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=84-75-3][Available from: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=84-75-3]
Soil Adsorption/MobilityThe average Koc of (14)C-dihexyl phthalate using three standard USEPA sediments (supplied and characterized by the EPA) was measured at 5.26X10+5(1). According to a classification scheme(2), this Koc value suggests that dihexyl phthalate is expected to be immobile in soil.
Atmospheric ConcentrationsINDOOR AIR: Dihexyl phthalate, several isomers, was identified in association with airborne particles in one or more office buildings(1). The representative indoor concentration of dihexyl phthalate was 5.0 ng/cu m(1).
Wassergefährdungsklasse (WGK)WGK 3
TSCA-Inventar-StatusTSCA listed
UN-TransportnummerUN3082
Zollcode29173490
RTECS-Nr.TI1100000
R-Sätze (R)36/37/38-62-63
GefahrensymboleXi
Sicherheitshinweise (S)26-36/37
Gefahrenklasse9Repr. 1B
VerpackungsgruppeIII
Lagerklasse6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Gefahrstoffdaten84-75-3(Hazardous Substances Data)