Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
디옥틸 테레프탈산
디옥틸테레프탈산 · 디옥틸테레프탈산(DIOCTYLTEREPHTHALATE) · 다이에틸헥실테레프탈레이트 · DOTP · BIS(2-ETHYLHEXYL) TEREPHTHALATE · DOPT · Di(2-ethylhexyl)terephthalate · Dioctyl Terepthalate
식별자 및 물리적 특성
| CAS No. | 6422-86-2 |
|---|---|
| 분자식 | C24H38O4 |
| 평균 분자량 | 390.6 g/mol |
| 단동위원소 질량 | 390.2770097 g/mol |
| SMILES | CCCCC(CC)COC(=O)c1ccc(C(=O)OCC(CC)CCCC)cc1 |
| InChIKey | RWPICVVBGZBXNA-UHFFFAOYSA-N |
| PubChem CID | 22932 |
| ChEMBL | CHEMBL1871770 |
| EC No. | 229-176-9 |
| DTXSID | DTXSID7027625 |
| 현지명 | 디옥틸 테레프탈산 |
화학 및 물리적 성질
| XLogP | 7.4 |
|---|---|
| 극성 표면적 | 52.6 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 16 |
| 무거운 원자 수 | 28 |
| 형식 전하 | 0 |
| 복잡도 | 386 |
| Polymers | Plastics -> N.a.Plastics -> Plasticisers |
| 향료 | Fragrance Ingredient (Bis(2-ethylhexyl) terephthalate) -> IFRA transparency List |
| Plasticizers | Plastics & Rubber -> Other Plasticizers |
| 밀도 | 0.9825 at 20/20 °C0.986 g/mL at 25 °C (lit.) |
| Viscosity | 63 cp at 25 °C |
| 용해도 | In water, 4.0 mg/L at 20 °C알칼리성 용액에 용해됨(약간 용해됨) |
| 인화점 | 238 °C or 460 °F (open cup)230 °F |
| 끓는 점 | 383 °C400 °C (lit.) |
| 녹는점 | -48 °C |
| 증기 밀도 | 13.5 (Air = 1) |
| 증기압 | 0.0000214 [mmHg]1 mm Hg ( 217 °C) |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFRFCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications |
| 굴절률 | n20/D 1.49(lit.) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 액체 |
| 색상 | 무색의 |
| 용해도 | 불용성 |
| 헨리 상수 | 9.9×10-1 mol/(m3Pa) at 25℃, HSDB (2015) |
| 안정성 | 흡습성 |
| 주요 응용 | 청소용품화장품환경음식 및 음료개인 위생 관리 |
| 화장품 원료 기능 | 가소제 |
| InChI | 1S/C24H38O4/c1-5-9-11-19(7-3)17-27-23(25)21-13-15-22(16-14-21)24(26)28-18-20(8-4)12-10-6-2/h13-16,19-20H,5-12,17-18H2,1-4H3 |
| InChIKey | RWPICVVBGZBXNA-UHFFFAOYSA-N |
| SMILES | CCCCC(CC)COC(=O)c1ccc(cc1)C(=O)OCC(CC)CCCC |
| LogP(분배 계수) | 8.34 at 20℃ |
| EPA | Bis(2-ethylhexyl) terephthalate (6422-86-2) |
화학적 성질
Clear colorless liquid
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 99.7% (375 of 376) of all reports.Not ClassifiedAggregated GHS information provided per 376 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: 1,4-Benzenedicarboxylic acid, bis(2-ethylhexyl) esterRegulation (EC) No 1935/2004 (amended)1,4-Benzenedicarboxylic acid, 1,4-bis(2-ethylhexyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenedicarboxylic acid, 1,4-bis(2-ethylhexyl) ester 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)REACH registered substance: Bis(2-ethylhexyl) terephthalate (EC: 229-176-9)Bis(2-ethylhexyl) terephthalate: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | May cause irritation[MSDSonline] |
| TSCA 요건 | Pursuant 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. Bis(2-ethylhexyl) terephthalate is included on this list. Effective date: 1/3/83Sunset date: 1/3/93. |
| Hazard Classes and Categories | Not Classified |
| 처리 방법 | SRP: 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. |
| 환경 거동 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2,000(SRC), determined from a water solubility of 4.0 mg/L(2) and a regression-derived equation(3), indicates that bis(2-ethylhexyl) terephthalate is expected to have slight mobility in soil(SRC). Volatilization of bis(2-ethylhexyl) terephthalate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.0X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Bis(2-ethylhexyl) terephthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.1X10-5 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data on bis(2-ethylhexyl) terephthalate were not available(SRC, 2008). However, biodegradation studies on structurally similar bis(2-ethylhexyl) phthalate was demonstrated to undergo aerobic(6) and possibly anaerobic biodegradation(7)therefore, biodegradation is likely to be an important fate process for bis(2-ethylhexyl) terephthalate(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2,000(SRC), determined from a water solubility of 4.0 mg/L(2) and a regression-derived equation(3), indicates that bis(2-ethylhexyl) terephthalate 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 1.0X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 7.3 and 59 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 25(SRC), from an estimated log Kow of 8.39(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important process(SRC) based on estimated hydrolysis half-lives of 1.4 years and 51 days at pHs 7 and 8, respectively(8). Biodegradation data on bis(2-ethylhexyl) terephthalate were not available(SRC, 2008). However, biodegradation studies on structurally similar bis(2-ethylhexyl) phthalate was demonstrated to undergo aerobic(9) and possibly anaerobic biodegradation(10)therefore, biodegradation is likely to be an important fate process for bis(2-ethylhexyl) terephthalate(SRC)ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2-ethylhexyl) terephthalate, which has an estimated vapor pressure of 2.1X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase bis(2-ethylhexyl) terephthalate 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 18 hours(SRC), calculated from its rate constant of 2.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase bis(2-ethylhexyl) terephthalate may be removed from the air by wet or dry deposition(SRC). Bis(2-ethylhexyl) terephthalate does contain chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC). |
| Effluent Concentrations | Bis(2-ethylhexyl) terephthalate's possible use in the formulation of PVC waterstops, the sealing materials used in concrete construction joints at dams, water and wastewater treatment facilities(1), may have resulted in its direct contact with water resulting in release to the environment via effluent(SRC). |
| Soil Adsorption/Mobility | The Koc of bis(2-ethylhexyl) terephthalate is estimated as 2,000(SRC), using a water solubility of 4 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that bis(2-ethylhexyl)terephthalate is expected to have slight mobility in soil. |
| TSCA Test Submissions | The absorption and metabolism of (hexyl-2-14C)di-(2-ethylhexyl)terephthalate (DEHT) mixed with corn oil and administered by gavage at 100 mg/kg of body weight in 10 male Sprague Dawley rats (2 animals fasted for 4 hrs after dosing, remaining animals were allowed access to food immediately following dosing). Test material was rapidly hydrolyzed to 2-ethylhexanol (2-EH), mono-(2-ethylhexyl) terephthalate (MEHT) and unlabeled terephthalic acid (TPA). Radioactivity was excreted in the feces (95.6 +/- 12.2% of the dose) as DEHT (36.6%), MEHT (2.5%), and polar metabolites. Radioactivity was excreted in the urine (31.9% +/- 10.9%) as metabolic products of MEHT and 2-EH, and was expired as 14CO2 (3.6 +/- 0.9%). All tissues examined contained 14C with the highest concentrations in the liver and fat. Excretion of 95 and 99% of the total urinary and fecal radioactivity occurred by 24 and 48 hrs, respectively. Major metabolites in the urine included TPA (51% of the dose), oxidized metabolites of 2-EH and MEHT, and glucuronic and sulfuric acid conjugates.In a reproduction study to evaluate differences between different strains of rats, male and female Wistar and CD strain rats were orally exposed to bis(2-ethylhexyl) terephthalate in the diet at concentrations of 0, 0.03, 0.125, 0.5, 2.0 or 5.0% for 90 days. The number of rats/group and the days during which mating took place were not reported. The surviving rats were sacrificed on day 90 of exposure. There were significant differences between treated and control animals in the following: decreased weight gain (highest 3 dose groups, both strains), dose-dependent lethal effects on newborn and young rats (2 and 5% groups, both strains), decreased day 1 newborn body weight and day 21 newborn survival and increased incidence of parental renal and bladder calculi at day 51 (high-dose group, both strains), increased incidence of chronic inflammatory lesions of the urinary bladder and urethra (high-dose group, more frequent in females of both strains), and strain difference with respect to urinary terephthalic acid concentrations at sacrifice (dose level not reported). There were no significant differences between treated and control animals in the following: reproduction or fertility parameters, and microscopic examination of kidney or ureter.The mutagenicity of urine from Sprague-Dawley rats dosed daily by gavage for 15 days with 2,000 mg/kg of bis(2-ethylhexyl) terephthalate was evaluated in Salmonella tester strains TA 98, TA100, TA1535, TA1537 and TA1538 (Modified Ames Test), both in the presence and absence of Aroclor-induced rat liver S9 metabolic activation and beta-glucuronidase/aryl sulfatase. Cultures were dosed with up to 2 ml of urine using direct plating procedures. The urine of rats treated with di-(2-ethylhexyl) terephthalate did not cause a positive response under any of the test conditions.The mutagenic effect of bis(2-ethylhexyl) terephthalate was evaluated in Salmonella typhimurium strains TA 1535, TA 1537, TA 1538, TA 98 and TA 100 with and without metabolic activation provided by rat liver S9 fraction. The test article was administered at levels from 0.001 to 10.0 mg/plate and was not found to be mutagenic in the presence or absence of activation. In a preliminary range finding study, bis(2-ethylhexyl) terephthalate levels up to 10 mg/plate were non-toxic to cells.For more TSCA Test Submissions (Complete) data for BIS(2-ETHYLHEXYL) TEREPHTHALATE (9 total), please visit the HSDB record page. |
| Artificial Pollution Sources | Bis(2-ethylhexyl) terephthalate's production and subsequent use as a plasticizer(1) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | Biodegradation data on bis(2-ethylhexyl) terephthalate were not available(SRC, 2008)however, bis(2-ethylhexyl) phthalate, a structurally similar compound, is reported to undergo aerobic(1,2) and possibly anaerobic biodegradation(3,4). Therefore, biodegradation is likely to be an important fate process for bis(2-ethylhexyl) terephthalate. |
| Environmental Bioconcentration | An estimated BCF of 25 was calculated in fish for bis(2-ethylhexyl) terephthalate(SRC), using an estimated log Kow of 8.39(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for bis(2-ethylhexyl) terephthalate is estimated as 1.0X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that bis(2-ethylhexyl) terephthalate is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 7.3 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 59 days(SRC). Bis(2-ethylhexyl) terephthalate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Bis(2-ethylhexyl) terephthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.1X10-5 mm Hg(SRC), determined from a fragment constant method(3). |
| Non-Human Toxicity Excerpts | /LABORATORY ANIMALS: Acute Exposure/ No deaths occured following inhalation exposure of mice for 4 hr to "saturated" vaporshowever, mucosal irritation, loss of coordination and decreased mobility were noted. Recovery occured in 24 hours. |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of bis(2-ethylhexyl) terephthalate with photochemically-produced hydroxyl radicals has been estimated as 2.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 18 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.16 L/mole-sec(SRC) was estimated using a structure estimation method(2)this corresponds to half-lives of 1.4 years and 51 days at pH values of 7 and 8, respectively(2). Bis(2-ethylhexyl) terephthalate does contain chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC). |
| Probable Routes of Human Exposure | Occupational exposure to bis(2-ethylhexyl) terephthalate may occur through inhalation of aerosols and dermal contact with this compound at workplaces where bis(2-ethylhexyl) terephthalate is produced or used. Use data indicate that the general population may be exposed to bis(2-ethylhexyl) terephthalate via dermal contact from products containing this compound. (SRC) |
| Environmental Fate/Exposure Summary | Bis(2-ethylhexyl) terephthalate's production and subsequent use as a plasticizer may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 2.1X10-5 mm Hg at 25 °C indicates bis(2-ethylhexyl) terephthalate will exist in both the vapor and particulate phases in the atmosphere. Vapor-phase bis(2-ethylhexyl) terephthalate will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicalsthe half-life for this reaction in air is estimated to be 18 hours. Particulate-phase bis(2-ethylhexyl) terephthalate will be removed from the atmosphere by wet or dry deposition. Bis(2-ethylhexyl) terephthalate does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight. If released to soil, bis(2-ethylhexyl) terephthalate is expected to have slight mobility based upon an estimated Koc of 2,000. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 1.0X10-5 atm-cu m/mole. Biodegradation data on bis(2-ethylhexyl) terephthalate were not available. However, biodegradation studies on structurally similar bis(2-ethylhexyl) phthalate was demonstrated to undergo aerobic and possibly anaerobic biodegradationtherefore, biodegradation is likely to be an important fate process for bis(2-ethylhexyl) terephthalate. If released into water, bis(2-ethylhexyl) terephthalate is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 7.3 and 59 days, respectively. An estimated BCF of 25 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important process based on estimated hydrolysis half-lives of 1.4 years and 51 days at pHs 7 and 8, respectively. Occupational exposure to bis(2-ethylhexyl) terephthalate may occur through inhalation of aerosols and dermal contact with this compound at workplaces where bis(2-ethylhexyl) terephthalate is produced or used. Use data indicate that the general population may be exposed to bis(2-ethylhexyl) terephthalate via dermal contact from products containing this compound. (SRC) |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | WZ0883500 |
| 관세 코드 | 29173990 |
| 안전 문구(S) | 24/25 |
| 기존화학 물질 | KE-02197 |
| 저장 분류 | 10 - Combustible liquids |
| 유해 물질 데이터 | 6422-86-2(Hazardous Substances Data) |
용도
용도
It is used primarily as a plasticizer for polyvinyl chloride and other polymers.
일반 설명
Dioctyl terephthalate (DOTP) is a plasticizer that can be prepared by alcoholysis of polyethylene terephthalate (PET) with isooctyl alcohol.
제조 및 합성 방법
생산 방법
DEHT is manufactured by the esterification of terephthalic acid and 2-ethylhexanol.