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フタル酸ジヘプチル

Diheptyl phthalate

HCID 19284
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
3648-21-3
標準SMILES
CCCCCCCOC(=O)c1ccccc1C(=O)OCCCCCCC
InChIKey
JQCXWCOOWVGKMT-UHFFFAOYSA-N
分子式
C22H34O4
平均分子量
362.5 g/mol
単同位体質量
362.24570956

概要

Diheptyl phthalate appears as odorless white liquid. May float or sink in water. (USCG, 1999)

名称と識別子

優先名称
Diheptyl phthalate
IUPAC
diheptyl benzene-1,2-dicarboxylate
現地名
フタル酸ジヘプチル
英語名
DI-N-HEPTYL PHTHALATE
分子式
C22H34O4
分子量
362.5

名称と別名

DIHEPTYL PHTHALATE3648-21-3Di-n-heptyl phthalateHeptyl phthalatediheptyl benzene-1,2-dicarboxylate1,2-Benzenedicarboxylic acid, diheptyl esterDi-n-HeptylphthalatePhthalic acid, diheptyl esterDiheptyl ester of phthalic acidDTXSID8040779CHEBI:34677Diheptyl 1,2-benzenedicarboxylate
名称をさらに表示
フタル酸ジヘプチルジヘプチル=フタラートフタル酸ジ-N-ヘプチルフタル酸ジヘブチル、ベンゼン-1,2-ジカルボン酸ジヘプチルジヘプチルフタレートフタル酸ジ-ノルマル-ヘプチルフタル酸ジヘプチル(DHP)フタル酸ジ-N-ヘプチル, 98+%フタル酸ジ-N-ヘプチル標準品1,2-ジヘプチル ベンゼン-1,2-ジカルボキシラートIsomaltooligosaccharide SyrupdiheptylSansocizer DHPheptylphthalateiheptylphthalateDiheptyl phthalatBis-heptylphthalateTIMTEC-BB SBB008120
IE05VO8P8PDTXCID608662RefChem:133656222-885-4Phthalic Acid Diheptyl EsterHSDB 344MFCD00043680BIDD:ER0462

物性

構造計算による物性

XLogP
8
極性表面積
52.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
16
重原子数
26
形式電荷
0
複雑度
344

実験および物理化学的性質

Chemical ClassesPhthalate
PolymersPlastics & Rubber -> Phthalate Esters
LogP7.6 (estimated)
OdorPractically odorless
Density · 2 件

1 at 68 °F (est.) (USCG, 1999)

Relative density (water = 1): 0.99

Color/FormColorless liquid
Solubility · 3 件

Phthalate esters are soluble to various extents in many common organic solvents and oils, but have a relatively low solubility in water. /Phthalate esters/

0.01% in water

Sol in benzene, toluene, petrol, kerosene, and mineral oils

Flash Point224 °C c.c.
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point · 2 件

360 °C

360 °C

DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Warning

H315 (90.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

危険有害性情報

Regulatory Information · 2 件

Chemical: 1,2-Benzenedicarboxylic acid, diheptyl ester

Regulation (EC) No 178/2002 (amended)

Other Safety InformationIMAP assessments - 1,2-Benzenedicarboxylic acid, diheptyl ester: Human health tier I assessment
Fire HazardsCombustible.
Health HazardsInhalation of vapors from very hot material may cause headache, drowsiness, and convulsions. Contact with eyes may cause irritation. (USCG, 1999)
Hazards Summary · 1 件

No listed effects of short-term or long-term exposure; Insufficient data on health effects; [ICSC] Like dioctyl phthalate, it may cause CNS depression and mild liver toxicity after ingestion of large amounts; [HSDB] An irritant; [MSDSonline] See PHTHALATE ESTERS.

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Special Reports · 4 件

Nat'l Research Council Canada; Phthalate Esters in the Aquatic Environment (1980) NRCC No. 17583

化学と産業

用途と製造

Uses · 2 件

Used as a plasticizer for vinyl resins; [HSDB]

USED PARTICULARLY AS A PLASTICIZER FOR VINYL RESINS.

U.S. Production · 3 件

(1972) PROBABLY GREATER THAN 4.54X10+5 G

(1975) PROBABLY GREATER THAN 4.54X10+5 G

The 1977 TSCA inventory listed 1 company which manufactured diheptyl phthalate, with a production volume of 1,000 pounds. More current production volume information could not be found. (SRC).

Methods of Manufacturing · 1 件

The first step, alcoholysis of phthalic anhydride (PA) to give the monoester, is rapid and goes to completion. The reaction generally starts at elevated temperatures and proceeds exothermically. The second step is the conversion of the monoester to a diester with the formation of water. This is a reversible reaction and proceeds more slowly than the first, thus determining the overall rate of reaction. To shift the equilibrium towards the diester, the water of reaction is removed by distillation. The rate of reaction can be influenced by the choice of catalyst and the reaction temperature. For fast conversion rates, high reaction temperatures are generally used. However, these are influenced by the boiling point of the alcohol and/or the type of catalyst. ... Currently, nearly all major phthalate producers use amphoteric catalysts for the esterification of high boiling alcohols. ... The reaction temperatures for the amphoteric catalysts are about 200 °C. At this temperature side reactions are minimized, and the alcohol can be recycled without purification. By using this type of catalyst, over 99.5 % conversion to diester can be achieved. /Phthalates/

General Manufacturing Information · 2 件

1,2-Benzenedicarboxylic acid, 1,2-diheptyl ester: ACTIVE

It imparts very good cold resistance to manufactured articles and exerts a lubricating action during fabrication, making it possible to obtain finished articles with smooth shining surfaces.

応用分野 · 4 件

用途プラスチック可塑剤。

環境試料中のフタル酸エステルの分析(HPLC)用標準品、GC-MS分析標準品。

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
3648-21-3
PubChem CID
19284
DTXSID
DTXSID8040779
ChEMBL
CHEMBL2140472
ChEBI
CHEBI:34677
UNII
IE05VO8P8P
EC Number
222-885-4
Nikkaji
J2.187C
Vapor Pressure · 3 件

0.00000207 [mmHg]

Vapor pressure for phthalate esters are extremely low, contributing much to their thermal stability in plastics. /Phthalate esters/

Vapor pressure, kPa at 20 °C: 0.0002

物理化学的性質

融点
40 ℃ · <40℃
沸点
195 °C/0.04 · 195 °C/0.04 mmHg (lit.)
比重(密度)
0.988 g/mL · 0.988 g/mL at 25 °C (lit.)
屈折率
20 · n20/D 1.485(lit.)
闪点
230 °F · >230 °F
貯蔵温度
Sealed in dry,Room Temperature
溶解性
Chloroform (Slightly), Methanol (Slightly)
外見
Oil
色
Colourless
水溶解度
水にやや溶けにくい。
BRN
2336623 · 2336623
Henry's Law Constant
5.9 · 5.9×10-1 mol/(m3Pa) at 25℃, Cousins and Mackay (2000)
主な用途
洗浄剤化粧品食品および飲料パーソナルケア
InChI
1S/C22H34O4/c1-3-5-7-9-13-17-25-21(23)19-15-11-12-16-20(19)22(24)26-18-14-10-8-6-4-2/h11-12,15-16H,3-10,13-14,17-18H2,1-2H3
InChIKey
JQCXWCOOWVGKMT-UHFFFAOYSA-N
SMILES
CCCCCCCOC(=O)c1ccccc1C(=O)OCCCCCCC
CAS データベース
3648 · 3648-21-3(CAS DataBase Reference)
EPAの化学物質情報
Diheptyl phthalate (3648-21-3)

化学的性質

化学的特性clear light yellow liquid

USEPA; Ambient Water Quality Criteria Doc: Phthalate Esters (1980) EPA 440/5-80-067

USEPA/ECAO; Atlas Document for: Phthalate Esters (1980)

Woodward KN et al; HM Stationery Office Publications Centre p183 1986. Review of the toxicity of the esters of o-phthalic acid (phthalate esters).

Reactivity Profile · 1 件

DIHEPTYL 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. Can generate electrostatic charges. [Handling Chemicals Safely 1980. p. 250].

Chemical DangersDecomposes on burning. This produces irritating fumes.
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and Categories · 3 件

Skin Irrit. 2 (90.7%)

Reproductive toxicity - Category 2

Reproductive toxicity - Category 2

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents Not to Be Used: Water may be ineffective.

Use water spray, alcohol-resistant foam, dry powder, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

First AidINHALATION: move to fresh air.
Fire Fighting ProceduresFoam, dry chemical, carbon dioxide.
Cleanup Methods · 1 件

Removal of phthalate esters (PAEs) by alpha-cyclodextrin (CD)-linked chitosan bead in aqueous solution was studied. Results of kinetic experiments indicated that diheptyl phthalate (DHpP) was adsorbed most efficiently (3.21 mg/g) ... It was concluded that the application of low cost alpha-CD-linked chitosan bead could have the potential to effectively remove PAEs from different aquatic environments.

Disposal Methods · 1 件

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 quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Spillage DisposalCollect 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.
Preventive Measures · 1 件

SRP: 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.

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames.
Inhalation RiskEvaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly when dispersed.
Skin PreventionProtective gloves.

毒性情報

Body BurdenDiheptyl phthalate was detected in 2 of 46 human adipose tissue samples analyzed for the National Human Adipose Tissue Survey, FY 1982(1).
Interactions · 1 件

The ability of phthalic acid, phthalic acid anhydride, and various phthalate esters to enhance the mutagenicity of many amino acid pyrolysates was observed with the Ames test (Salmonella typhimurium TA98), but not the SOS Chromotest. Phthalate enhancement of the mutagenicity of 4-nitroquinoline-1-oxide, 2-nitrofluorene, and benzo[a]pyrene was not observed with either test. The mutagenicity-enhancing ability may be related to the induction of enzymes such as P450IIB, that metabolize amino acid pyrolysates. By quantitative structure activity relationship (QSAR) analysis, a good correlation was observed between the mutagenicity-enhancing activity of phthalates and their octanol-water partition coefficients.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5.7X10+4(SRC), determined from a structure estimation method(2), indicates that diheptyl phthalate is expected to be immobile in soil(SRC). In sterile microcosms containing lake water and sediment, approximately 80% of a mixture of di(heptyl,nonyl,undecyl) phthalate partitioned to sediment(3). Volatilization of diheptyl phthalate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.5X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, adsorption to soil is expected to attenuate volatilization(SRC). Diheptyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.1X10-6 mm Hg(SRC), determined from a fragment constant method(5). A 36% theoretical BOD in two weeks using an activated sludge inoculum in the Japanese MITI test suggests that biodegradation is expected to be an important process in soil(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5.7X10+4(SRC), determined from a structure estimation method(2), indicates that diheptyl 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 3.5X10-6 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 20 and 150 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. According to a classification scheme(5), BCFs of 0.9 to 16.7(6), suggest 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 3.4 years and 130 days at pH 7 and 8, respectively(7). The mixture di(heptyl,nonyl,undecyl)phthalate had a half-life of 6 to 8 days in river die-away tests(8), suggesting that biodegradation is expected to be an important process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diheptyl phthalate, which has an estimated vapor pressure of 2.1X10-6 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 diheptyl 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 22 hours(SRC), calculated from its rate constant of 1.8X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase diheptyl phthalate may be removed from the air by wet or dry deposition(SRC). Diheptyl phthalate does contain chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ The extensive database of acute and chronic aquatic toxicity data for 18 phthalate esters was reviewed and summarized for freshwater and saltwater aquatic microorganisms, algae, invertebrates, and fish. Phthalate esters have been tested with six species of microorganisms, including bacteria and protozoans. Fifteen algal species have been tested, including green and bluegreen algae in both freshwater and saltwater. Nineteen freshwater and saltwater invertebrate species inhabiting surface waters and sediments and 21 freshwater and saltwater fish inhabiting cold and warm water bodies have been tested. The results of most studies indicate that acute and chronic toxicity to microorganisms, algae, aquatic invertebrates, and fish are limited to the lower molecular weight phthalate esters (i.e., dimethyl-, diethyl-, diallyl-, dipropyl-, dibutyl-, diisobutyl-, and butylbenzylphthalate). In contrast, higher molecular weight phthalate esters are not acutely or chronically toxic to aquatic organisms. Although conflicting data on chronic effects for high molecular weight phthalate esters have been reported for daphnids, these inconsistencies are attributed to physical effects imposed on daphnids when exposed to test concentrations in excess of true water solubilities. Altogether, nearly 400 test results covering more than 60 species of microorganisms, algae, invertebrates, and fish are reported for both freshwater and saltwater aquatic species. While most investigators used several common species and standard protocols to assay conventional endpoints, many nontraditional species and toxicological endpoints were also used. This has created a toxicological database of both sufficient depth to compare many similar tests and sufficient breadth to encompass virtually al important types of aquatic habitats and classes of aquatic species.

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of diheptyl phthalate can be estimated to be 5.7X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that diheptyl phthalate is expected to be immobile in soil. In sterile microcosms containing lake water and sediment, approximately 80% of di(heptyl,nonyl,undecyl) phthalate partitioned to sediment(3).

Atmospheric ConcentrationsINDOOR AIR: Diheptyl phthalate associated with small particulates was detected inside a telephone office building in Wichita, KS, at a concentration of 1 ng/cu m(1).
Artificial Pollution SourcesDiheptyl phthalate's production and use as a plasticizer for vinyl resins(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

AEROBIC: Diheptyl phthalate present at 100 mg/L, reached 36% of its theoretical BOD in two weeks using an activated sludge inoculum at 30 mg/L in the Japanese MITI test(1,4). Diheptyl phthalate, added to an aerobic semi-continuous activated sludge apparatus at 5, 10, and 20 mg/24 hr, underwent 52, 48, and 54% degradation, respectively(2-3). Di(heptyl,nonyl,undecyl) phthalate had a half-life of 6 to 8 days in river die-away tests(5). In active microcosms containing lake water and sediment, 40 to 48% of (14)C-di(heptyl,nonyl,undecyl) phthalate radioactivity was evolved as carbon dioxide over a 41 day period; after six weeks no residual (14)C-di(heptyl,nonyl,undecyl) phthalate was found in the water column and only 2 to 6% was associated with sediments(5). In semi-continuous activated sludge tests, a primary degradation half-life of <1 day at an addition rate of 5 to 200 mg/L per 24-hour cycle was observed for di(heptyl,nonyl,undecyl) phthalate(5). In shake flask studies using an acclimated bacterial inoculum, an ultimate degradation half-life of 5 days was observed for di(heptyl,nonyl,undecyl) phthalate at an initial concentration of 20 mg/L(5). Diheptyl phthalate was biodegraded in river water from the Kako River in Japan(6). Diheptyl phthalate was biodegraded 11-16% over a 40 day incubation period with activated sludge(7).

Sediment/Soil Concentrations · 1 件

SEDIMENT: Sediment samples taken Sept 1995 from the mouth of 3 rivers (The Hokura flows 54.7 km and includes industrial and agricultural areas; The Shinano flows 366.8 km and includes urban and agricultural areas; The Tainai includes industrial and agricultural areas, draining 151 sq km) were negative for diheptyl phthalate(1). It was detected, not quantified in 1 port in Niigata, Japan(1).

Environmental Bioconcentration · 1 件

BCFs of 0.9 to 2.2 and 6.2 to 16.7 were measured for diheptyl phthalate in carp at chemical concentrations of 1 and 0.1 mg/L, respectively(1). According to a classification scheme(2), these measured BCFs suggest that bioconcentration in aquatic organisms is low(SRC).

安全データ

wgk
3
tsca
TSCA listed
rtecs
TI1090000
hs_code
29173490
risk_code
36/37/38-63
化審法
3-1307
hazard_code
Xn,Xi
safety_code
26-36/37
環境リスク評価
フタル酸ジ-n-ヘプチル(3648-21-3)
Hazard Classifications
Eye Irrit. 2Repr. 2Skin Irrit. 2STOT SE 3
ストレージクラス
10 - Combustible liquids
有毒物質データの
3648-21-3(Hazardous Substances Data)
用途

使用Di-n-heptyl 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.

一般的な説明Odorless white liquid. May float or sink in water.

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補足説明

定義ChEBI: The diheptyl ester of benzene-1,2-dicarboxylic acid.