ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト:[email protected]AIアクセス:llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
  1. ホーム
  2. /化合物

フタル酸ジシクロヘキシル

Dicyclohexyl phthalate

HCID 6777
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
部分構造検索類似構造を探す

基本情報

CAS
84-61-7
標準SMILES
O=C(OC1CCCCC1)c1ccccc1C(=O)OC1CCCCC1
InChIKey
VOWAEIGWURALJQ-UHFFFAOYSA-N
分子式
C20H26O4
平均分子量
330.4 g/mol
単同位体質量
330.18310931

概要

Dicyclohexyl phthalate is a white granular solid with an aromatic odor. Water insoluble. (NTP, 1992)

名称と識別子

優先名称
Dicyclohexyl phthalate
IUPAC
dicyclohexyl benzene-1,2-dicarboxylate
現地名
フタル酸ジシクロヘキシル
英語名
Dicyclohexyl phthalate
分子式
C20H26O4
分子量
330.42

名称と別名

DICYCLOHEXYL PHTHALATE84-61-7Ergoplast FDCUnimoll 66Howflex CPDicyclohexyl benzene-1,2-dicarboxylateErgoplast.fdcPhthalic acid, dicyclohexyl esterDCHPHF 191KP 201DTXSID5025021
名称をさらに表示
フタル酸ジシクロヘキシルホウフレックスCPジシクロヘキシルフタラートユニモール66ジシクロヘキシル=フタラートハウフレックスCPエルゴプラストFDCジシクロヘキシルフタレ-トフタル酸ジシクロヘキシル標準品フタル酸ジシクロヘキシル、ジシクロヘキサン-1-イル=フタラートフタル酸ジシクロヘキシル STANDARDMORFLEX® 150フタル酸ジシクロヘキシル IN METHANOLMorflexR 150フタル酸ジシクロヘキシル Standard, 1000 µg/mL in Acetonitrileフタル酸ジシクロヘキシル, 100 µg/mL in MeOH1,2-ジシクロヘキシル ベンゼン-1,2-ジカルボキシラートCYCLOHEXYL PHTHALATEhowflexcpergoplastfdcphtalatededicyclohexylePHTHALIC ACID, BIS-CYCLOHEXYL ESTERkp201

物性

構造計算による物性

XLogP
5.2
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
6
重原子数
24
形式電荷
0
複雑度
381

実験および物理化学的性質

Chemical ClassesPhthalate
PolymersPlastics & Rubber -> Phthalate Esters
SpringerMaterials PropertiesBoiling point
LogP5.6 (calculated)
OdorMildly aromatic odor
Density · 3 件

1.383 at 68 °F (NTP, 1992) - Denser than water; will sink

1.383 g/cu cm at 20 °C

1.4 g/cm³

ViscositySolid at 20 °C
Color/Form · 3 件

White granular solid

White, crystalline solid

Prisms from alcohol

Solubility · 6 件

Insoluble (NTP, 1992)

In water, 4.0 mg/L at 24 °C.

Slightly soluble in chloroform; soluble in ethanol, diethyl ether

Soluble in most organic solvents

SOL IN LINSEED & CASTOR OILS

Solubility in water: none

Flash Point · 2 件

405 °F (NTP, 1992)

180-190 °C c.c.

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

Danger

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P203, P261, P272, P280, P302+P352, P318, P321, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 8.7% (25 of 287) of reports.

Danger

H315 (13.9%): Causes skin irritation [Warning Skin corrosion/irritation]

危険有害性情報

Regulatory Information · 6 件

Chemical: 1,2-Benzenedicarboxylic acid, dicyclohexyl ester

Hazard Traits - Developmental Toxicity; Endocrine Toxicity; Immunotoxicity; Reproductive Toxicity; Respiratory Toxicity

Regulation (EC) No 178/2002 (amended)

1,2-Benzenedicarboxylic acid, 1,2-dicyclohexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Benzenedicarboxylic acid, 1,2-dicyclohexyl 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: Dicyclohexyl phthalate (EC: 201-545-9)

Substance: Dicyclohexyl phthalate

Other Safety InformationIMAP assessments - C4-6 side chain transitional phthalates: Human health tier II assessment
DOT LabelClass 9
Fire Hazards · 2 件

This chemical is combustible. (NTP, 1992)

Combustible.

Health HazardsACUTE/CHRONIC HAZARDS: This compound may cause irritation on contact. (NTP, 1992)
Hazards Summary · 1 件

No listed effects of short-term or long-term exposure; [ICSC] Oral LD50 (rat) = 30 mL/kg; [ChemIDplus] Like dioctyl phthalate, it may cause CNS depression and mild liver toxicity after ingestion of large amounts; [HSDB] May cause irritation; [CAMEO] An irritant; [MSDSonline] See PHTHALATE ESTERS.

化学と産業

薬理情報

Mechanism of Action · 2 件

Endocrine disrupting chemicals (EDCs) may potentially worsen infectious diseases because EDCs disturb human immune function by interfering with endocrine balance. To evaluate the influence of EDCs on the innate immune function of macrophages, we investigated the effects of 37 possible EDCs on lipopolysaccharide-induced activation of the IFN-beta promoter. Alachlor, atrazine, benomyl, bisphenol A, carbaryl, diethyl phthalate, dipropyl phthalate, kelthane, kepone, malathion, methoxychlor, octachlorostyrene, pentachlorophenol, nonyl phenol, p-octylphenol, simazine and ziram all inhibited the activation. Kepone and ziram showed strong inhibitory effects. Aldicarb, amitrole, benzophenone, butyl benzyl phthalate, 2,4-dichlorophenoxy acetic acid, dibutyl phthalate, 2,4-dichlorophenol, dicyclohexyl phthalate, diethylhexyl adipate, diethylhexyl phthalate, dihexyl phthalate, di-n-pentyl phthalate, methomyl, metribuzin, nitrofen, 4-nitrotoluene, permethrin, trifluralin, 2,4,5-trichlorophenoxyacetic acid and vinclozolin had no significant effects at 100 muM. These results indicate that some agrochemicals and resin-related chemicals may potentially inhibit macrophage function, which suggests that endocrine disruptors may influence the development of infectious diseases.

Xenoestrogen dialkyl phthalates, C(6)H(4)(COOC(n)H(m))(2), lack the phenolic hydroxyl group that is an essential structural component of the steroid A ring of 17 beta-estradiol. In order to examine whether dialkyl phthalates imitate the steroid structure, we have synthesized a series of 4-hydroxyl derivatives of dialkyl phthalates. The compounds were examined for their ability to displace [(3)H]17 beta-estradiol from the recombinant human estrogen receptor, which was expressed on Sf9 cells using the vaculovirus expression system. Dialkyl 4-hydroxyl phthalates were found to exhibit several-fold higher binding affinities compared to phthalates without the 4-hydroxyl group. From the analyses of receptor binding modes of dialkyl phthalates with and without the 4-hydroxyl group, it was deduced that the phthalic benzene ring mimics the steroid A ring. A biphasic binding curve observed for dicyclohexyl phthalate was also depicted by its 4-hydroxyl derivative, but it increased binding affinity only at the high affinity binding site. These data suggest that the phthalate benzene moiety recognizes the core of the estrogen receptor binding site and the hydrophobic interaction of the dialkyl moiety substantiates the binding characteristics of the phthalates. The present data indicate that even chemicals with slight structural analogy and weak receptor affinity can perturb the endocrine system when administered in high concentrations.

関連反応

1 件
反応記録を作成
HRID 1032444 の反応式
HRID 1032444反応物としてuspto-grants-1990_09

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
1,2-Benzenedicarboxylic acid, dicyclohexyl esterDiclohexyl 1,2-benzenedicarboxylateCGD15M7H2NNSC-6101DTXCID5050211,2-dicyclohexyl benzene-1,2-dicarboxylateRefChem:133239201-545-9

データベース識別子

CAS
84-61-7
PubChem CID
6777
DTXSID
DTXSID5025021
ChEMBL
CHEMBL3185893
ChEBI
CHEBI:34693
UNII
CGD15M7H2N
EC Number
201-545-9
Nikkaji
J47.120H
Endocrine Disruptors
Potential endocrine disrupting compound
Boiling Point · 3 件

392 to 455 °F at 4 mmHg (NTP, 1992)

BP: 224 °C at 4 mm Hg

at 0.5kPa: 222-228 °C

物理化学的性質

融点
63 · 63-67 °C(lit.)
沸点
200 · 200-235 °C (4 mmHg)
比重(密度)
1.2 · 1.2
蒸気密度
11.6 · 11.6 (vs air)
蒸気圧
0.1 mm · 0.1 mm Hg ( 150 °C)
屈折率
1.485 · 1.485
闪点
207 °C · 207 °C
貯蔵温度
30 °C · Store below +30°C.
溶解性
0.2 mg/l · 0.2mg/l
外見
個体
色
白い
臭い (Odor)
100 %で。プラスチック臭 · 100.00%で。プラスチック臭
水溶解度
不溶性
BRN
1889288 · 1889288
Henry's Law Constant
9.9 · 9.9×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
InChI
1S/C20H26O4/c21-19(23-15-9-3-1-4-10-15)17-13-7-8-14-18(17)20(22)24-16-11-5-2-6-12-16/h7-8,13-16H,1-6,9-12H2
InChIKey
VOWAEIGWURALJQ-UHFFFAOYSA-N
SMILES
O=C(OC1CCCCC1)c2ccccc2C(=O)OC3CCCCC3
LogP
4.82 at · 4.82 at 25℃
CAS データベース
84 · 84-61-7(CAS DataBase Reference)
NISTの化学物質情報
1 · 1,2-Benzenedicarboxylic acid, dicyclohexyl ester(84-61-7)
EPAの化学物質情報
Dicyclohexyl phthalate (84-61-7)

化学的性質

化学的特性white crystalline powder

FDA RequirementsDicyclohexyl phthalate is an indirect food additive for use only as a component of adhesives.
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Special Reports · 5 件

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

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

Phthalate Esters; Environ Health Perspect 45: 1-210 (1982)

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

For more Special Reports (Complete) data for DICYCLOHEXYL PHTHALATE (6 total), please visit the HSDB record page.

TSCA Requirements · 1 件

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. 1,2-Benzenedicarboxylic acid,dicyclohexyl ester is included on this list. Effective date 10/04/82; Sunset date 10/04/92.

Reactivity Profile · 1 件

DICYCLOHEXYL 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 reacts with oxidizers. It hydrolyzes under acid and basic conditions. (NTP, 1992)

Chemical DangersReacts with acids and bases. Decomposes on burning. This produces irritating fumes.

安全と保護具

Fire Fighting · 2 件

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Rinse skin with plenty of water or shower.

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

Rinse mouth.

First Aid · 1 件

EYES: 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.

Safe StorageStore in an area without drain or sewer access. Separated from acids and bases.
Fire Fighting Procedures · 2 件

Wear self-contained breathing apparatus for firefighting if necessary.

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

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids
Cleanup Methods · 1 件

ACCIDENTAL RELEASE MEASURES Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2 件

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Contaminated packaging Dispose of as unused product.

Spillage DisposalDo NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting.
Preventive Measures · 5 件

Increased /room/ ventilation and /SRP: decreased/ aspiration of vapors and dusts. /Phathalic esters/

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

SRP: Contaminated protective clothing should be segregated in a manner such that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

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.

For more Preventive Measures (Complete) data for DICYCLOHEXYL PHTHALATE (7 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

毒性情報

Body Burden · 1 件

The degradation product of dicyclohexyl phthalate, monocyclohexyl phthalate (MCHP), was detected (detection limit 0.7 ug/L) in <16% of 2540 urine samples collected in the United States National Health and Nutrition Examination Survey (1999-2000)(1). MCHP was not detected in the serum of 501 female and 502 male seniors from Uppsala, Sweden(2). MCHP was detected in <20% of the urine samples collected from 3236 people (ages 6-49 years old) during the Canadian Health Measures Survey 2007-2009(3).

Health Effects · 1 件

Phthalate 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)

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), estimated log Koc values of 4.12-4.47(2-3), indicate that dicyclohexyl phthalate is expected to be immobile in soil(SRC). Volatilization of dicyclohexyl phthalate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.0X10-7 atm-cu m/mole(SRC), based upon its vapor pressure, 8.69X10-7 mm Hg(4), and water solubility, 4 mg/L(5). Dicyclohexyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Dicyclohexyl phthalate reached 68.5% of its theoretical BOD in the Japanese MITI test(6), suggesting that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), estimated log Koc values of 4.12-4.47(2-3), indicate that dicyclohexyl phthalate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 1.0X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 8.69X10-7 mm Hg(5), and water solubility, 4 mg/L(6). Dicyclohexyl phthalate is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(4). According to a classification scheme(7), an estimated BCF of 5750(SRC), from an estimated log Kow of 6.2(2) and a regression-derived equation(2), 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(8). Hydrolysis is not expected to be an important process(SRC) based on estimated hydrolysis half-lives of 12 and 1.2 years at pHs 7 and 8, respectively(2). Dicyclohexyl phthalate had average biodegradation half-lives of 11.1 and 26.4 days under aerobic and anaerobic conditions, respectively, in river sediment samples(9), suggesting that biodegradation is an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dicyclohexyl phthalate, which has a vapor pressure of 8.69X10-7 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dicyclohexyl 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 16 hours(SRC), calculated from its rate constant of 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase dicyclohexyl phthalate may be removed from the air by wet and dry deposition(SRC). Dicyclohexyl phthalate contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 件

In April 2011, 72 commonly consumed foods were purchased from super markets in Albany, NY; dicyclohexyl phthalate was not detected (detection limit 0.2 ng/g) in beverages, milk, fish, fruits/vegetables, grain, beef, pork, poultry or meat and meat products(1). It was detected in 1 of 9, 1 of 3, 1 of 6 and 1 of 7 samples of other dairy, vegetable oils, condiments and infant food, respectively(1). Dicyclohexyl phthalate was detected in 11% of foods and beverages purchased from Norwegian grocery stores(2). Dicyclohexyl phthalate was detected at <0.01-18.6 mg/kg in 47 confectionary, snack products and biscuits wrapped in printed polypropylene film; a good correlation was found between the ink concentration and the food products(3). Dicyclohexyl phthalate was not detected in raw cow's milk collected from farms in Belgium(4).

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 RoutesOral (L1903) ; inhalation (L1903) ; dermal (L1903)
Milk Concentrations · 3 件

Dicyclohexyl phthalate was not detected (detection limit 0.2 ng/g) in 2 milk samples purchased from super markets in Albany, NY in April 2011(1). Dicyclohexyl phthalate was not detected in raw cow's milk collected from farms in Belgium(2).

This survey determined the levels of eight phthalates - i.e. dimethyl phthalate (DMP), diethyl phthalate (DEP), diisobutyl phthalate (DiBP), di-n-butyl phthalate (DnBP), benzylbutyl phthalate (BzBP), di(2-ethylhexyl) phthalate (DEHP), dicyclohexyl phthalate (DCHP) and di-n-octyl phthalate (DnOP) - in several Belgian milk and dairy products. Samples were obtained from various farms, a dairy factory and from different shops in order to investigate phthalate contamination "from farm to fork". At several stages in the milk chain, product contamination with phthalates - mostly DiBP, DnBP, BzBP and DEHP - was observed. At farm level, the mechanical milking process and the intake of phthalate containing feed by the cattle were found to be possible contamination sources. At industry and retail level, contact materials including packaging materials were additional contamination sources for phthalates in milk and dairy products.

This study investigated the occurrence of dimethyl phthalate (DMP), diethyl phthalate (DEP), diisobutyl phthalate (DiBP), di-n-butyl phthalate (DnBP), benzylbutyl phthalate (BBP), di(2-ethylhexyl) phthalate (DEHP), dicyclohexyl phthalate (DCHP) and di-n-octyl phthalate (DnOP) in raw cow's milk and feed from Belgian farms in order to determine their most relevant contamination pathways in milk. Measurable levels of DMP, DEP, DnBP, DCHP and DnOP were found in various feed samples, although they were not observed in milk. A plausible explanation for this is that they are rapidly metabolised in cows. DEHP and in a smaller degree also DiBP and BBP levels in milk seemed to vary across seasons and farms. DiBP and BBP levels were lower in summer than in winter milk, which was in contrast with what was observed for DEHP. This is possibly due to another feed composition during summer and winter. Comparing BBP and DEHP concentrations in manually with those in mechanically obtained milk revealed that, besides environmental contamination via feed ingestion, contact materials used during the mechanical milking process is another important contamination pathway. Concentrations observed in this study confirm the decreasing trend of DEHP in European cow's milk owing to the substitution of DEHP by other plasticisers.

Toxicity Summary · 2 件

IDENTIFICATION AND USE: Dicyclohexyl phthalate(DCHP) is a white granular solid. It is used as a plasticizer to modify the properties of synthetic resins, in alkyd resins and cellulose nitrate to increase their stability to light and weathering, and to improve the chemical and physical properties of plastics by preventing creep. It is very stable to heat and light and imparts a glossy finish to extruded materials. It is also used in paper finishes and makes printers ink water-resistant. HUMAN EXPOSURE AND TOXICITY: There is limited evidence that occupational exposure to DCHP fumes may have caused asthma. In vitro DCHP effectively inhibit the calcium signaling of human nicotinic acetylcholine receptors. In vitro assay of human breast cancer MCF-7 cell proliferation demonstrated DCHP estrogenic activities. People exposed to DCHP will excrete mono-cyclohexyl phthalate (MCHP) in their urine. ANIMAL STUDIES: Neat dicyclohexyl phthalate (DCHP) was slightly irritant to the skin of guinea-pigs and rabbits, and the eyes of rabbits. Liver and testicular effects were seen following repeated administration in oral studies in rats. It was of low acute oral toxicity in rats and mice. DCHP gave no indication of genotoxicity in studies using bacteria, including Ames tests. Prolonged estrous cycle length was found in rats exposed to 6000 ppm DCHP in diet. A decrease in the survival of pups was seen after rats were exposed to 500 mg/kg/d during gestation. DCHP may have antiandrogenic effects on male reproductive development before and after birth. DCHP affected the developing rat brain, resulting in hyperactivity, probably as a result of degeneration of mesencephalic tyrosine hydroxylase rather than alteration of the level of gene expression. ECOTOXICITY STUDIES: DCHP significantly inhibited activities of antioxidant enzymes (superoxide dismutase, catalase, and glutathione peroxidase) in liver of freshwater goldfish Carassius.

Phthalate 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)

Average Daily Intake · 1 件

The average daily intake of dicyclohexyl phthalate was estimated as 0.008 ug/kg/day based on a food survey conducted in Albany, NY in 2011(1). The average daily intake of dicyclohexyl phthalate was estimated as 10-20 ng/kg body weight/day in studies of foods and beverages purchased from Norwegian grocery stores(2).

Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ Phthalates (PAEs) are chemical agents typically used as plasticizers in numerous industrial products. They have become ubiquitous contaminants due to their tendency to release into the environment. The present study was conducted to investigate the comparative antioxidant responses in liver of freshwater goldfish Carassius auratus injected intraperitoneally with 17 different PAEs at a concentration of 10 mg/kg for 10 days. The results indicated that these PAEs can adversely affect the antioxidant status, confirmed by the significantly inhibited activities of antioxidant enzymes (superoxide dismutase, catalase, and glutathione peroxidase). Especially, the latter two enzymes constituted the most affected antioxidant enzymes after the exposure, and the lowest values were recorded for the catalase activity. The toxicity order was proposed via the integrated biomarker response, with dicyclohexyl phthalate the most toxic and diethyl phthalate the least. Overall, these findings may contribute to the risk assessments of these chemicals on aquatic species.

Signs and SymptomsPhthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)
Ongoing Test Status · 2 件

EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays; Click on the "Chemical Explorer" button on the tool bar to see the data./[USEPA; ICSS Dashboard Application; Available from, as of December 8, 2014: http://actor.epa.gov/dashboard/]

The 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.[Available from: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=84-61-7]

法規制情報

FDA RequirementsDicyclohexyl phthalate is an indirect food additive for use only as a component of adhesives.
TSCA Requirements · 1 件

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. 1,2-Benzenedicarboxylic acid,dicyclohexyl ester is included on this list. Effective date 10/04/82; Sunset date 10/04/92.

安全データ

wgk
1
tsca
TSCA listed
rtecs
TI0889000
毒性
LD50 oral in rat: 30mL/kg
PRTR法
第二種指定化学物質
hs_code
29173400
risk_code
36/37/38
化審法
(3)-1311
hazard_code
Xi
safety_code
26-36
自然発火温度
395°C
環境リスク評価
フタル酸ジシクロヘキシル(84-61-7)
Hazard Classifications
Aquatic Chronic 2Repr. 1BSkin Sens. 1
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
84-61-7(Hazardous Substances Data)
Metabolism/Metabolites · 6 件

Hepatic preparation from rat, baboon and ferret hydrolyzed dicyclohexyl phthalate to its corresponding monoester derivative. Intestinal preparation from the 3 animals and from man catalyzed the monohydrolysis of phthalate diester.

The phthalate diesters are rapidly metabolized to the monoester both in the intestine and following absorption. The rate of hydrolysis is greater for the lower molecular weight esters. The monoester may undergo further oxidation of the alcohol side chain, but further hydrolysis is minimal. Suggest that the half hydrolysis of diester substrates is due to the anionic charge of the free carbonyl group inhibiting formation of the enzyme-substrate complex. /Phthalate diesters/

Orally administered phthalic acid esters are most probably absorbed from the gut primarily as monoesters. The hydrolysis of dimethyl phthalate, di-n-butyl phthalate, dioctyl phthalate, di-2-ethylhexyl phthalate, diethyl phthalate, and dicyclohexyl phthalate was studied. Hepatic preparations from the rat, ferret, baboon, and intestinal preparations from these species and from humans hydrolyzed these diesters to the monoesters. With the exception of dicyclohexyl phthalate, all of the diesters were hydrolyzed faster than di-2-ethylhexyl phthalate by intestinal preparations.

After 16 hr incubation, 1% dicyclohexylphthalate at 1 mg/mL was metabolized to the monoester by intestinal contents of rats and humans. The hydrolysis by stomach contents was negligible.

For more Metabolism/Metabolites (Complete) data for DICYCLOHEXYL PHTHALATE (8 total), please visit the HSDB record page.

Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (A2884)

Absorption, Distribution and Excretion · 3 件

The phthalic acid esters and/or their metabolites are readily absorbed from the intestinal tract, the intraperitoneal cavity, and the lung. There is also evidence indicating that these esters can be absorbed through the skin. The vehicle can play an important role in the absorption, distribution, and elimination of the ester. /Phthalic acid esters/

Absorbed esters of phthalic acid esters (or their metabolites) distribute quite repidly to various organs and tissues both in animals and humans, especially the liver, kidney, and bile. /Phthalic acid esters/

Pharmacokinetic studies have been performed using ingestion, absorption through skin, and injection. Phthalates were readily taken up, distributed, metabolized, and excreted by all three routes of exposure. /Phthalates/

用途と製造

Uses · 6 件

Used as plasticizer for nitrocellulose, ethyl cellulose, chlorinated rubber, polyvinyl acetate, polyvinyl chloride, and other polymers; Also used as a heat sealer for cellulose, in paper finishes, and to make printers ink water-resistant; [HSDB]

Pulp and Paper Processing [Category: Industry]

Plasticizer for nitrocellulose, ethyl cellulose, chlorinated rubber, polyvinyl acetate, polyvinyl chloride, and other polymers.

Dicyclohexyl phthalate is used as a plasticizer to modify the properties of synthetic resins, in alkyd resins and cellulose nitrate to increase their stability to light and weathering, and to improve the chemical and physical properties of plastics by preventing creep. It is very stable to heat and light and imparts a glossy finish to extruded materials. It is also used in paper finishes and makes printers ink water-resistant.

Use resulting in inclusion into or onto matrix ... Paint, lacquers and varnishes industry ...

Phthalate esters are mainly used as plasticizers, primarily used to soften polyvinyl chloride. They are found in a number of products, including glues, building materials, personal care products, detergents and surfactants, packaging, children's toys, paints, pharmaceuticals, food products, and textiles. Phthalates are used in a variety of household applications such as shower curtains, vinyl upholstery, adhesives, floor tiles, food containers and wrappers, and cleaning materials. Personal care items containing phthalates include perfume, eye shadow, moisturizer, nail polish, liquid soap, and hair spray. (L1903)

U.S. Production · 6 件

2023: 250,000 - <550,000 lb

The 1977 TSCA inventory listed 4 companies which manufactured dicyclohexyl phthalate, with a total production volume of 12.2 million pounds.

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5303]

1,2-Benzenedicarboxylic acid, dicyclohexyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1,2-Benzenedicarboxylic acid, 1,2-dicyclohexyl ester. Aggregated National Production Volume: < 500,000 pounds.

Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 1,2-Benzenedicarboxylic acid, 1,2-dicyclohexyl ester. National Production Volume: 500,000 - 1,000,000 lb/yr.

Consumer UsesPhotosensitizers
Industry UsesPhotosensitizers
Methods of Manufacturing · 2 件

... Prepared from the reaction of phthalic anhydride with cyclohexanol in an inert solvent like toluene at about 130 °C.

Cyclohexanol + phthalic anhydride (esterification)

Household ProductsInformation on 2 consumer products that contain Dicyclohexyl phthalate in the following categories is provided:
General Manufacturing Information · 2 件

Other (requires additional information)

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

応用分野 · 3 件

用途可塑剤(防湿セロハン用,アクリルラッカー用,感熱接着剤用),プラスチック表面のブロッキング防止剤,防湿セロファン用可塑剤

用途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。

一般的な説明White granular solid with an aromatic odor. Water insoluble.

上流・下流製品情報

上流原料

フタル酸無水物シクロヘキサノール

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海创赛科技有限公司400-6087598 15021221957 · [email protected]
上海马氏化学科技有限公司19916721580 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
上海有朋化工有限公司021-69005955 13701776567 · [email protected]
北京海力扬化学科技有限公司13718199399 · [email protected]
北京欣赛维化学科技有限公司010-56218822 13717722232 · [email protected]
四川海诺威科技有限公司13708085536 13708085536 · [email protected]
上海凯赛化工有限公司021-33516722 13701817869 · [email protected]
上海彤源化工有限公司021-021-69182866 13701855675 · [email protected]
成都润泽本土化工有限公司13096311329 028-88469284 616445927 · [email protected]
北京华扬致成科技有限公司13716033033 · [email protected]
上海蓝润化学有限公司021-69515658 ; 69515628 13701998368 · [email protected]
上海容立化学科技有限公司021-69992220 13701886816 · [email protected]
上海康拓化工有限公司021-69185552 13701777608 · [email protected]