(+/-)-TRANS-1,2-시클로헥산디카르복실산무수물

Hexahydrophthalic anhydride

HCID 85689CAS 14166-21-3

기본 정보

표준 SMILES
O=C1OC(=O)C2CCCCC12
InChIKey
MUTGBJKUEZFXGO-UHFFFAOYSA-N
분자식
C8H10O3
평균 분자량
154.16 g/mol
단동위원소 질량
154.06299418

이름 및 식별자

우선 이름
Hexahydrophthalic anhydride
IUPAC
3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione
현지명
(+/-)-TRANS-1,2-시클로헥산디카르복실산무수물
영어명
(+/-)-trans-1,2-Cyclohexanedicarboxylic anhydride
분자식
C8H10O3
분자량
154.16

이름 및 동의어

Hexahydrophthalic anhydride85-42-71,2-Cyclohexanedicarboxylic anhydrideHHPALekutherm Hardener H1,3-Isobenzofurandione, hexahydro-Araldite HT 907Hexahydrophthalic acid anhydrideCyclohexane-1,2-dicarboxylic anhydride1,2-Cyclohexanedicarboxylic acid anhydridehexahydro-1,3-isobenzofurandioneHexahydro-2-benzofuran-1,3-dione
이름 더 보기
(+/-)-TRANS-1,2-시클로헥산디카르복실산무수물trans-cyclohexane-1,2-dicarboxylic anhydrideEinecs 238-009-9TRANS-HEXAHYDROPHTHALIC ANHYDRIDEtrans-Hexahydroisobenzofuran-1,3-dione1,3-Isobenzofurandione, hexahydro-, trans-TRANS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE1,2-Cyclohexanedicarboxylic anhydride, transrel-(3aR,7aR)-Hexahydroisobenzofuran-1,3-dionetrans-1,2-Cyclohexanedicarboxylic anhydride 97%(±)-trans-1,2-Cyclohexanedicarboxylic Anhydride
DTXSID8026515CHEBI:103210DTXCID906515RefChem:146059Hexahydrophthalic anhydride, all isomers201-604-9Hexahydroisobenzofuran-1,3-dioneoctahydro-2-benzofuran-1,3-dione

데이터베이스 식별자

CAS
14166-21-3、85-42-7
PubChem CID
85689
DTXSID
DTXSID8026515
ChEMBL
CHEMBL273968
ChEBI
CHEBI:103210
EC Number
201-604-9
Nikkaji
J70.181E

물성

구조 계산 물성

XLogP
1.2
극성 표면적
43.4 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
0
무거운 원자 수
11

실험 및 물리화학적 성질

LogP21.4
Density · 2건

1.19 at 40 °C

5.3

Color/Form · 2건

Clear, colorless, viscous liquid

... becomes a glassy solid at 35-36 °C

Solubility · 2건

Miscible with benzene, toluene, acetone, carbon tetrachloride, chloroform, ethanol, and ethyl acetate; slightly soluble in petroleum ether

Solubility in water: reaction

Flash Point · 2건

149 °C (open cup)

300.2 °F

Boiling Point · 3건

BP: 145 °C at 18 mm Hg

296 °C

564.8 °F

물리화학적 성질

녹는점
145 · 145-147 °C(lit.)
끓는 점
283.4 · 283.4±0.0 °C(Predicted)
밀도
1.235 · 1.235±0.06 g/cm3(Predicted)
저장 조건
2 · Sealed in dry,2-8°C
용해도
아세톤(약간 용해됨), 클로로포름(약간 용해됨), DMSO(약간 용해됨)
물리적 상태
고체

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H317: May cause an allergic skin reaction [Warning Sensitization, Skin];H318: Causes serious eye damage [Danger Serious eye damage/eye irritation];H334: May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]

P233, P260, P261, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.2% (1 of 526) of reports.

유해성 정보

Regulatory Information · 6건

Chemical: 1,3-Isobenzofurandione, hexahydro-

Hazard Traits - Respiratory Toxicity;Authoritative List - EC Annex VI Resp. Sens. - Cat. 1;Report - if used as a fragrance or flavor ingredient

1,3-Isobenzofurandione, hexahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Isobenzofurandione, hexahydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 25-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14406

Substance: Cyclohexane-1,2-dicarboxylic anhydride;EC: 201-604-9;Date of inclusion: >19-Dec-2012;Reason for inclusion: Respiratory sensitising properties (Article 57(f) - human health)

1,3-Isobenzofurandione, hexahydro-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,3-Isobenzofurandione, hexahydro-: Environment tier I assessment;IMAP assessments - Hexahydrophthalic anhydride: Human health tier II assessment
Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire.
Hazards Summary · 1건

Occupational asthma reported in chemical worker; [Malo] Toxic by inhalation; A strong skin and eye irritant; [Hawley] Slowly decomposed by water forming acids; A skin and severe eye irritant; May cause skin sensitization and asthma; [ICSC] Workers with occupational contact urticaria, rhinitis, and conjunctivitis from airborne exposure had resolution of symptoms after removal from work. [ACGIH] A skin sensitizer in guinea pig maximization test; Hypersensitivity effects of human exposure include asthma, urticaria, contact dermatitis, hemolysis, and late respiratory systemic syndrome; Allergic asthma is reportedly the major hypersensitivity reaction, with most cases apparently of the IgE form; [IUCLID] Several studies have shown respiratory sensitization in humans; Mildly irritating to skin and severely irritating or corrosive to eyes of rabbits; [EPA ChAMP] An irritant that may cause serious eye injury; May cause sensitization by skin contact and inhalation; [Alfa Aesar MSDS] See ACID ANHYDRIDES. See Trimellitic anhydride.

EC ClassificationNote: C; Symbol: Xn; R: 41-42/43; S: (2)-23-24-26-37/39
Chemical DangersDecomposes slowly on contact with water. This produces acid.

안전 및 보호

Fire FightingUse water in large amounts.
First Aid Measures · 4건

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. 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 .

Safe StorageDry. Store in an area without drain or sewer access.
Fire Fighting Procedures · 2건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Special protective equipment for fire-fighter: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place.
Cleanup Methods · 2건

ACCIDENTAL RELEASE MEASURES. Personal precautions: Use personal protective equipment. Avoid dust formation. Avoid breathing dust. Ensure adequate ventilation.

ACCIDENTAL RELEASE MEASURES. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal.

독성 정보

Ecotoxicity Values · 3건

LC50; Species: Daphnia magna (Crustacea); Conditions: static Concentration: 88 mg/L for 21 days

LC50; Species: Daphnia magna (Crustacea); Conditions: static Concentration: 103 mg/L for 24 hours

LC50; Species: Oryzias latipes (Medaka); Conditions: static freshwater; Concentration: > 500 mg/L for 48 hr; Dissolved Oxygen: 7.3-4.3 mg/L Test Temperature and Units: Value/Lower Range: 23 Upper Range: 27

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that hexahydrophthalic anhydride is expected to have very high mobility in soil(SRC). Volatilization of hexahydrophthalic anhydride from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.1X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Hexahydrophthalic anhydride is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.3X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Utilizing the Japanese MITI test, 4% of the Theoretical BOD was reached in 4 weeks(5) indicating that biodegradation is not a rapid environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that hexahydrophthalic anhydride is not 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 2.1X10-5 atm-cu m/mole(4)((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 2.3 and 20 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 13(SRC), from an estimated log Kow of 2.17(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hexahydrophthalic anhydride is expected to undergo hydrolysis in the environment due to the presence of functional groups that hydrolyze under environmental conditions(3). Utilizing the Japanese MITI test, 4% of the Theoretical BOD was reached in 4 weeks(8) indicating that biodegradation is not a rapid environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), hexahydrophthalic anhydride, which has an estimated vapor pressure of 5.3X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase hexahydrophthalic anhydride 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 19 hrs(SRC), calculated from its rate constant of 6.8X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Hexahydrophthalic anhydride does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1건

Hemolytic anemia - Decreased hemoglobin or number of red blood cells.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.

Exposure RoutesThe substance can be absorbed into the body by inhalation.
Signs and Symptoms · 4건

Cough. Wheezing.

Redness.

Redness. Pain.

Sore throat. Burning sensation. Abdominal pain. Diarrhoea.

ICSC Environmental DataThe substance is harmful to aquatic organisms.

규제 정보

Regulatory Information · 6건

Chemical: 1,3-Isobenzofurandione, hexahydro-

Hazard Traits - Respiratory Toxicity;Authoritative List - EC Annex VI Resp. Sens. - Cat. 1;Report - if used as a fragrance or flavor ingredient

1,3-Isobenzofurandione, hexahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Isobenzofurandione, hexahydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 25-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14406

Substance: Cyclohexane-1,2-dicarboxylic anhydride;EC: 201-604-9;Date of inclusion: >19-Dec-2012;Reason for inclusion: Respiratory sensitising properties (Article 57(f) - human health)

1,3-Isobenzofurandione, hexahydro-: Does not have an individual approval but may be used under an appropriate group standard

안전 데이터

wgk
3
HS 번호
29172090
risk_code
20/21/22-42/43-41
hazard_code
Xn
safety_code
26-27-36/37/39-37/39-24-23
기존화학 물질
KE-09170

화학 및 산업

약리 정보

Biological Half-LifeBiological half-life of HHP acid in plasma was approximately 2 hr.
Metabolism/Metabolites · 1건

Human volunteers /were/ exposed at vapor levels of 10, 40, or 80 ug/cu m for 8 hours. Inhaled /hexahydrophtalic anhydride/ (HHPA) was almost completely absorbed in the respiratory tract, probably as /hexahydrophthalic acid/ (HHP acid) after hydrolysis on the mucus membrane. HHP acid in plasma rapidly increased without reaching steady state during exposure and decreased rapidly following removal from exposure. HHP acid was excreted through the kidneys.

MeSH Pharmacological ClassificationAgents causing the narrowing of the lumen of a bronchus or bronchiole.
Absorption, Distribution and Excretion · 2건

Six healthy volunteers were exposed to gaseous hexahydrophthalic anhydride (HHPA) ... for 8 hr. The respiratory uptake of the inhaled HHPA was almost complete. Rapid increases in plasma and urinary levels of hexahydrophthalic acid (HHP acid) were seen. During the first 4 hr after the end of exposure, the half-time of HHP acid in plasma was about 2 hr. A corresponding decay was seen in urine. The correlations (r > 0.90) between the air concentrations of HHPA and the levels of HHP acid in plasma and urine were close. They were even closer (r > 0.96) when the total respiratory uptake of HHPA was used. Urinary pH adjustment by intake of ammonium chloride or sodium hydrogen carbonate did not significantly alter the excretion of HHP acid. The results show that the analysis of HHP acid in plasma or urine is useful as a biological monitor for exposure to HHPA.

Human volunteers /were/ exposed at vapor levels of 10, 40, or 80 ug/cu m for 8 hours. Inhaled /hexahydrophtalic anhydride/ (HHPA) was almost completely absorbed in the respiratory tract, probably as /hexahydrophthalic acid/ (HHP acid) after hydrolysis on the mucus membrane. HHP acid in plasma rapidly increased without reaching steady state during exposure and decreased rapidly following removal from exposure. HHP acid was excreted through the kidneys.

용도 및 제조

Uses · 3건

Used as a curing agent for epoxy resins and an intermediate for plasticizers and other chemicals; [Hawley] Used in the chemical, polymers, and paints, lacquers, and varnishes industries; [IUCLID]

Plastic Composites Manufacturing [Category: Industry]

Intermediate for alkyds, plasticizers, insect repellents, and rust inhibitors; hardener in epoxy resins.

U.S. Production · 4건

2023: 10,000,000 - <50,000,000 lb;2022: 25,000,000 - <40,000,000 lb;2021: 40,000,000 - <55,000,000 lb;2020: 25,000,000 - <40,000,000 lb

1,3-Isobenzofurandione, hexahydro- 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 volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7749]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1,3-Isobenzofurandione, hexahydro-. Aggregated National Production Volume: 10 to < 50 million lbs.

Consumer UsesChelating agent;Hardener;Dispersing agent;pH regulating agent
Industry UsesIntermediate;Hardener;Chelating agent;Not Known or Reasonably Ascertainable;Monomers;pH regulating agent;Dispersing agent
Methods of ManufacturingTetrahydrophthalic anhydride is formed by a Diels - Alder reaction with butadiene; hydrogenation of the anhydride yields hexahydrophthalic anhydride.
General Manufacturing Information · 2건

Electrical Equipment, Appliance, and Component Manufacturing;All Other Basic Inorganic Chemical Manufacturing;Utilities;All Other Basic Organic Chemical Manufacturing;Miscellaneous Manufacturing;Not Known or Reasonably Ascertainable;Plastics Material and Resin Manufacturing

1,3-Isobenzofurandione, hexahydro-: ACTIVE

응용 분야 · 1건

용도Trans-1,2-cyclohexanedicarboxylic anhydride can be used as a reagent to prepare hepatitis C virus (HCV) and granzyme B (indoline derivatives) inhibitors. It has also been employed in studies relating to the development of protein kinase C inhibitors.

상·하류 제품 정보

공급사50 곳

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]
南通润丰石油化工有限公司66017690 19952660367 · [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]

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