Dimethyl isophthalate

HCID 15088CAS 1459-93-4

기본 정보

표준 SMILES
COC(=O)c1cccc(C(=O)OC)c1
InChIKey
VNGOYPQMJFJDLV-UHFFFAOYSA-N
분자식
C10H10O4
평균 분자량
194.18 g/mol
단동위원소 질량
194.0579088

이름 및 식별자

우선 이름
Dimethyl isophthalate
IUPAC
dimethyl benzene-1,3-dicarboxylate
현지명
이소프탈산디메틸
영어명
Dimethyl isophthalate
분자식
C10H10O4
분자량
194.18

이름 및 동의어

DIMETHYL ISOPHTHALATE1459-93-4Dimethyl m-phthalateDimethyl benzene-1,3-dicarboxylateMethyl isophthalateIsophthalic acid dimethyl esterDimethyl 1,3-benzenedicarboxylateMorflex 11291,3-Benzenedicarboxylic acid, dimethyl esterIsophthalic acid, dimethyl esterMethyl 3-(carbomethoxy)benzoateNSC 15313
이름 더 보기
다이메틸아이소프탈산디메틸이소프탈산이소프탈산디메틸다이메틸 아이소프탈산디메틸이소프탈레이트Dimethyl isophthalatUniplex 270RARECHEM AL BF 0071dimethylm-phthalate
HSDB 61381,3-Benzenedicarboxylic acid, 1,3-dimethyl esterEINECS 215-951-9Dimethylester kyseliny isoftaloveDTXSID8027402BRN 1912251Dimethylester kyseliny isoftalove [Czech]AI3-02247

데이터베이스 식별자

CAS
1459-93-4
PubChem CID
15088
DTXSID
DTXSID8027402
ChEMBL
CHEMBL2010300
UNII
2UY9Y3574K
EC Number
215-951-9
Nikkaji
J7.498E

물성

구조 계산 물성

XLogP
2.2
극성 표면적
52.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
4
무거운 원자 수
14

실험 및 물리화학적 성질

PolymersPlastics & Rubber -> Phthalate Esters
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Density1.194 g/cu cm at 20 °C
Color/Form · 2건

Needles from dilute alcohol

... Solid at room temperature.

Solubility · 2건

Slightly soluble in alcohol.

In water, 290 mg/L, temperature not specified

Flash Point280 °F (138 °C) (Closed cup)

물리화학적 성질

녹는점
64 · 64-68 °C (lit.)
끓는 점
124 °C · 124 °C (12.0016 mmHg)
밀도
1.1477 · 1.1477
증기 밀도
6.8 · 6.8 (vs air)
증기압
93.7 mm · 93.7 mm Hg ( 208 °C)
굴절률
1.5168 · 1.5168 (estimate)

화학적 성질

white to off-white flakes or crystalline powder. Soluble in methanol, ethanol, insoluble in water, used in organic synthesis, as a fixed plate for gas chromatography.

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 2% (3 of 152) of reports.

Warning

H319 (98%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 152 reports by companies from 4 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 4건

Chemical: 1,3-Benzenedicarboxylic acid, dimethyl ester

1,3-Benzenedicarboxylic acid, 1,3-dimethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Benzenedicarboxylic acid, 1,3-dimethyl 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)

Status: Active Update: 13-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5958

1,3-Benzenedicarboxylic acid, dimethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA severe eye irritant after applying to rabbit eye for 26 hours; Oral LD50 (rat) = 4390 mg/kg; [HSDB] An irritant; [MSDSonline] See PHTHALATE ESTERS.
Special ReportsITC/USEPA; Information Review #304 (Draft) Dimethyl Isophthalate (1982)
NFPA Hazard Classification · 3건

1 - Materials that, under emergency conditions, can cause significant irritation.

1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and CategoriesEye Irrit. 2 (98%)

안전 및 보호

Fire Fighting ProceduresWater or foam may cause frothing.
Disposal Methods · 1건

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.

Preventive Measures · 1건

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.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 36(SRC), determined from a structure estimation method(2), indicates that dimethyl isophthalate is expected to have very high mobility in soil(SRC). Volatilization of dimethyl isophthalate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.1X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Dimethyl isophthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 9.6X10-3 mm Hg(4). Dimethyl isophthalate, present at 100 mg/L, reached 94 to 102% of its theoretical BOD after 2 weeks using an activated sludge inoculum(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 36(SRC), determined from a structure estimation method(2), indicates that dimethyl isophthalate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 6.1X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 4(SRC), from an estimated log Kow of 1.66(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 350 and 35 days at pHs 7 and 8, respectively(8). Dimethyl isophthalate, present at 100 mg/L, reached 94 to 102% of its theoretical BOD after 2 weeks using an activated sludge inoculum(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dimethyl isophthalate, which has an estimated vapor pressure of 9.6X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dimethyl isophthalate 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 25 days(SRC), calculated from its rate constant of 6.4X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Dimethyl isophthalate 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.
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc of dimethyl isophthalate can be estimated to be 36(SRC). According to a classification scheme(2), this estimated Koc value suggests that dimethyl isophthalate is expected to have very high mobility in soil.

Natural Pollution SourcesThe identification of dimethyl isophthalate in surface waters near, and shortly after the Mount St. Helens volcano erupted is believed to be due to the destructive pyrolysis of surrounding conifers and other organic matter(1).
Human Toxicity Excerpts · 1건

/ALTERNATIVE and IN VITRO TESTS/ Comparative toxicity of phthalate esters to HeLa-S3 cells was studied by determining their effect on doubling time of the cells. The toxicity of the esters decreasing in order: diethyl phthalate, butyl phthalyl butyl glycolate, di-iso-butyl phthalate, ethyl phthalyl ethyl glycolate, bis(2-ethylhexyl) phthalate, dimethyl isophthalate, dibutyl phthalate, methyl phthalyl ethyl glycolate, dimethyl phthalate, and dioctyl phthalate.

Artificial Pollution SourcesDimethyl isophthalate's production and use as a polyacrylate resin comonomer and as a perfume fixative(1) may result in its release to the environment through various waste streams(SRC).

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
NT2540000
HS 번호
29173980
risk_code
36
hazard_code
Xi

화학 및 산업

용도 및 제조

Uses · 4건

Used as a plasticizer, to make polyester resins, as a polyacrylate resin comonomer, and as a perfume fixative; [HSDB]

PLASTICIZER

CHEM INTERMED FOR POLYESTER RESINS

Polyacrylate resin comonomer; perfume fixative.

U.S. Production · 5건

2023: 50,000 - <250,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 G

(1981) PROBABLY GREATER THAN 2.27X10+6 G

1,3-Benzenedicarboxylic acid, dimethyl 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 volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5716]

Industry UsesIntermediate
Methods of ManufacturingMethanol + isophthalic acid (esterification)
General Manufacturing Information · 3건

Plastics Material and Resin Manufacturing

1,3-Benzenedicarboxylic acid, 1,3-dimethyl ester: ACTIVE

"Morflex 1129" [Reilly] ... trademark for chemical intermediate

응용 분야 · 2건

용도Dimethyl isophthalate is used as a plasticizer, to make polyester resins, as a polyacrylate resin comonomer, and as a perfume fixative. It may be used as an internal standard for determining, dimethyl-tere-phthalate (DMtP), dimethyl-phthalate (DMP), diethyl phthalate (DEP) in soil samples and biosolids using gas-chromatography coupled to mass spectrometry (GC-MS). It may also be used as an analytical reference standard for the quantification of the analyte in complex matrices including plastics, cosmetics, and environmental samples using gas chromatography coupled to positive chemical ionization mass spectrometry (GC-CIMS).

일반 설명Dimethyl isophthalate is dimethyl phthalate ester based plasticizer.

제조 방법 · 1건

Dimethyl isophthalate is synthesized by esterifying isophthalic acid with methanol: Isophthalic acid (1.66gm, 0.1mmol) in super dry methanol (60mL) containing 2-3 drops of concentrated H2SO4 (AR) was refluxed till it dissolved. Then, the reaction mixture was poured onto ice cold water, immediately a solid started separating from the clear solution. To this a solution of sodium bicarbonate was added till the effervescence seized. The ester thus obtained was filtered and washed with water for several times (M.P: 64-67°C).

공급사50 곳

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