홈MCP워크벤치Skills
홈워크벤치알림마이페이지
Huagongshe 오픈 프로젝트：[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.9
  1. 홈
  2. /화합물

Diethylene glycol dimethacrylate

HCID 178919486
새 노트새 반응견적 요청하기인쇄 미리보기
기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
25101-18-2
표준 SMILES
C=C(C)C(=O)OCCOCCOC(=O)C(=C)C
InChIKey
XFCMNSHQOZQILR-UHFFFAOYSA-N
분자식
C12H18O5
평균 분자량
242.27 g/mol

이름 및 식별자

우선 이름
Diethylene glycol dimethacrylate
IUPAC
2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate
영어명
Diethyleneglycol Dimethacrylate
분자량
0

이름 및 동의어

Diethylene glycol dimethacrylate2358-84-1Di(ethylene glycol) dimethacrylateDiethyleneglycol dimethacrylateDGM 2Oxydiethylene methacrylateTGM 2DTXSID8044882Light Ester 2EGBlemmer PDE 100CCRIS 7050HSDB 5458
이름 더 보기
Digl dimethacrylatediethylene glycol dimethacrylate polymer2-Methyl-2-propenoic acid oxidi-2,1-ethanediyl ester, homopolymer
2,2'-Oxybisethanol DimethacrylateDIETHYLENE GLYCOL BIS(METHACRYLATE)2-Propenoic acid, 2-methyl-, 1,1'-(oxydi-2,1-ethanediyl) esterEINECS 219-099-9Methacrylic acid, oxydiethylene esterOxydi-2,1-ethanediyl bismethacrylate2-Propenoic acid, 2-methyl-, oxydi-2,1-ethanediyl esterR42PUI926F

데이터베이스 식별자

CAS
25101-18-2
ChEMBL
CHEMBL3186638
UNII
R42PUI926F
EC Number
219-099-9
Nikkaji
J112.776D

물성

구조 계산 물성

XLogP
1.8
극성 표면적
61.8 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
5
회전 가능 결합 수
10
무거운 원자 수
17
형식 전하
0
복잡도
276

실험 및 물리화학적 성질

PolymersPlastics & Rubber -> (Meth)acrylates
LogPLogP = 0.81
OdorEster-like odor
Density1.056 @ 20 °C
Color/FormColorless liquid
Boiling Point120-125 °C at 0.27 kPa
Polymerization · 1건

METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/

Vapor Pressure0.01 [mmHg]
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Refractive IndexIndex of refraction: 1.4571 at 25 °C/D
Physical Description · 2건

Liquid

Colorless liquid, with an ester-like odor; [HSDB]

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 7% (19 of 273) of reports.

Warning

H315 (15%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 273 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: 2-Propenoic acid, 2-methyl-, oxydi-2,1-ethanediyl ester

2-Propenoic acid, 2-methyl-, 1,1'-(oxydi-2,1-ethanediyl) ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 1,1'-(oxydi-2,1-ethanediyl) 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: 04-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32757

2-Propenoic acid, 2-methyl-, oxydi-2,1-ethanediyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummarySkin and eye irritant; Can cause contact sensitization; [HSDB] Danger of skin sensitization; [MAK] Stabilized with 500 ppm 4-methoxyphenol; An irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (15%)
Skin, Eye, and Respiratory IrritationsMethacrylates ... produce slight to moderate skin and eye irritation ... depending upon volatility, these materials also may be sensory irritants. /Methacrylic acid & derivatives/

화학 및 산업

용도 및 제조

Uses · 4건

Used in dental plastic composites; [HSDB] Used in acrylic resins to make artificial nails; [Adams, p. 443]

Plastic Composites Manufacturing [Category: Industry]

Crosslinked acrylic/vinyl resin comonomer

Used as a comonomer ingredient in the synthesis of dental restoratives.

U.S. Production · 3건

2023: 75,000 - <500,000 lb

(1979) PROBABLY GREATER THAN 4.54X10+6 G

(1981) PROBABLY GREATER THAN 2.27X10+6 G

Consumer UsesMonomers
Industry UsesPhotosensitive chemicals
Methods of Manufacturing · 2건

The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol. /Methacrylic esters/

Diethylene glycol + methyl methacrylate (transesterification)

General Manufacturing Information · 3건

Custom Compounding of Purchased Resins

2-Propenoic acid, 2-methyl-, 1,1'-(oxydi-2,1-ethanediyl) ester: ACTIVE

METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/

공급사

불러오는 중…

공개 문의

불러오는 중…

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Collision Cross Section159.5 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8044882]

안전 및 보호

Storage Conditions · 1건

Temp during storage must be kept low to minimize formation of peroxides and other oxidation products. ... Storage temp below 30 °C are recommended for the polyfunctional methacrylates. ... The methacrylate monomers should not be stored for longer than one year. Shorter storage times are recommended for the aminomethacrylates, ie, three months, and the polyfunctional methacrylates, ie, six months. Many of these cmpd are sensitive to UV light and should, therefore, be stored in the dark. The methacrylic esters may be stored in mild steel, stainless steel, or aluminum. /Methacrylic acid & derivatives/

Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 3건

... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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 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.

Personal Protective Equipment (PPE)SUITABLE PROTECTIVE CLOTHING & SELF-CONTAINED RESP PROTECTIVE APPARATUS SHOULD BE AVAILABLE FOR USE OF THOSE WHO MAY HAVE TO RESCUE PERSONS OVERCOME BY FUMES. /ACRYLIC ACID & DERIVATIVES/

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 65(SRC), determined from an measured log Kow(2) and a recommended regression-derived equation(3), indicates that diethylene glycol bis(methacrylate) will have high mobility in soil(SRC). Volatilization of diethylene glycol bis(methacrylate) is not expected to be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 7.9X10-10 atm-cu m/mole(SRC), using a recommended regression equation(4) nor from dry soil surfaces(SRC) based on an estimated vapor pressure of 0.01 mm Hg(SRC), determined from a fragment constant method(5).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 65(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(1), indicates that diethylene glycol bis(methacrylate) is not expected to adsorb to suspended solids and sediment in water(SRC). Diethylene glycol bis(methacrylate) should not volatilize from water surfaces(1,SRC) based on an estimated Henry's Law constant of 7.9X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). According to a classification scheme(4), an estimated BCF value of 2(1,SRC), from a measured log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylene glycol bis(methacrylate), which has an estimated vapor pressure of 0.01 mm Hg at 25 °C(2,SRC), may exist solely as a vapor in the ambient atmosphere. Vapor-phase diethylene glycol bis(methacrylate) is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone radicals(SRC); the half-lives for these reactions in air are estimated to be about 7 and 12 hours, respectively(3,SRC).

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Effluent Concentrations · 1건

Effluent from a municipal waste treatment plant in Philadelphia, collected in 1977, contained diethylene glycol bis(methacrylate) at concentrations from trace quantities to 10 ppb; this compound was not detected in the influent to the plant suggesting that a polymer entering the treatment plant may be degraded into smaller units(1).

Soil Adsorption/Mobility · 1건

The Koc of diethylene glycol bis(methacrylate) is estimated as approximately 65(SRC), using a measured log Kow of 0.81(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that diethylene glycol bis(methacrylate) has high mobility in soil(SRC).

Human Toxicity Excerpts · 2건

IN A PHOTOPREPOLYMER PRINTING PLATEMAKING PROCEDURE, CONTACT SENSITIZATION TO DIETHYLENE GLYCOL DIMETHACRYLATE WAS FOUND.

2-Hydroxy-ethyl methacrylate and di- and tetra-ethylene glycol dimethacrylates have produced contact sensitization in workers in the printing industry.

Artificial Pollution Sources · 1건

Diethylene glycol bis(methacrylate)'s production and use as a crosslinked acrylic/vinyl resin comonomer(1) and as a comonomer ingredient in the synthesis of dental restoratives(2) may result in its release to the environment through various waste streams(SRC).

Environmental Bioconcentration · 1건

An estimated BCF value of 2 was calculated for diethylene glycol bis(methacrylate)(SRC), using a measured log Kow of 0.81(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for diethylene glycol bis(methacrylate) is estimated as 7.9X10-10 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that diethylene glycol bis(methacrylate) will be essentially nonvolatile from water surfaces(2,SRC). Diethylene glycol bis(methacrylate)/s estimated value for vapor pressure, 0.01 mm Hg(3,SRC), indicates that volatilization from dry soil surfaces should not be significant(SRC). Volatilization from moist soil surfaces is not expected based on the Henry's Law constant estimated for this compound(1,SRC).

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of diethylene glycol bis(methacrylate) with photochemically-produced hydroxyl radicals has been estimated as 5.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 7 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The rate constant for the vapor-phase reaction of diethylene glycol bis(methacrylate) with ozone has been estimated as 2.3X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 12 hours at an atmospheric concentration of 7X10-11 ozone radicals per cu cm(1,SRC). A base-catalyzed second-order rate constant of 1.4X10-2 l/mol-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 16 and 1.5 years at pH values of 7 and 8, respectively(2,SRC).

Probable Routes of Human Exposure · 1건

NIOSH (NOES Survey 1981-1983) has statistically estimated that 2618 workers (6 of these are female) are potentially exposed to diethylene glycol bis(methacrylate) in the USA(1). Occupational and general exposure may be through inhalation and dermal contact with diethylene glycol bis(methacrylate)(SRC).

Environmental Fate/Exposure Summary · 1건

Diethylene glycol bis(methacrylate)'s production and use as a crosslinked resin comonomer and as an ingredient in the synthesis of dental restoratives may result in its release to the environment through various waste streams. If released to the atmosphere, diethylene glycol bis(methacrylate) may exist solely in the vapor phase in the ambient atmosphere, based on an estimated vapor pressure of 0.01 mm Hg at 25 °C. Vapor-phase diethylene glycol bis(methacrylate) is degraded in the atmosphere by reaction with both photochemically-produced hydroxyl radicals and ozone radicals with estimated half-lives of 7 and 12 hours, respectively. An estimated Koc value of 65 suggests that diethylene glycol bis(methacrylate will have high mobility in soil. Volatilization from dry soil surfaces is not expected to be important based on the vapor pressure of this compound nor from moist soil surfaces given an estimated Henry's Law constant of 7.9X10-10 atm-cu m/mole. In water, diethylene glycol bis(methacrylate) should not adsorb to sediment or particulate matter based on its Koc value. This compound is not expected to volatilize from water surfaces given its estimated Henry's Law constant. Bioconcentration in aquatic organisms should be low based on an estimated BCF value of 2. The major routes of occupational and general exposure to diethylene glycol bis(methacrylate) should be thorugh oral, respiratory, and dermal contact. (SRC)