기본 정보
- 표준 SMILES
C=C(C)C(=O)OCCN(CC)CC- InChIKey
SJIXRGNQPBQWMK-UHFFFAOYSA-N- 분자식
- C10H19NO2
- 평균 분자량
- 185.26 g/mol
- 단동위원소 질량
- 185.14157885
개요
Diethylaminoethylmethacrylate, [liquid] appears as a clear light colored liquid. Insoluble in water and slightly denser than water. May be toxic by ingestion. Contact may severely irritate skin.
이름 및 식별자
- 우선 이름
- Diethylaminoethyl Methacrylate
- IUPAC
- 2-(diethylamino)ethyl 2-methylprop-2-enoate
- 현지명
- 2-프로펜산,2-메틸-,2-(디에틸아미노)에틸에스테르,단독중합체
- 영어명
- 2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester, homopolymer
- 분자식
- C10H19NO2
- 분자량
- 185.26336
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
105-16-8、25119-82-8- PubChem CID
- 61012
- DTXSID
DTXSID4026713- ChEMBL
CHEMBL3182085- UNII
- N5SI2E7HOU
- EC Number
- 203-275-7
- Nikkaji
- J107.836D
물성
구조 계산 물성
- XLogP
- 1.9
- 극성 표면적
- 29.5 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 7
- 무거운 원자 수
- 13
- 형식 전하
- 0
- 복잡도
- 174
실험 및 물리화학적 성질
Polymerization
Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. Nonetheless, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /methacrylates/
물리화학적 성질
- EPA
- 2 · 2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester, homopolymer (25119-82-8)
안전 및 규제
GHS 분류
GHS Classification
Warning
H315: Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Warning
H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
유해성 정보
Regulatory Information
Chemical: 2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester
2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl 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: 2-(diethylamino)ethyl methacrylate (EC: 203-275-7)
2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
In gavage studies of rabbits, electrical brain activity was suppressed followed by clonic-tonic spasms; Highly irritating to skin and eyes, based on animal studies; [HSDB] May cause severe skin irritation; [CAMEO] A skin and eye irritant; [eChemPortal: ERMA] A skin and eye irritant; May cause skin sensitization; [eChemPortal: ESIS] An irritant; Can be absorbed through skin; May cause skin sensitization; [MSDSonline] See ACRYLIC RESINS (MONOMERS).
Reactivity Profile
An acrylic acid ester/amine. 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. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Hazard Classes and Categories
Acute Tox. 4 (20%)
Acute toxicity - category 4
Flammable liquids - Category 4
Flammable liquids - Category 4
Acute Tox. 4 *
안전 및 보호
Fire Fighting Procedures
Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.
Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Storage Conditions
Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive.
To avoid photoinitiation of polymerization, all methacrylates should be stored with minimal exposure to light. /Methacrylates/
The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere. Temperatures must be kept low to minimize formation of peroxides and other products. Moisture may cause rust-initiated polymerization. /Acrylic acid & derivatives/
Cleanup Methods
ACCIDENTAL RELEASE MEASURES. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Beware of vapours accumulating to form explosive concentrations. Vapours can accumulate in low areas.; Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains.; Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Keep in suitable, closed containers for disposal.
Disposal Methods
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.
Preventive Measures
Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.
Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.
Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapour or mist. Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic charge.
... 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.
Personal Protective Equipment (PPE)
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Body Protection: Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Skin protection: Handle with gloves.
Eye/face protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /acrylic acid and derivatives/
독성 정보
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 71(SRC), determined from a structure estimation method(2), indicates that 2-(N,N-diethylamino)ethyl methacrylate is expected to have high mobility in soil(SRC). The pKa of 2-(N,N-diethylamino)ethyl methacrylate is estimated to be 8.96(3), indicating that this compound will exist mostly in cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of 2-(N,N-diethylamino)ethyl methacrylate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.1X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(2). 2-(N,N-Diethylamino)ethyl methacrylate may volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.11 mm Hg(SRC), determined from a fragment constant method(2). Utilizing the Japanese MITI test, 70% of the Theoretical BOD was reached in 4 weeks(6) suggesting that biodegradation is an important environmental fate process in soil(SRC). Based on the Japanese MITI test(6) and analog to the similar 2-(N,N-dimethylamino)ethyl methacrylate(7), 2-(N,N-diethylamino)ethyl methacrylate may degrade via abiotic hydrolysis in moist alkaline and neutral soils(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 71(SRC), determined from a structure estimation method(2), indicates that 2-(N,N-diethylamino)ethyl methacrylate 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 2.1X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). According to a classification scheme(4), an estimated BCF of 9(SRC), from an estimated log Kow of 1.95(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 70% of the Theoretical BOD was reached in 4 weeks(5) suggesting that biodegradation is an important environmental fate process in water(SRC). The analogous compound 2-(N,N-dimethylamino)ethyl methacrylate is hydrolyzed at pH 7 and at pH 9 with half-lives of 4.54 days and 3.31 hours, respectively (at 25 °C), whereas it is stable at pH 4(6); 2-(N,N-diethylamino)ethyl methacrylate is expected to have very similar hydrolysis rates(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-(N,N-diethylamino)ethyl methacrylate, which has an estimated vapor pressure of 0.11 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 2-(N,N-diethylamino)ethyl methacrylate 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 3.4 hours(SRC), calculated from its rate constant of 1.1X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Vapor-phase 2-(N,N-diethylamino)ethyl methacrylate is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 24 hours(SRC), calculated from its rate constant of 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Based on analogy to a measured nitrate radical rate constant of 4.90X10-15 cu cm/molecule-sec at 25 °C for ethyl methacrylate(3), the atmospheric half-life of 2-(N,N-diethylamino)ethyl methacrylate is estimated to be about 6.5 days(SRC).
Toxicity Summary
IDENTIFICATION AND USE: 2-(N,N-Diethylamino)ethyl methacrylate is a clear, colorless liquid. It is used as a pH-responsive component in the formation of nanocarriers. HUMAN EXPOSURE AND TOXICITY: No human studies available. ANIMAL STUDIES: 2-(N,N-diethylamino)ethyl methacrylate, in acute studies with rabbits, initially suppressed brain electrical activity and then induced clonic-tonic spasms. It was strongly irritating to skin of guinea pigs and conjunctiva of rabbits. Animal studies using rats revealed that some acrylates and methacrylates are embryotoxic. The doses of monomers used in the animal studies, however, were much higher than concentrations likely encountered by workers. This chemical did not induce gene mutations in S. typhimurium and E. coli strains. Toxicity was observed at 5000 ug/plate (TA100, TA1535, TA98, TA1537) without an S9 mix and at 2500 ug/plate (five strains) with an S9 mix. Toxicity was not observed at 5000 ug/plate in WP2 uvrA without an S9 mix. In a chromosome aberration test using Chinese hamster lung cells, structural chromosomal aberrations were induced at 0.30 and 0.60 mg/mL in the presence of an exogenous metabolic activation system.
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-(N,N-diethylamino)ethyl methacrylate can be estimated to be 71(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-(N,N-diethylamino)ethyl methacrylate is expected to have high mobility in soil. The estimated pKa of 2-(N,N-diethylamino)ethyl methacrylate is 8.96(3), indicating that this compound will exist mostly in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).
TSCA Test Submissions
A combined Repeat Dose and Reproductive/Developmental Toxicity Screen was conducted with 2-(N,N-Diethylamino)ethyl methacrylate (CAS #105-16-8) in groups of Sprague-Dawley CD rats (12/sex/group). In males, the test compound was administered by oral gavage in an olive oil vehicle at doses of 0, 50, 150, or 500 mg/kg/day for 49 days. Females received treatments from 14 days before mating through day 3 of lactation. Terminal sacrifice and necropsy took place the day after final dosing for both males and females. In males receiving 500 mg/kg, the test compound did not appear to effect clinical signs, body weights, food consumption, urinalysis parameters, gross pathology or histology. Males from the high dose group exhibited high values compared to controls for relative and absolute kidney weights as well as for BUN. Males receiving 150 mg/kg had high BUN values and high relative kidney weights when compared to controls. Males in the 50 mg/kg group exhibited no observable effects from the test substance. No effects on clinical signs, body or organ weights, food consumption or histopathology were observed in females from any treatment group. Females in the 500 mg/kg group showed a trend toward a low delivery index and lower numbers of pups born when compared to controls. The test compound was not seen to effect other reproductive parameters in the high dose group, nor were any reproductive effects seen in other treatment groups. There were no effects on any developmental parameters observed in any treatment group. The NOEL for repeat dose toxicity in males was considered to be 50 mg/kg/day, and in females, 500 mg/kg/day. The NOEL for reproductive/developmental effects was considered to be 500 mg/kg/day for males, females, and pups.
2-(N,N-Diethylamino)ethyl methacrylate was tested for mutagenic potential in bacteria. Salmonella typhimurium (strains TA100, TA98, TA1535, and TA1537) and were exposed to 0, 156, 313, 625, 1250, 2500, or 5000 ug of 2-methyl-2-propenoic acid/plate in the presence and absence of S9 metabolic activation. Escherichia coli (strain WP2uvrA) were exposed to 0, 313, 625, 1250, 2500, or 5000 ug of 2-methyl-2-propenoic acid/plate in the presence and absence of S9 metabolic activation. Positive control tests were conducted using 2-(2-furyl)-3-(5-nitro-2-furyl) acrylamide (strains TA100, TA98, and WP2uvrA), sodium azide (strain TA1535), 9-aminoacridine (strain TA1537) with no S9 activation, and 2-aminoanthracene (all strains) with S9 activation. Cytotoxicity was reported for S. typhimurium exposed to 5000 ug/plate without S9 activation and 2500 ug/plate with S9 activation produced toxicity in all bacterial strains examined. No toxicity was seen for E. coli in the 5000 ug/plate group. 2-Methyl-2-propenoic acid did not produce gene mutations in any of the examined strains either with or without S9 activation.
2-(N,N-Diethylamino)ethyl methacrylate was tested for the potential to induce chromosomal aberrations in Chinese hamster lung (CHL) cells, both in the presence and absence of S9 metabolic activation. Plates of CHL cells were exposed for short term (duration of short-term not reported), 24, or 48 hours to 0, 0.075, 0.15, or 0.3 mg/ml without S9 activation mix or for short-term with S9 activation to concentrations of 0, 0.15, 0.30, or 0.60 mg/ml. CHL cells were exposed to Mitomycin C without S9 activation or cyclophosphamide with S9 activation in positive control tests. Concentrations of 0.30 and 0.60 mg/ml produced structural chromosomal aberrations (6.0% and 24.5%, respectively) in the presence of S9 activation mix. Twenty four hour treatment with 0.15 and 0.30 mg/ml and no S9 activation produced 1.75 and 7.25% polyploidy, respectively; 48 hour treatment with 0.30 mg/ml and no S9 activation produced 5.13% polyploidy; and short-term treatment with 0.30 mg/ml produced 7.13% polyploidy, also in the absence of S9 activation.
Artificial Pollution Sources
2-(N,N-Diethylamino)ethyl methacrylate's production and use as an intermediate for chemical synthesis and as a monomer in the production of a variety of copolymers and homopolymers(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation
AEROBIC: -(N,N-Diethylamino)ethyl methacrylate, present at 100 mg/L, reached 70% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L in the Japanese MITI test which classified the compound as readily biodegradable(1); it was also reported that the 2-(N,N-diethylamino)ethyl methacrylate hydrolyzed in water to form methacrylic acid and 2-diethylaminoethanol(1).
Environmental Bioconcentration
An estimated BCF of 9 was calculated in fish for 2-(N,N-diethylamino)ethyl methacrylate(SRC), using an estimated log Kow of 1.95(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/Soil
The Henry's Law constant for 2-(N,N-diethylamino)ethyl methacrylate is estimated as 2.1X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-(N,N-diethylamino)ethyl methacrylate is expected to be essentially nonvolatile from water surfaces(2). 2-(N,N-Diethylamino)ethyl methacrylate's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 2-(N,N-Diethylamino)ethyl methacrylate may volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.11 mm Hg(SRC), determined from a fragment constant method(1).
Non-Human Toxicity Excerpts
/LABORATORY ANIMALS: Acute Exposure/ A novel long-circulating and pH-responsive dendrimer nanocarrier was prepared for delivering 5-fluorouracil (5-FU) to tumors through the targeting of nanoparticles to the low pH environment of tumors. The nanocarrier, poly(2-(N,N-diethylamino)ethyl methacrylate) with methoxy-poly(ethylene glycol)-poly(amidoamine) (PPD), had a core-shell structure with 4.0 G poly(amidoamine) (PAMAM) as the core and parallel poly(2-(N,N-diethylamino)ethyl methacrylate) (PDEA) chains and methoxy-poly(ethylene glycol) (mPEG) chains as the shell. The PDEA chain was pH-responsive, and the PEG chains led to long circulation in blood vessels to achieve tumor targeting. The sizes, drug encapsulation and release of PPD nanocarriers showed high pH-dependency due to the PDEA chains, as they were hydrophilic at pH 6.5 and hydrophobic at pH 7.4. The encapsulation efficiency of 5-FU in PPD nanocarriers was as high as 92.5% through the pH transition. The release of 5-FU from PPD nanocarriers was much faster at pH 6.5 than at pH 7.4. The 5-FU-loaded nanocarrier had a long half-life after intravenous administration in mice and showed high tumor targeting. This nanocarrier composite also showed enhanced anticancer effects. PPD is a promising nanocarrier of anticancer drugs with high encapsulation, tumor targeting and pH-responsive release in tumors.
/LABORATORY ANIMALS: Acute Exposure/ When administered by gastric gavage to rabbits, dimethylaminoethyl methacrylate and diethylaminoethyl methacrylate initially suppressed brain electrical activity and then induced clonic-tonic spasms.
/LABORATORY ANIMALS: Acute Exposure/ 1,2-Diethylaminoethyl methacrylate and 2-dimethylaminoethyl methacrylate were strongly irritating to skin of guinea pigs and conjunctiva of rabbits. Diisopropylaminoethyl methacrylate was nonirritating.
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In a 50 day repeat dose toxicity test, male and female Crj:CD(SD) rats (12 each) were given 0(vehicle), 50, 150, and 500 mg/kg/day 2-(diethylamino)ethyl methacrylate (99.8% pure) in olive oil by gavage. In males of the 500 mg/kg group, low values for hemoglobin, mean corpuscular volume, mean corpuscular hemoglobin and mean corpuscular hemoglobin concentration and high values for unsaturated iron-binding capacity and total iron-binding capacity were seen, as well as low alpha2u-globulin and high alpha2u-globulin fraction ratios, which were thought to be reflections of the aforementioned changes. In addition, high values for BUN and absolute and relative weights of kidneys were observed. There were no effects of the test substance on clinical signs, body weights, food consumption, urinalysis parameters, gross pathology or histopathology. In the 150 mg/kg group, high values for BUN and relative weights of kidneys were observed. There were no effects of the test substance on clinical signs, body weights, food consumption, urinalysis data, hematology, gross pathology or histopathology. In the 50 mg/kg group, there were no effects of the test substance with regard to any observation, measurement or examination. As for females, there were no effects of the test substance on clinical signs, body weights, food consumption or histopathology in any treatment groups. The NOELs for repeat dose toxicity are considered to be 50 mg/kg/day for males, and 500 mg/kg/day for females.
For more Non-Human Toxicity Excerpts (Complete) data for 2-(N,N-DIETHYLAMINO)ETHYL METHACRYLATE (10 total), please visit the HSDB record page.
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of 2-(N,N-diethylamino)ethyl methacrylate with photochemically-produced hydroxyl radicals has been estimated as 1.1X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3.4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 2-(N,N-diethylamino)ethyl methacrylate with ozone has been estimated as 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 24 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(1). Based on analogy to a measured nitrate radical rate constant of 4.90X10-15 cu cm/molecule-sec at 25 °C for ethyl methacrylate(2), the atmospheric half-life of 2-(N,N-diethylamino)ethyl methacrylate is estimated to be about 6.5 days(SRC) at an atmospheric concentration of 2.5X10+8 nitrate radicals per cu cm(3). 2-(N,N-Diethylamino)ethyl methacrylate is an olefin and olefins in surface waters exposed to sunlight react with photo-oxidants (such as hydroxyl radicals, peroxy radicals and singlet oxygen) with a half-life on the order of 25 days(4). The analogous compound 2-(N,N-dimethylamino)ethyl methacrylate is hydrolyzed at pH 7 and at pH 9 (25 °C) with half-lives of 4.54 days and 3.31 hours, respectively, whereas it is stable at pH 4(5); 2-(N,N-diethylamino)ethyl methacrylate is expected to have very similar hydrolysis rates(SRC).
Probable Routes of Human Exposure
According to the 2012 TSCA Inventory Update Reporting data, 1 reporting facilities estimate the number of persons reasonably likely to be exposed during the manufacturing, processing, or use of 2-(N,N-diethylamino)ethyl methacrylate (CAS 105-16-8) is reported as 100-499 workers; the data may be greatly underestimated due to confidential business information (CBI) or unknown values(1).
Occupational exposure to 2-(N,N-diethylamino)ethyl methacrylate may occur through inhalation and dermal contact with this compound at workplaces where 2-(N,N-diethylamino)ethyl methacrylate is produced or used(SRC). Based on analogy to the very similar 2-(N,N-dimethylamino)ethyl methacrylate(1), the general population may be exposed to 2-(N,N-diethylamino)ethyl methacrylate via dermal contact with consumer products containing polymers made with the compound and resulting migration of residual monomer from the polymer matrix(SRC).
안전 데이터
- tsca
- TSCA listed
- 기존화학 물질
- KE-24957
화학 및 산업
약리 정보
Metabolism/Metabolites
Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme A derivative, which then enters the normal lipid metabolism. /Methacrylates/
Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity. /Methacrylates/
용도 및 제조
Uses
Used as monomer and comonomer for polymers (used in automotive paints and adhesives) and in dental materials and antithrombogenic prosthetics; [HSDB]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
Laboratory chemicals, Manufacture of substances.
/SRP/: PROPOSED FOR OR USED IN MANUFACTURE OF GRAFT POLYMERS, HAIR SPRAYS, DENTAL MATERIALS, TREATMENT OF SYNTHETIC PELTS, PREPARATION OF COPOLYMERS FOR WASTE WATER PURIFICATION.
MONOMER FOR ACRYLIC POLYMERS USED IN AUTOMOTIVE PAINTS.
COMONOMER FOR POLYMERS USED IN ADHESIVES.
U.S. Production
2023: 25,000 - <50,000 lb
2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl 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).
Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester. National Production Volume: Withheld.
Methods of Manufacturing
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/
TRANSESTERIFICATION OR ESTERIFICATION OF DIETHYLAMINOETHANOL WITH EITHER METHYL METHACRYLATE OR METHACRYLIC ACID.
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl 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/
공급사50 곳
추가 설명
정의ChEBI: A macromolecule composed of repeating 2-(diethylamino)ethyl isobutyrate units.
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