N-이소프로필아크릴아마이드

N-Isopropylacrylamide

HCID 16637CAS 2210-25-5

기본 정보

표준 SMILES
C=CC(=O)NC(C)C
InChIKey
QNILTEGFHQSKFF-UHFFFAOYSA-N
분자식
C6H11NO
평균 분자량
113.16 g/mol
단동위원소 질량
113.08406397

개요

can polymerize with glycidyl acrylate to form reactive water-soluble polymer that can react with the amino groups of enzymes-proteins or other ligands

이름 및 식별자

우선 이름
N-Isopropylacrylamide
IUPAC
N-propan-2-ylprop-2-enamide
현지명
N-이소프로필아크릴아마이드
영어명
N-Isopropylacrylamide
분자식
C6H11NO
분자량
113.16

이름 및 동의어

N-ISOPROPYLACRYLAMIDE2210-25-5NipamIsopropyl acrylamide2-Propenamide, N-(1-methylethyl)-Acrylamide, N-isopropyl-N-(1-Methylethyl)-2-propenamideDTXSID0033754B7GFF17L9UIsopropylamid kyseliny akryloveNSC-11448DTXCID8013754
이름 더 보기
N-아이소프로필아크릴아미드N-이소프로필아크릴아마이드N-이소프로필아크릴아미드NIPAAmacryLFITC-PEGN-isopropylacrylamide ,99%polyNIPAM-BAN-Isopropylacrylamide ,99% [stabilized]AKOS 91289
RefChem:7901218-638-5N-propan-2-ylprop-2-enamideN-Isopropyl acrylamideN-Iso-PropylacrylamideMFCD00041913N-(propan-2-yl)prop-2-enamideisopropylacrylamide

데이터베이스 식별자

CAS
2210-25-5
PubChem CID
16637
DTXSID
DTXSID0033754
ChEMBL
CHEMBL1527236
UNII
B7GFF17L9U
EC Number
218-638-5
Nikkaji
J55.124D

물성

구조 계산 물성

XLogP
0.9
극성 표면적
29.1 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
8

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
Color/Form · 2건

Crystalline solid

Cream-colored powder

SolubilitySoluble in water
Decomposition · 2건

Hazardous decomposition products /formed under fire conditions/: Carbon oxides, nitrogen oxides (NOx)

When heated to decomposition it emits toxic fumes of /nitrogen oxides/ (NOx).

Melting Point64 °C
Vapor Pressure0.02 [mmHg]

물리화학적 성질

녹는점
60 · 60-63 °C(lit.)
끓는 점
89 · 89-92 °C2 mm Hg(lit.)
밀도
1.0223 · 1.0223 (rough estimate)
굴절률
1.421 · 1.4210 (estimate)
저장 조건
2 · 2-8°C
물리적 상태
결정질 분말 또는 결정

화학적 성질

white to light yellow crystalline powder or

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P305+P354+P338, P317, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 157 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

유해성 정보

Regulatory InformationStatus: Active Update: 05-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/27518
Hazards Summary · 1건

Crude solutions may cause skin irritation; Causes hind quarter paralysis and head tremors in cats administered intraperitoneally at total cumulative dose of 840 mg/kg over 18 day period (fully recovered after five weeks); Testicular atrophy (degeneration of epithelial cells of the seminiferous tubules) observed in mice following repeated oral doses; [HSDB] A moderate eye irritant; Causes spastic paralysis and hemorrhage in dermal lethal-dose study of rabbits and oral lethal-dose study or rats; Causes changes in testicular weight in eight week intermittent oral study of mice; [RTECS] An irritant; [Aldrich MSDS]

Toxic Combustion Products · 2건

Special hazards arising from the substance or mixture: Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx)

When heated to decomposition it emits toxic fumes of /nitrogen oxides/ (NOx).

Hazard Classes and Categories · 2건

Acute Tox. 4 (100%)

Acute toxicity (Oral) - Category 4

Hazardous Reactivities and IncompatibilitiesIncompatible materials: Strong oxidizing agents, strong bases.

안전 및 보호

Fire Fighting Procedures · 2건

Wear self contained breathing apparatus for fire fighting 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.
Cleanup Methods · 3건

Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Avoid breathing dust.

Do not let product enter drains.

Disposal Methods · 3건

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.

Contaminated packaging: Dispose of as unused product.

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 2건

Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.

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.

Personal Protective Equipment (PPE) · 4건

Respiratory protection: For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Eye/face protection: Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).

Handle with gloves.

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.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 19(SRC), determined from a structure estimation method(2), indicates that N-isopropylacrylamide is expected to have very high mobility in soil(SRC). Volatilization of N-isopropylacrylamide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.3X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). N-Isopropylacrylamide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). Biodegradation data in soil were not available(SRC, 2013).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 19(SRC), determined from a structure estimation method(2), indicates that N-isopropylacrylamide 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 2.3X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.57(2)and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2013).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-isopropylacrylamide, which has an estimated vapor pressure of 2.3X10-2 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 N-isopropylacrylamide 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 0.5 days(SRC), calculated from its rate constant of 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). N-Isopropylacrylamide contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc of N-isopropylacrylamide can be estimated to be 19(SRC). According to a classification scheme(2), this estimated Koc value suggests that N-isopropylacrylamide is expected to have very high mobility in soil.

Artificial Pollution Sources · 1건

N-Isopropylacrylamide's production and use as a binder in textiles, paper adhesives, detergents, cosmetics(1), and chemical intermediate in processes such as drug delivery systems(2) and nanotechnology(3) may result in its release to the environment through various waste streams(SRC).

Environmental Bioconcentration · 1건

An estimated BCF of 3 was calculated in fish for N-isopropylacrylamide(SRC), using an estimated log Kow of 0.57(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 · 1건

The Henry's Law constant for N-isopropylacrylamide is estimated as 2.3X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N-isopropylacrylamide is expected to be essentially nonvolatile from water and moist soil surfaces(2). N-Isopropylacrylamide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-2 mm Hg(SRC), determined from a fragment constant method(3).

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
AS3675000
HS 번호
29241990
risk_code
22-36-36/37/38
hazard_code
Xn

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

The in vitro biotransformations of acrylamide and ten related compounds in the hepatic enzyme system of the mouse were studied in order to learn more about their toxic actions in vivo. ... The metabolite of N-isopropylacrylamide was identified as acrylamide by gas chromatography-mass spectrometry. ... Phenobarbital pretreatment of mice enhanced the metabolic reactions of the seven compounds, but did not elevate those of acrylamide and crotonamide. The Km value of N-isopropylacrylamide was 0.35 mM, which was the smallest of all the test analogues. All of the eleven analogues studied were found to be metabolized by hepatic glutathione S-transferases as well. This reaction was also elevated by the phenobarbital treatment of mice. ...

Absorption, Distribution and ExcretionNot readily absorbed through skin.

용도 및 제조

Uses · 6건

Used in binders for textiles, paper, adhesives, detergents, and cosmetics; [Hawley]

Pulp and Paper Processing [Category: Industry]

Binders in textiles, paper adhesives, detergents, cosmetics

One of the water-soluble monomers used in the production of polyacrylamides, poly(acrylic acid), and poly(methacrylic acid)

Chemical intermediate in the development of photosensitized drug delivery systems

Core/shell precursor in gold nanoparticle applications

Methods of Manufacturing... Ritter reaction to prepare N-isopropylacrylamide from acrylonitrile and isopropyl alcohol.
General Manufacturing Information · 4건

2-Propenamide, N-(1-methylethyl)-: ACTIVE

Homopolymers and copolymers prepared with this material show inverse solubility in water.

Temperature and moisture responsive smart textile. US 20080057809 A1

Thermoplastic polymers or copolymers of acrylic acids, methacrylic acid, esters of these acids, or acrylonitrile. The monomers are colorless liquids that polymerize readily in the presence of light, heat, or catalysts such as benzoyl peroxide; they must be stored or shipped with inhibitors present to avoid spontaneous and explosive polymerization. /Acrylic resins/

응용 분야 · 3건

개요N-Isopropylacrylamide (NIPAM) is a biocompatible monomeric unit that can be used in the formation of stimuli responsive polymers due to its temperature sensitive properties, which include temperature-based volumetric and phase changes. These properties change when the temperature of the solution reaches a lower critical solution temperature (LCST).

용도Binders in textiles, paper, adhesives, detergents, cosmetics.N-Isopropylacrylamide is used to produce poly(N-isopropylacrylamide) (pNIPA, pNIPAAm, pNIPAA or pNIPAm) thermo sensitive polymer- or copolymer-based hydrogels. Polymers that contain NIPAM shrink dramatically above 33°C. Monomer used in the preparation of thermally sensitive, water-swellable hydrogels.

일반 설명N-Isopropylacrylamide (NIPAM) is a biocompatible monomeric unit that can be used in the formation of stimuli responsive polymers due to its temperature sensitive properties. These properties include temperature based volumetric and phase changes, which change when the temperature of the solution reaches a lower critical solution temperature (LCST).

공급사50 곳

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]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

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