ChemicalBook--->CAS DataBase List--->105-16-8

105-16-8

105-16-8 Structure

105-16-8 Structure
IdentificationMore
[Name]

2-(Diethylamino)ethyl methacrylate
[CAS]

105-16-8
[Synonyms]

2-(DIETHYLAMINO)ETHYL METHACRYLATE
2-(N,N-DIETHYLAMINO)ETHYL METHACRYLATE
DIETHYLAMINOETHYL METHACRYLATE
METHACRYLIC ACID 2-(DIETHYLAMINO)ETHYL ESTER
N,N-DIETHYLAMINOETHYL METHACRYLATE
(2-(methacryloyloxy)ethyl)diethylamine
2-(Diethylamino)ethyl 2-methylacrylate
2-(n,n-diethylamino)ethyl
2-Diethylaminoethylester kyseliny methakrylove
2-diethylaminoethylesterkyselinymethakrylove
2-methyl-2-propenoicaci2-(diethylamino)ethylester
2-Propenoic acid, 2-methyl-, 2-(diethylamino)ethyl ester
2-Propenoicacid,2-methyl-,2-(diethylamino)ethylester
beta-(Diethylamino)ethyl methacrylate
beta-(diethylamino)ethylmethacrylate
beta-(N,N-Diethylamino)ethyl methacrylate
beta-(n,n-diethylamino)ethylmethacrylate
Daktose B
daktoseb
diethylaminoethylmethacrylate,[liquid]
[EINECS(EC#)]

203-275-7
[Molecular Formula]

C10H19NO2
[MDL Number]

MFCD00038314
[Molecular Weight]

185.26
[MOL File]

105-16-8.mol
Chemical PropertiesBack Directory
[Melting point ]

-60°C
[Boiling point ]

80 °C10 mm Hg(lit.)
[density ]

0.922 g/mL at 25 °C(lit.)
[vapor pressure ]

11Pa at 20℃
[refractive index ]

n20/D 1.444(lit.)
[Fp ]

170 °F
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

clear liquid
[pka]

9.18±0.25(Predicted)
[color ]

Colorless to Almost colorless
[Decomposition ]

176-178 ºC
[Cosmetics Ingredients Functions]

NAIL CONDITIONING
[InChI]

1S/C10H19NO2/c1-5-11(6-2)7-8-13-10(12)9(3)4/h3,5-8H2,1-2,4H3
[InChIKey]

SJIXRGNQPBQWMK-UHFFFAOYSA-N
[SMILES]

CCN(CC)CCOC(=O)C(C)=C
[LogP]

2.560 (est)
[CAS DataBase Reference]

105-16-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Diethylaminoethyl methacrylate(105-16-8)
[EPA Substance Registry System]

105-16-8(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H317-H319-H332
[Precautionary statements ]

P261-P264-P280-P302+P352-P304+P340+P312-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R20:Harmful by inhalation.
R36/38:Irritating to eyes and skin .
R43:May cause sensitization by skin contact.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

NA 1993 / PGIII
[WGK Germany ]

1
[RTECS ]

OZ4150000
[TSCA ]

TSCA listed
[REACH Registrations]

Active
[HS Code ]

29224999
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
[Hazardous Substances Data]

105-16-8(Hazardous Substances Data)
[Toxicity]

mouse,LC50,inhalation,12100mg/m3/2H (12100mg/m3),"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 51, 1982.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methacrylic acid-->Diethylaminoethanol-->Methyl methacrylate-->Phenothiazine-->Lithium hydroxide-->Hexane
Hazard InformationBack Directory
[General Description]

A clear light colored liquid. Insoluble in water and slightly denser than water. Flash point between 100-141°F. May be toxic by ingestion. Contact may severely irritate skin.
[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.
[Air & Water Reactions]

Flammable. Insoluble in water.
[Health Hazard]

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
[Chemical Properties]

Colorless liquid
[Physical properties]

The pKa of (Diethylamino)ethyl methacrylate (DEAEMA) monomers is 8.8, while the pKa of these corresponding homopolymers is 7.5[1].
[Uses]

2-(Diethylamino)ethyl Methacrylate is used in preparation method and application of Hydrogel assembled self-adhesive material.
[Flammability and Explosibility]

Nonflammable
[Synthesis]

Methyl methacrylate

80-62-6

Diethylaminoethanol

100-37-8

2-(Diethylamino)ethyl methacrylate

105-16-8

(1) Synthesis step: In a 1000 mL three-necked flask equipped with a stirrer, a thermometer and a moisture separator, 240 g (2.4 mol) of methyl methacrylate, 117 g (1.0 mol) of diethylaminoethanol, 200 g of n-hexane, 8 g of lithium hydroxide, and 0.5 g of phenothiazine were added sequentially. The reaction mixture was heated to 65 °C to 73 °C and kept at reflux to separate the resulting methanol. The reaction was continued until no methanol was separated (about 5 hours) and a total of 34.5 g of methanol was collected. The content of methanol was 88.6% and the content of methyl methacrylate was 11.2% by gas chromatography. (2) Purification step: After the reaction mixture was cooled to room temperature, it was washed twice with 300 mL×2 deionized water. Subsequently, the pressure was gradually reduced (0 to 100 mmHg) at 60 °C to 100 °C to remove unreacted methyl methacrylate and diethylaminoethanol. Finally, diethylaminoethyl methacrylate was obtained by distillation at 5 to 10 mmHg and 90 °C to 100 °C under reduced pressure. The product 175.7 g (theoretical yield 185.26 g) was obtained in 94.1% yield. Gas chromatographic analysis showed that the content of diethylaminoethyl methacrylate in the product was 99.2%.

[References]

[1] Ali Darabi. “Nitroxide-Mediated Polymerization of 2-(Diethylamino)ethyl Methacrylate (DEAEMA) in Water.” Macromolecules 48 1 (2014): 72–80.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-(Diethylamino)ethyl methacrylate(105-16-8).msds
Spectrum DetailBack Directory
[Spectrum Detail]

2-(Diethylamino)ethyl methacrylate(105-16-8)MS
2-(Diethylamino)ethyl methacrylate(105-16-8)1HNMR
2-(Diethylamino)ethyl methacrylate(105-16-8)13CNMR
2-(Diethylamino)ethyl methacrylate(105-16-8)IR1
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

105-16-8(sigmaaldrich)
[TCI AMERICA]

2-(Diethylamino)ethyl Methacrylate  (stabilized with MEHQ),>98.5%(GC)(105-16-8)
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