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105-16-8

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105-16-8 Usage

Chemical Properties

Colorless liquid

Uses

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

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.

Air & Water Reactions

Flammable. Insoluble in water.

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.

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.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 105-16-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 105-16:
(5*1)+(4*0)+(3*5)+(2*1)+(1*6)=28
28 % 10 = 8
So 105-16-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H19NO2/c1-6-11(7-2)9(5)13-10(12)8(3)4/h9H,3,6-7H2,1-2,4-5H3

105-16-8 Well-known Company Product Price

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  • Detail
  • Aldrich

  • (408980)  2-(Diethylamino)ethylmethacrylate  contains 1500 ppm MEHQ as inhibitor, 99%

  • 105-16-8

  • 408980-250ML

  • 499.59CNY

  • Detail
  • Aldrich

  • (408980)  2-(Diethylamino)ethylmethacrylate  contains 1500 ppm MEHQ as inhibitor, 99%

  • 105-16-8

  • 408980-1L

  • 1,356.03CNY

  • Detail

105-16-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(Diethylamino)ethyl methacrylate

1.2 Other means of identification

Product number -
Other names 2-(N,N-diethylamino)-ethyl methacrylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:105-16-8 SDS

105-16-8Synthetic route

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

Conditions
ConditionsYield
With 10H-phenothiazine; lithium hydroxide In hexane at 65 - 73℃; for 5h; Reagent/catalyst;94.1%
With hydroquinone; lithium hydroxide at 50 - 85℃; under 600 Torr; for 3.5h; Reagent/catalyst;94%
With sodium methylate; 1,4-phenylenediamine; benzene
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

C14H17BrO5

C14H17BrO5

C24H36NO7(1+)*Br(1-)

C24H36NO7(1+)*Br(1-)

Conditions
ConditionsYield
With hydroquinone In acetonitrile at 70℃; for 10h;100%
acetone hydrazone
5281-20-9

acetone hydrazone

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

C13H25NO2

C13H25NO2

Conditions
ConditionsYield
With iodosylbenzene In ethyl acetate at 20℃; for 1h; Green chemistry;100%
1-methoxy-2-methyl-1-trimethylsiloxy-1-propene
31469-15-5

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

2-(dimethylamino)ethyl methacrylate
2867-47-2

2-(dimethylamino)ethyl methacrylate

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

poly[2-(diethylamino)ethyl methacrylate]-block-poly[2-(dimethylamino)ethyl methacrylate], Mw 1.98E4 Da, PDI 1.23; monomer(s): 2-(diethylamino)ethyl methacrylate; 2-(dimethylamino)ethyl methacrylate; 1-methoxy-1-(trimethylsilyloxy)-2-methyl-1-propene

poly[2-(diethylamino)ethyl methacrylate]-block-poly[2-(dimethylamino)ethyl methacrylate], Mw 1.98E4 Da, PDI 1.23; monomer(s): 2-(diethylamino)ethyl methacrylate; 2-(dimethylamino)ethyl methacrylate; 1-methoxy-1-(trimethylsilyloxy)-2-methyl-1-propene

Conditions
ConditionsYield
Stage #1: 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene; 2-(diethylamino)ethyl methacrylate With tetra-n-butylammonium bibenzoate In tetrahydrofuran
Stage #2: 2-(dimethylamino)ethyl methacrylate With tetra-n-butylammonium bibenzoate In tetrahydrofuran
Stage #3: With methanol In tetrahydrofuran
98%
1-iodo-butane
542-69-8

1-iodo-butane

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

N-butyl-N,N-diethyl-N-[2-(methacryloyloxy)ethyl]ammonium iodide

N-butyl-N,N-diethyl-N-[2-(methacryloyloxy)ethyl]ammonium iodide

Conditions
ConditionsYield
In acetonitrile at 60℃; for 72h; Inert atmosphere;97.5%
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

ethyl iodide
75-03-6

ethyl iodide

N,N,N-triethyl-N-[2-(methacryloyloxy)ethyl]ammonium iodide
6293-67-0

N,N,N-triethyl-N-[2-(methacryloyloxy)ethyl]ammonium iodide

Conditions
ConditionsYield
In acetonitrile at 45℃; for 24h; Inert atmosphere;96.4%
With hydroquinone
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

1-Iodohexane
638-45-9

1-Iodohexane

N,N-diethyl-N-hexyl-N-[2-(methacryloyloxy)ethyl]ammonium iodide

N,N-diethyl-N-hexyl-N-[2-(methacryloyloxy)ethyl]ammonium iodide

Conditions
ConditionsYield
In acetone at 56℃; for 120h; Solvent; Inert atmosphere;95.9%
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

ethanolamine
141-43-5

ethanolamine

polymer, Mn 2.5 kDa, PDI 1.3; monomer(s): 2-(N,N-diethylamino)ethyl methacrylate; 2-ethanolamine

polymer, Mn 2.5 kDa, PDI 1.3; monomer(s): 2-(N,N-diethylamino)ethyl methacrylate; 2-ethanolamine

Conditions
ConditionsYield
With Naphthalene anion ( K(1+) is the counterion) In tetrahydrofuran at 20℃; for 5h;93.4%
1-Iodooctane
629-27-6

1-Iodooctane

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

N,N-diethyl-N-[2-(methacryloyloxy)ethyl]-N-octylammonium iodide

N,N-diethyl-N-[2-(methacryloyloxy)ethyl]-N-octylammonium iodide

Conditions
ConditionsYield
With 10H-phenothiazine In acetonitrile at 75℃; for 72h; Inert atmosphere;93.2%
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

poly(ethylene oxide) bis(2-bromoisobutyrate), DP 45, Mn 3900 Da, Mw/Mn 1.05

poly(ethylene oxide) bis(2-bromoisobutyrate), DP 45, Mn 3900 Da, Mw/Mn 1.05

poly[(ethylene oxide)-block-(2-(diethylamino)ethyl methacrylate)], poly(ethylene oxide) block DP 45, Mn 7000 Da, Mw/Mn 1.19

poly[(ethylene oxide)-block-(2-(diethylamino)ethyl methacrylate)], poly(ethylene oxide) block DP 45, Mn 7000 Da, Mw/Mn 1.19

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(I) bromide In methanol at 20℃; for 5h;93%
1,4-butane sultone
1633-83-6

1,4-butane sultone

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

methacryloyloxyethyl-N,N-diethylbutanesulfonate

methacryloyloxyethyl-N,N-diethylbutanesulfonate

Conditions
ConditionsYield
With 2-methylbenzene-1,4-diol In N,N-dimethyl-formamide at 85℃; for 15h;90.8%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

diethylamine
109-89-7

diethylamine

4,4'-diaminostilbene-2,2'-disulfonic acid
81-11-8

4,4'-diaminostilbene-2,2'-disulfonic acid

C48H68N12O10S2*2Cl(1-)*2Na(1+)

C48H68N12O10S2*2Cl(1-)*2Na(1+)

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4,4'-diaminostilbene-2,2'-disulfonic acid With sodium carbonate In water at 0℃; for 2h;
Stage #2: diethylamine In water at 35℃; for 6h; pH=6;
Stage #3: 2-(diethylamino)ethyl methacrylate In water; acetone at 90℃; for 10h; pH=9; Temperature; pH-value;
88%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

4,4'-diaminostilbene-2,2'-disulfonic acid
81-11-8

4,4'-diaminostilbene-2,2'-disulfonic acid

C54H58N12O14S2(2-)*4Na(1+)*2Cl(1-)

C54H58N12O14S2(2-)*4Na(1+)*2Cl(1-)

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4,4'-diaminostilbene-2,2'-disulfonic acid With sodium carbonate In water at 0℃; for 2h;
Stage #2: 4-amino-benzoic acid With sodium carbonate In water at 35℃; for 6h;
Stage #3: 2-(diethylamino)ethyl methacrylate With sodium carbonate In water; acetone at 90℃; for 10h; pH=9; Temperature;
87%
ethyl bromide
74-96-4

ethyl bromide

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

N,N,N-triethyl-N-[2-(methacryloyloxy)ethyl]ammonium bromide

N,N,N-triethyl-N-[2-(methacryloyloxy)ethyl]ammonium bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 48h;73%
In acetone at 47℃; for 144h; Inert atmosphere;60.8%
1-bromo-hexane
111-25-1

1-bromo-hexane

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

N,N-diethyl-N-hexyl-N-[2-(methacryloyloxy)ethyl]ammonium bromide

N,N-diethyl-N-hexyl-N-[2-(methacryloyloxy)ethyl]ammonium bromide

Conditions
ConditionsYield
In acetone at 56℃; for 264h; Solvent; Inert atmosphere;51.5%
1-bromo-butane
109-65-9

1-bromo-butane

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

N-butyl-N,N-diethyl-N-[2-(methacryloyloxy)ethyl]ammonium bromide

N-butyl-N,N-diethyl-N-[2-(methacryloyloxy)ethyl]ammonium bromide

Conditions
ConditionsYield
In acetone at 47℃; for 144h; Inert atmosphere;49.1%
α-(2-bromoisobutyrate)-ω-O-methyl-poly(ethylene glycol)

α-(2-bromoisobutyrate)-ω-O-methyl-poly(ethylene glycol)

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

ω-O-methylpoly(ethylene glycol)-b-poly[2-(N,N-diethylamino)ethyl methacrylate], PI = 1.16

ω-O-methylpoly(ethylene glycol)-b-poly[2-(N,N-diethylamino)ethyl methacrylate], PI = 1.16

Conditions
ConditionsYield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide In tetrahydrofuran at 65℃; for 16h;31%
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

diethylamine
109-89-7

diethylamine

β-diethylamino-isobutyric acid-(2-diethylamino-ethyl ester)
100888-07-1

β-diethylamino-isobutyric acid-(2-diethylamino-ethyl ester)

Conditions
ConditionsYield
at 135℃;
dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

3-(Dibutoxy-phosphoryl)-2-methyl-propionic acid 2-diethylamino-ethyl ester
17049-44-4

3-(Dibutoxy-phosphoryl)-2-methyl-propionic acid 2-diethylamino-ethyl ester

Conditions
ConditionsYield
With sodium butanolate In butan-1-ol
1-iodotetradecane
19218-94-1

1-iodotetradecane

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

(2-Methacryloxyethyl)-diethyl-tetradecyl-ammonium

(2-Methacryloxyethyl)-diethyl-tetradecyl-ammonium

Conditions
ConditionsYield
With hydroquinone
1-iodohexadecane
544-77-4

1-iodohexadecane

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

(2-Methacryloxyethyl)-diethyl-hexadecyl-ammonium

(2-Methacryloxyethyl)-diethyl-hexadecyl-ammonium

Conditions
ConditionsYield
With hydroquinone
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

benzyl chloride
100-44-7

benzyl chloride

benzyldiethyl{2-[(2-methyl-1-oxoallyl)oxy]ethyl}ammonium chloride
47034-01-5

benzyldiethyl{2-[(2-methyl-1-oxoallyl)oxy]ethyl}ammonium chloride

Conditions
ConditionsYield
With hydroquinone
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

3-(Diethoxy-phosphoryl)-2-methyl-propionic acid 2-diethylamino-ethyl ester
17049-43-3

3-(Diethoxy-phosphoryl)-2-methyl-propionic acid 2-diethylamino-ethyl ester

Conditions
ConditionsYield
With sodium ethanolate In ethanol
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

poly(tert-butyl 4-vinylbenzoate); monomer(s): tert-butyl 4-vinylbenzoate; degree of polymerization 60

poly(tert-butyl 4-vinylbenzoate); monomer(s): tert-butyl 4-vinylbenzoate; degree of polymerization 60

poly((tert-butyl 4-vinylbenzoate)-(2-(diethylamino)ethyl methacrylate)) diblock copolymer; monomer(s): tert-butyl 4-vinylbenzoate; 2-(diethylamino)ethyl methacrylate; degrees of polymerization of t-BuVBA and DEA blocks are 60 and 66 resp.

poly((tert-butyl 4-vinylbenzoate)-(2-(diethylamino)ethyl methacrylate)) diblock copolymer; monomer(s): tert-butyl 4-vinylbenzoate; 2-(diethylamino)ethyl methacrylate; degrees of polymerization of t-BuVBA and DEA blocks are 60 and 66 resp.

2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

pluronic F127

pluronic F127

poly(2-(N,N-diethylamino)ethyl methacrylate)-b-poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide)-b-poly(2-(N,N-diethylamino)ethyl methacrylate) pentablock copolymer

poly(2-(N,N-diethylamino)ethyl methacrylate)-b-poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide)-b-poly(2-(N,N-diethylamino)ethyl methacrylate) pentablock copolymer

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at 20 - 50℃; for 0.666667h;
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

pluronic F127

pluronic F127

poly(2-(N,N-diethylamino)ethyl methacrylate)-b-poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide)-b-poly(2-(N,N-diethylamino)ethyl methacrylate), methacrylate blocks: 36.2 mass percent, Mn (NMR): 19730, polydispersity index (GPC): 1.20

poly(2-(N,N-diethylamino)ethyl methacrylate)-b-poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide)-b-poly(2-(N,N-diethylamino)ethyl methacrylate), methacrylate blocks: 36.2 mass percent, Mn (NMR): 19730, polydispersity index (GPC): 1.20

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at 20 - 50℃; for 0.666667h;
2-(diethylamino)ethyl methacrylate
105-16-8

2-(diethylamino)ethyl methacrylate

pluronic F127

pluronic F127

poly(2-(N,N-diethylamino)ethyl methacrylate)-b-poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide)-b-poly(2-(N,N-diethylamino)ethyl methacrylate), methacrylate blocks: 19.6 mass percent, Mn (NMR): 15670, polydispersity index (GPC): 1.19

poly(2-(N,N-diethylamino)ethyl methacrylate)-b-poly(ethylene oxide)-b-poly(propylene oxide)-b-poly(ethylene oxide)-b-poly(2-(N,N-diethylamino)ethyl methacrylate), methacrylate blocks: 19.6 mass percent, Mn (NMR): 15670, polydispersity index (GPC): 1.19

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at 20 - 50℃; for 0.666667h;

105-16-8Relevant articles and documents

Dialkylaminoethyl methacrylate synthesis method

-

Paragraph 0021; 0022; 0023; 0024; 0030-0049, (2019/01/08)

The invention discloses a dialkylaminoethyl methacrylate synthesis method, which comprises: adding methyl methacrylate, dialkylaminoethanol, lithium hydroxide and a polymerization inhibitor to a reaction kettle, heating to a temperature of 75-85 DEGC, carrying out a reaction, controlling the temperature of the tower top at 50-55 DEGC, continuously separating methanol under a negative pressure of 600 mmHg, and stopping the reaction until no methanol is separated; purifying dialkylaminoethyl methacrylate; cooling to a room temperature, and washing with deionized water; and distilling the oil phase to obtain unreacted methyl methacrylate and unreacted dialkylaminoethanol, and carrying out pressure reducing distillation to obtain the product. According to the present invention, by using lithium hydroxide as the catalyst, the product yield (of more than 93.5%) and the product purity (of more than 99.0%) are high, the catalyst consumption is low, the price of the catalyst is low, the reaction is fast and can be performed at the low temperature, and the polymerization of methyl methacrylate and the product during the reaction and the separation can be effectively prevented.

Multi-purpose polymers, methods and compositions

-

, (2008/06/13)

Disclosed are multi-purpose polymers that are the polymerization product of a monomer mixture comprising at least one amino-substituted vinyl monomer; at least one nonionic vinyl monomer; at least one associative vinyl monomer; at least one semihydrophobic vinyl surfactant monomer; and, optionally, comprising one or more hydroxy-substituted nonionic vinyl monomer, crosslinking monomer, chain transfer agent or polymeric stabilizer. These vinyl addition polymers have a combination of substituents, including amino substituents that provide cationic properties at low pH, hydrophobic substituents, hydrophobically modified polyoxyalkylene substituents, and hydrophilic polyoxyalkylene substituents. The polymers provide surprisingly beneficial rheological properties in acidic aqueous compositions, and are compatible with cationic materials. The multi-purpose polymers are useful in a variety of products for personal care, health care, household care, institutional and industrial care, and industrial applications.

Producing unsaturated esters by a lanthanide metal alkoxide catalyzed transesterification process

-

Page column 7, (2008/06/13)

There is disclosed a process for producing an unsaturated ester of the formula (3): wherein R1, R2 and R3 independently represent hydrogen, halogen, alkyl, alkenyl and the like and R5 represents alkyl which may be substituted and the like, which process is characterized by subjecting an unsaturated ester of the formula (1): wherein R1, R2 and R3 have the same meaning as previously defined and R4 represents alkyl or phenyl and the like, to a transesterification reaction with a hydroxy compound of the formula (2):R5OH??(2)wherein R5 has the same meaning as previously defined, in the presence of a lanthanoide metal alkoxide.

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