Product Name

  • Name

    Ethyl methacrylate

  • EINECS 202-597-5
  • CAS No. 97-63-2
  • Article Data63
  • CAS DataBase
  • Density 0.906 g/cm3
  • Solubility 4 g/L (20 °C) in water
  • Melting Point -75 °C
  • Formula C6H10O2
  • Boiling Point 120.5 °C at 760 mmHg
  • Molecular Weight 114.144
  • Flash Point 15.6 °C
  • Transport Information UN 2277 3/PG 2
  • Appearance colourless liquid with an unpleasant odour
  • Safety 9-16-29-33
  • Risk Codes 11-36/37/38-43
  • Molecular Structure Molecular Structure of 97-63-2 (Ethyl methacrylate)
  • Hazard Symbols FlammableF,IrritantXi
  • Synonyms Methacrylicacid, ethyl ester (6CI,8CI);2-Methylacrylic acid ethyl ester;Acryester E;Ethyl 2-methyl-2-propenoate;Ethyl 2-methylacrylate;Ethyl a-methylacrylate;Light Ester E;NSC 24152;
  • PSA 26.30000
  • LogP 1.12560

Synthetic route

ethyl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate
1034132-98-3

ethyl 2-((tert-butyl(1-(diethoxyphosphoryl)-2,2-dimethylpropyl)amino)oxy)-2-methylpropanoate

A

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

B

diethyl (1-(tert-butyl((ethoxycarbonyl)oxy)amino)-2,2-dimethylpropyl)phosphonate
1393670-70-6

diethyl (1-(tert-butyl((ethoxycarbonyl)oxy)amino)-2,2-dimethylpropyl)phosphonate

C

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With thiophenol at 70℃; under 7.50075E-06 Torr;A 85%
B 15%
C n/a
2-methyl-2-propenoic acid 2-hydroxyethyl ester
868-77-9

2-methyl-2-propenoic acid 2-hydroxyethyl ester

A

2,3-dioxycarbonylpropyl (ethyl methacrylate) carbonate

2,3-dioxycarbonylpropyl (ethyl methacrylate) carbonate

B

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With pyridine In dichloromethane; waterA n/a
B 84%
ethanol
64-17-5

ethanol

1,2-propanediene
463-49-0

1,2-propanediene

carbon monoxide
201230-82-2

carbon monoxide

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium at 100℃; under 11400 Torr; for 3h;71%
β-acetoxy-isobutyric acid ethyl ester
88226-62-4

β-acetoxy-isobutyric acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene at 80℃; for 5h;60%
2-methylpropenal
78-85-3

2-methylpropenal

ethanol
64-17-5

ethanol

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
phosphorus-molybdenum catalyst at 310℃;50%
With oxygen at 80℃; under 22502.3 Torr; for 1h; Catalytic behavior;
ethanol
64-17-5

ethanol

chloroform
67-66-3

chloroform

acetone
67-64-1

acetone

A

ethyl 2-chloro-2-methylpropanoate
62554-44-3

ethyl 2-chloro-2-methylpropanoate

B

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzonitrile; acetonitrile at 50℃; for 42h;A 25%
B 46%
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

dimanganese decacarbonyl
10170-69-1

dimanganese decacarbonyl

A

diethyl 2,2,3,3-tetramethylsuccinate
33367-54-3

diethyl 2,2,3,3-tetramethylsuccinate

B

diethyl 2,2,3,5,5-pentamethylhexa-1,6-dioate

diethyl 2,2,3,5,5-pentamethylhexa-1,6-dioate

C

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate
106471-98-1

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate

D

methyl methacrylate
97-63-2

methyl methacrylate

E

Ethyl isobutyrate
97-62-1

Ethyl isobutyrate

Conditions
ConditionsYield
In tetrahydrofuran Irradiation (UV/VIS); (N2 or Ar); 250-W sun lamp, 3 h; colorless solution is filtered, (1)H-NMR;A 45%
B 13%
C 5%
D 12%
E 17%
In chloroform-d1 Irradiation (UV/VIS); (N2 or Ar); 250-W sun lamp, 3 h; colorless solution is filtered, (1)H-NMR;A 36%
B 9%
C 4%
D 5%
E 13%
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

A

diethyl 2,2,3,3-tetramethylsuccinate
33367-54-3

diethyl 2,2,3,3-tetramethylsuccinate

B

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate
106471-98-1

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate

C

methyl methacrylate
97-63-2

methyl methacrylate

D

Ethyl isobutyrate
97-62-1

Ethyl isobutyrate

Conditions
ConditionsYield
With {bis(triphenylphosphine)nitrogen}{manganese(carbonyl)5} In tetrahydrofuran for 5h;A 36%
B 3%
C 6%
D 35%
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

bis(triphenylphosphineiminium) pentacarbonylmanganate(1-)
52542-59-3, 192520-17-5

bis(triphenylphosphineiminium) pentacarbonylmanganate(1-)

A

diethyl 2,2,3,3-tetramethylsuccinate
33367-54-3

diethyl 2,2,3,3-tetramethylsuccinate

B

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate
106471-98-1

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate

C

methyl methacrylate
97-63-2

methyl methacrylate

D

Ethyl isobutyrate
97-62-1

Ethyl isobutyrate

Conditions
ConditionsYield
In tetrahydrofuran (N2 or Ar); solution is allowed to stand for 5 h; determination by NMR and MS fragmentation;A 36%
B 3%
C 6%
D 35%
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

sodium pentacarbonyl manganate
13859-41-1

sodium pentacarbonyl manganate

A

diethyl 2,2,3,3-tetramethylsuccinate
33367-54-3

diethyl 2,2,3,3-tetramethylsuccinate

B

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate
106471-98-1

diethyl 2,2-dimethyl-4-methylenepenta-1,5-dioate

C

methyl methacrylate
97-63-2

methyl methacrylate

D

Ethyl isobutyrate
97-62-1

Ethyl isobutyrate

Conditions
ConditionsYield
In tetrahydrofuran (N2 or Ar); solution is allowed to stand for 5 h; determination by NMR and MS fragmentation;A 14%
B 1%
C 16%
D 36%
ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With quinoline
With N,N-diethylaniline
formaldehyd
50-00-0

formaldehyd

monoethyl methylmalonate
2985-33-3

monoethyl methylmalonate

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With water; diethylamine
ethyl 2-ethoxy-2-methylpropanoate
151598-88-8

ethyl 2-ethoxy-2-methylpropanoate

methyl methacrylate
97-63-2

methyl methacrylate

ethanol
64-17-5

ethanol

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With sulfuric acid; benzene
With acidic cation exchange resin Amberlyst 70 at 50 - 145℃; Flow reactor; Green chemistry;
ethanol
64-17-5

ethanol

2-ethoxy-2-methyl-propanoic acid
15001-71-5

2-ethoxy-2-methyl-propanoic acid

A

ethyl 2-ethoxy-2-methylpropanoate
151598-88-8

ethyl 2-ethoxy-2-methylpropanoate

B

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With sulfuric acid; tannic acid
ethyl 2-chloro-2-methylpropanoate
62554-44-3

ethyl 2-chloro-2-methylpropanoate

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With quinoline; hydroquinone
With iron(III) chloride
With zinc
α-acetoxy-isobutyric acid ethyl ester
6283-75-6

α-acetoxy-isobutyric acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
at 475℃;
ethyl 2-aminoisobutyrate hydrochloride
17288-15-2

ethyl 2-aminoisobutyrate hydrochloride

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 20℃;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

propyl bromide
106-94-5

propyl bromide

triethyl phosphite
122-52-1

triethyl phosphite

A

β-diethoxyphosphoryl-isobutyric acid propyl ester
109313-50-0

β-diethoxyphosphoryl-isobutyric acid propyl ester

B

methyl methacrylate
97-63-2

methyl methacrylate

C

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

Conditions
ConditionsYield
und Erwaermen des Reaktionsgemisches;
sodium acetate
127-09-3

sodium acetate

hydroquinone
123-31-9

hydroquinone

3-hydroxy-2-methyl-propionic acid ethyl ester
89534-52-1

3-hydroxy-2-methyl-propionic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

ethyl sulfate
540-82-9

ethyl sulfate

2-amino-2-cyanopropane
19355-69-2

2-amino-2-cyanopropane

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
Einw. von NaNO2-Loesung auf das Reaktionsprodukt;
ethanol
64-17-5

ethanol

methacrylonitrile
126-98-7

methacrylonitrile

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With sulfuric acid
ethyl 2-hydroxy-2,2-dimethylethanoate
80-55-7

ethyl 2-hydroxy-2,2-dimethylethanoate

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With phosphorus trichloride
ethyl 2-hydroxy-2,2-dimethylethanoate
80-55-7

ethyl 2-hydroxy-2,2-dimethylethanoate

A

ethyl 2-chloro-2-methylpropanoate
62554-44-3

ethyl 2-chloro-2-methylpropanoate

B

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
With thionyl chloride anschliessenden Erwaermen mit wenig Pyridin;
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane at 20℃; for 2h; Inert atmosphere;A 75 %Spectr.
B 25 %Spectr.
Brommethyl-methylmalonsaeure-ethyl-thioethylester
62442-83-5

Brommethyl-methylmalonsaeure-ethyl-thioethylester

A

C9H15(2)HO3S

C9H15(2)HO3S

B

methyl methacrylate
97-63-2

methyl methacrylate

C

C8H15(2)HO2S

C8H15(2)HO2S

D

C9H15(2)HO3S

C9H15(2)HO3S

Conditions
ConditionsYield
With ethyl [2]alcohol; vitamin B12s for 14h; Mechanism; Ambient temperature; other reactant;
1-ethoxycarbonyl-1-methylethyl phenyl sulfoxide
127074-24-2

1-ethoxycarbonyl-1-methylethyl phenyl sulfoxide

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
In 1,4-dioxane at 90℃; Kinetics; Thermodynamic data; Ea, ΔS(excit.);
2-Methyl-2-(toluene-4-sulfinyl)-propionic acid ethyl ester

2-Methyl-2-(toluene-4-sulfinyl)-propionic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
In 1,4-dioxane at 70℃; Rate constant;
2-(3-Chloro-benzenesulfinyl)-2-methyl-propionic acid ethyl ester

2-(3-Chloro-benzenesulfinyl)-2-methyl-propionic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
In 1,4-dioxane at 70℃; Rate constant;
2-(4-Chloro-benzenesulfinyl)-2-methyl-propionic acid ethyl ester

2-(4-Chloro-benzenesulfinyl)-2-methyl-propionic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
In 1,4-dioxane at 70℃; Rate constant;
2-(4-Methoxy-benzenesulfinyl)-2-methyl-propionic acid ethyl ester

2-(4-Methoxy-benzenesulfinyl)-2-methyl-propionic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

Conditions
ConditionsYield
In 1,4-dioxane at 70℃; Rate constant;
methyl methacrylate
97-63-2

methyl methacrylate

8-fluoro-5,11-dihydro-11-(4-piperidyldene)<1>benzoxepino<4,3-b>pyridine
153249-96-8

8-fluoro-5,11-dihydro-11-(4-piperidyldene)<1>benzoxepino<4,3-b>pyridine

3-[4-(8-Fluoro-11H-10-oxa-4-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-2-methyl-propionic acid ethyl ester

3-[4-(8-Fluoro-11H-10-oxa-4-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-2-methyl-propionic acid ethyl ester

Conditions
ConditionsYield
In ethanol Heating;100%
N-((1S)-1-phenylethyl)hydroxylamine
53933-47-4

N-((1S)-1-phenylethyl)hydroxylamine

methyl methacrylate
97-63-2

methyl methacrylate

C14H21NO3
912650-22-7

C14H21NO3

Conditions
ConditionsYield
In tetrahydrofuran100%
methyl methacrylate
97-63-2

methyl methacrylate

ethyl 2-chloro-2-(hydroxyimino)acetate
14337-43-0

ethyl 2-chloro-2-(hydroxyimino)acetate

5-Methyl-4,5-dihydro-isoxazole-3,5-dicarboxylic acid diethyl ester
141562-82-5

5-Methyl-4,5-dihydro-isoxazole-3,5-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
With triethylamine In diethyl ether Ambient temperature;99%
α,α-dichloromethyl p-tolyl sulfoxide
37067-52-0

α,α-dichloromethyl p-tolyl sulfoxide

methyl methacrylate
97-63-2

methyl methacrylate

2-chloro-1-methyl-2-(toluene-4-sulfinyl)cyclopropanecarboxylic acid ethyl ester

2-chloro-1-methyl-2-(toluene-4-sulfinyl)cyclopropanecarboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 2h;99%
α,α-dichloromethyl p-tolyl sulfoxide
37067-52-0

α,α-dichloromethyl p-tolyl sulfoxide

methyl methacrylate
97-63-2

methyl methacrylate

C14H17ClO3S

C14H17ClO3S

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃;99%
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 3h; Inert atmosphere;90%
With lithium diisopropyl amide In tetrahydrofuran diastereoselective reaction;
With sodium hexamethyldisilazane In tetrahydrofuran Inert atmosphere;
(-)-(R)-dichloromethyl p-tolyl sulfoxide
123849-08-1

(-)-(R)-dichloromethyl p-tolyl sulfoxide

methyl methacrylate
97-63-2

methyl methacrylate

(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate
1356563-72-8

(1R,2S)-ethyl 2-chloro-1-methyl-2-((R)-p-tolylsulfinyl)cyclopropanecarboxylate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -85 - 20℃; Inert atmosphere; optical yield given as %ee;99%
With lithium diisopropyl amide In tetrahydrofuran at -85 - 0℃; diastereoselective reaction;99%
With (2R,5S)-menthone; sodium hexamethyldisilazane In tetrahydrofuran Inert atmosphere;
n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

methyl methacrylate
97-63-2

methyl methacrylate

Ethyl 2-methyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate
140834-68-0

Ethyl 2-methyl-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; sodium thiosulfate In dichloromethane; water at 20℃; for 4h; UV-irradiation; Sealed tube;99%
(S)-methyl p-tolyl sulfoxide
5056-07-5

(S)-methyl p-tolyl sulfoxide

methyl methacrylate
97-63-2

methyl methacrylate

(S)-3-methyl-1-(p-tolylsulfinyl)but-3-en-2-one

(S)-3-methyl-1-(p-tolylsulfinyl)but-3-en-2-one

Conditions
ConditionsYield
Stage #1: (S)-methyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.916667h; Inert atmosphere;
Stage #2: methyl methacrylate In tetrahydrofuran at -70 - -25℃; for 1.5h; Inert atmosphere;
99%
2-(propan-2-yl)adamantan-2-ol
38432-77-8

2-(propan-2-yl)adamantan-2-ol

methyl methacrylate
97-63-2

methyl methacrylate

2-isopropyl-2-adamantyl methacrylate
297156-50-4

2-isopropyl-2-adamantyl methacrylate

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran at 77℃; for 24h;98%
C-(p-nitrophenyl)-N-phenylnitrone
69173-79-1, 94664-80-9

C-(p-nitrophenyl)-N-phenylnitrone

methyl methacrylate
97-63-2

methyl methacrylate

3-Dimethylcarbamoyl-5-methyl-2-phenyl-isoxazolidine-5-carboxylic acid ethyl ester

3-Dimethylcarbamoyl-5-methyl-2-phenyl-isoxazolidine-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
for 3h;97%
methyl methacrylate
97-63-2

methyl methacrylate

4-(2-perfluorodecyl)ethylbenzylalcohol
356055-78-2

4-(2-perfluorodecyl)ethylbenzylalcohol

4-(2-perfluorodecyl)ethylbenzyl methacrylate
356055-87-3

4-(2-perfluorodecyl)ethylbenzyl methacrylate

Conditions
ConditionsYield
With sodium hydride In benzene for 1h; Heating;97%
methyl methacrylate
97-63-2

methyl methacrylate

polymer, Mn = 10600, PD = 1.12; monomer(s): ethyl methacrylate

polymer, Mn = 10600, PD = 1.12; monomer(s): ethyl methacrylate

Conditions
ConditionsYield
With ethyl 2-methyl-2-methyl tellurium propionate; dimethyl ditelluride at 105℃; for 2h;97%
methyl methacrylate
97-63-2

methyl methacrylate

2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-malonic acid diethyl ester
112495-27-9

2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-malonic acid diethyl ester

2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-2-ethoxycarbonyl-4-methyl-pentanedioic acid diethyl ester
112495-26-8

2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-2-ethoxycarbonyl-4-methyl-pentanedioic acid diethyl ester

Conditions
ConditionsYield
With sodium ethanolate In ethanol Ambient temperature;96.4%
2-aminopyridine
504-29-0

2-aminopyridine

methyl methacrylate
97-63-2

methyl methacrylate

N-(2-pyridyl)methylacrylamid, sodium salt
126660-81-9

N-(2-pyridyl)methylacrylamid, sodium salt

Conditions
ConditionsYield
With sodium In diethyl ether 1) 3h, 2) 12h, 20 deg C;96%
3-(trifluoromethyl)pyridine
3796-23-4

3-(trifluoromethyl)pyridine

methyl methacrylate
97-63-2

methyl methacrylate

C12H14F3NO2

C12H14F3NO2

Conditions
ConditionsYield
Stage #1: 3-(trifluoromethyl)pyridine With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P,P'-(1,2-ethanediyl)bis{bis[3,5-di(trifluoromethyl)phenyl]phosphane} In toluene for 0.0833333h; Inert atmosphere; Microwave irradiation;
Stage #2: methyl methacrylate In toluene at 120℃; for 24h; Inert atmosphere; Microwave irradiation; Sealed tube; regioselective reaction;
96%
methyl methacrylate
97-63-2

methyl methacrylate

3-methyl-3H-imidazo[4,5-b]pyridine
6688-61-5

3-methyl-3H-imidazo[4,5-b]pyridine

ethyl 2-methyl-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)propanoate

ethyl 2-methyl-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)propanoate

Conditions
ConditionsYield
With potassium dihydrogenphosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P,P'-(1,2-ethanediyl)bis{bis[3,5-di(trifluoromethyl)phenyl]phosphane} In toluene at 120℃; for 24h; Inert atmosphere; Glovebox; Microwave irradiation; Sealed tube;96%
2-(4-phenylnaphthalen-1-yl)aniline

2-(4-phenylnaphthalen-1-yl)aniline

methyl methacrylate
97-63-2

methyl methacrylate

ethyl 2-((1-(2-aminophenyl)-4-phenylnaphthalen-2-yl)methyl)acrylate

ethyl 2-((1-(2-aminophenyl)-4-phenylnaphthalen-2-yl)methyl)acrylate

Conditions
ConditionsYield
With disodium hydrogenphosphate; (S)-STRIP; palladium diacetate; silver sulfate In toluene at 60℃; for 48h; Schlenk technique; stereoselective reaction;96%
piperidin-2-one
675-20-7

piperidin-2-one

methyl methacrylate
97-63-2

methyl methacrylate

2-Methyl-3-(2-oxo-piperidin-1-yl)-propionic acid ethyl ester

2-Methyl-3-(2-oxo-piperidin-1-yl)-propionic acid ethyl ester

Conditions
ConditionsYield
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.333333h;95%
trimethyl(4-mercaptomethylphenyl)silane
57337-85-6

trimethyl(4-mercaptomethylphenyl)silane

methyl methacrylate
97-63-2

methyl methacrylate

2-methyl-3-(4-trimethylsilanyl-benzylsulfanyl)-propionic acid ethyl ester
497181-01-8

2-methyl-3-(4-trimethylsilanyl-benzylsulfanyl)-propionic acid ethyl ester

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h; Michael addition;95%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h; Michael addition;95%
(S)-2-benzyloxycarbonylamino-4-hydroxyphosphinoyl-butyric acid methyl ester
864682-69-9

(S)-2-benzyloxycarbonylamino-4-hydroxyphosphinoyl-butyric acid methyl ester

methyl methacrylate
97-63-2

methyl methacrylate

ethyl (3S)-3-[((3-(N-benzyloxycarbonyl)amino-3-methoxycarbonyl)propyl(hydroxy)phosphinyl)]-2-methylpropanoate

ethyl (3S)-3-[((3-(N-benzyloxycarbonyl)amino-3-methoxycarbonyl)propyl(hydroxy)phosphinyl)]-2-methylpropanoate

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 0 - 20℃; Inert atmosphere;95%
methyl methacrylate
97-63-2

methyl methacrylate

N,N-bis(2-butynyl)-(4-methylphenyl)sulfonamide
170751-34-5

N,N-bis(2-butynyl)-(4-methylphenyl)sulfonamide

C21H27NO4S
1277186-28-3

C21H27NO4S

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (R)-segphos In dichloromethane at 20℃; for 1h; Inert atmosphere;94%
formic acid
64-18-6

formic acid

methyl methacrylate
97-63-2

methyl methacrylate

1-Ethyl 4-hydrogen 2-methylbutanedioate
32980-27-1

1-Ethyl 4-hydrogen 2-methylbutanedioate

Conditions
ConditionsYield
With palladium diacetate; acetic anhydride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 70℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction;94%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

methyl methacrylate
97-63-2

methyl methacrylate

ethyl 6-(1-ethoxy-2-methyl-1-oxopropan-2-yl)nicotinate

ethyl 6-(1-ethoxy-2-methyl-1-oxopropan-2-yl)nicotinate

Conditions
ConditionsYield
Stage #1: 3-pyridinecarboxylic acid ethyl ester With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P,P'-(1,2-ethanediyl)bis{bis[3,5-di(trifluoromethyl)phenyl]phosphane} In toluene for 0.0833333h; Inert atmosphere; Microwave irradiation;
Stage #2: methyl methacrylate In toluene at 120℃; for 24h; Inert atmosphere; Microwave irradiation; Sealed tube; regioselective reaction;
94%
diphenyl-phosphinic acid
1707-03-5

diphenyl-phosphinic acid

methyl methacrylate
97-63-2

methyl methacrylate

ethyl 2-((diphenylphosphoryl)oxy)-3-iodo-2-methylpropanoate

ethyl 2-((diphenylphosphoryl)oxy)-3-iodo-2-methylpropanoate

Conditions
ConditionsYield
With N-iodo-succinimide In tetrahydrofuran at 40℃; for 6h; Inert atmosphere; regioselective reaction;94%
methyl phosphite
96-36-6, 868-85-9

methyl phosphite

methyl methacrylate
97-63-2

methyl methacrylate

3-(Dimethoxy-phosphoryl)-2-methyl-propionic acid ethyl ester
126473-10-7

3-(Dimethoxy-phosphoryl)-2-methyl-propionic acid ethyl ester

Conditions
ConditionsYield
With trimethylaluminum In dichloromethane; toluene Ambient temperature;93%
tert-butylmercury chloride
38442-51-2

tert-butylmercury chloride

methyl methacrylate
97-63-2

methyl methacrylate

ethyl 2,4,4-trimethylpentanoate
60302-30-9

ethyl 2,4,4-trimethylpentanoate

Conditions
ConditionsYield
With triethylsilane In dimethyl sulfoxide at 35℃; for 11h; Irradiation; add of (E)-PhCH=CHI: competitive reaction;93%
With triethylsilane; sodium thiosulfate 1.) DMSO, 11 h, 2.) DMSO; Yield given. Multistep reaction;
methyl methacrylate
97-63-2

methyl methacrylate

poly(ethyl methacrylate), atom transfer radical polymerization product, Mn: 40500, PDI: 1.15; monomer(s): ethyl methacrylate

poly(ethyl methacrylate), atom transfer radical polymerization product, Mn: 40500, PDI: 1.15; monomer(s): ethyl methacrylate

Conditions
ConditionsYield
With ethyl 2-bromoisobutyrate; [(1,3,5-iPr3C6H3)Ru(μ-Cl)3RuCl(C2H4)(PCy3)] In toluene at 35℃;93%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

methyl methacrylate
97-63-2

methyl methacrylate

3-hydroxy-2,2-dimethyl-3-p-tolyl-propionic acid ethyl ester
64284-54-4

3-hydroxy-2,2-dimethyl-3-p-tolyl-propionic acid ethyl ester

Conditions
ConditionsYield
With C38H31F3O3P2PdSSn; triethylaluminum In tetrahydrofuran; toluene at 20 - 60℃; for 3h;93%
3-(methylsulfonyl)pyridine
52693-61-5

3-(methylsulfonyl)pyridine

methyl methacrylate
97-63-2

methyl methacrylate

C12H17NO4S

C12H17NO4S

Conditions
ConditionsYield
Stage #1: 3-(methylsulfonyl)pyridine With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; P,P'-(1,2-ethanediyl)bis{bis[3,5-di(trifluoromethyl)phenyl]phosphane} In toluene for 0.0833333h; Inert atmosphere; Microwave irradiation;
Stage #2: methyl methacrylate In toluene at 120℃; for 24h; Inert atmosphere; Microwave irradiation; Sealed tube; regioselective reaction;
93%
2-methyladamantan-2-ol
702-98-7

2-methyladamantan-2-ol

methyl methacrylate
97-63-2

methyl methacrylate

ethyl 2-methyl-3-(2-methyladamantan-2-yl)propanoate

ethyl 2-methyl-3-(2-methyladamantan-2-yl)propanoate

Conditions
ConditionsYield
With cyclopentadienyl titanium(IV) trichloride; triethylsilyl chloride; zinc In tetrahydrofuran at 60℃; for 12h; Molecular sieve; Sealed tube; Inert atmosphere;93%

Ethyl methacrylate Specification

The IUPAC name of Ethyl methacrylate is ethyl 2-methylprop-2-enoate. With the CAS registry number 97-63-2, it is also named as Methacrylic acid, ethyl ester. The product's categories are EQ - EZ; EQ - EZ Analytical Standards; Esters Gasoline, Diesel & Petroleum; Alpha Sort; Chemical Class; E-LAlphabetic; Olefins; Substance Classes; Volatiles / Semivolatiles; Acrylic Monomers; C6 to C7 Monomers; Carbonyl Compounds; Esters; Methacrylate. It is colourless liquid with an unpleasant odour which is incompatible with peroxides, oxidizing agents, bases, acids, reducing agents, halogens and amines. It can polymerize in the presence of light or heat. If polymerization takes place inside a container, the container may violently rupture. When heated to decomposition Ethyl methacrylate emits acrid smoke and irritating fumes. Additioanlly, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.88; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.88; (4)ACD/LogD (pH 7.4): 1.88; (5)ACD/BCF (pH 5.5): 15.72; (6)ACD/BCF (pH 7.4): 15.72; (7)ACD/KOC (pH 5.5): 250.06; (8)ACD/KOC (pH 7.4): 250.06; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.409; (13)Molar Refractivity: 31.18 cm3; (14)Molar Volume: 125.9 cm3; (15)Polarizability: 12.36×10-24 cm3; (16)Surface Tension: 24.6 dyne/cm; (17)Enthalpy of Vaporization: 35.86 kJ/mol; (18)Boiling Point: 120.5 °C at 760 mmHg; (19)Vapour Pressure: 15.2 mmHg at 25 °C; (20)Rotatable Bond Count: 3; (21)Exact Mass: 114.06808; (22)MonoIsotopic Mass: 114.06808; (23)Topological Polar Surface Area: 26.3; (24)Heavy Atom Count: 8; (25)Complexity: 105.

Preparation of Ethyl methacrylate: It can be obtained by esterification of methacrylic acid and ethanol. Putting methacrylic acid and ethanol to reactor and adding a small amount of concentrated sulfuric acid. Heating and refluxing to occur ester layer. Cooling and separating the ester layer. After caustic washing, water washing, drying and vacuum fractionation, we can get the product.

Uses of Ethyl methacrylate: It is used in the manufacture of acrylates copolymers, adhesives and coatings. It is also used in organic synthesis, in the preparation of plexiglass and as a solvent. In addition, it can react with piperidine to get b-piperidino-isobutyric acid ethyl ester. This reaction needs reagent acetic acid at temperature of 70 °C. The reaction time is 17 hours. The yield is 82%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition and keep container in a well-ventilated place. It is also irritating to eyes, respiratory system and skin, so people should not empty into drains and must take precautionary measures against static discharges.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(OCC)\C(=C)C
2. InChI:InChI=1/C6H10O2/c1-4-8-6(7)5(2)3/h2,4H2,1,3H3 
3. InChIKey:SUPCQIBBMFXVTL-UHFFFAOYAN

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 137uL/kg (0.137mL/kg)   Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.
mouse LD50 intraperitoneal 1369mg/kg (1369mg/kg)   Journal of Pharmaceutical Sciences. Vol. 62, Pg. 778, 1973.
mouse LD50 oral 7836mg/kg (7836mg/kg)   Toxicology Letters. Vol. 11, Pg. 125, 1982.
rabbit LD skin > 10mL/kg (10mL/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.
rabbit LDLo oral 3630mg/kg (3630mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.
rat LC50 inhalation 8300ppm/4H (8300ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Toxicology and Environmental Health. Vol. 16, Pg. 811, 1985.
 
rat LD50 intraperitoneal 1223mg/kg (1223mg/kg)   Journal of Dental Research. Vol. 51, Pg. 1632, 1972.
rat LD50 oral 14800mg/kg (14800mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.
rat LDLo subcutaneous 25gm/kg (25000mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.

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