Product Name

  • Name

    Methyl methacrylate

  • EINECS 201-297-1
  • CAS No. 80-62-6
  • Article Data274
  • CAS DataBase
  • Density 0.914 g/cm3
  • Solubility 15.9 g/L (20 °C) in water
  • Melting Point -48 °C
  • Formula C5H8O2
  • Boiling Point 100.3 °C at 760 mmHg
  • Molecular Weight 100.117
  • Flash Point 10 °C
  • Transport Information UN 1247 3/PG 2
  • Appearance clear colorless liquid
  • Safety 24-37-46-45-36/37-16-7
  • Risk Codes 11-37/38-43-39/23/24/25-23/24/25
  • Molecular Structure Molecular Structure of 80-62-6 (Methyl methacrylate)
  • Hazard Symbols FlammableF,IrritantXi,ToxicT
  • Synonyms Methacrylicacid methyl ester (6CI,8CI);Methacrylic acid, methyl ester (7CI);2-(Methoxycarbonyl)-1-propene;2-Methyl-2-propenoic acid methyl ester;Acryester M;Acryloid HT 100;Light Ester M;Methyl 2-methacrylate;Methyl2-methyl-2-propenoate;NSC 4769;Paraloid HT 100;Pegalan;TEB 3K;Methyl methacrylate;
  • PSA 26.30000
  • LogP 0.73550

Synthetic route

methanol
67-56-1

methanol

2-methylpropenal
78-85-3

2-methylpropenal

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With 10H-phenothiazine; hydroquinone at 40℃; for 22h; Reagent/catalyst; Concentration; Inert atmosphere;99%
With 1.5 % Au/alumina; oxygen at 60℃; under 9034.64 Torr; Catalytic behavior; chemoselective reaction;99.7%
With oxygen at 69.84℃; under 1500.15 Torr; for 2h; Reagent/catalyst; Autoclave;98%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

prop-1-yne
74-99-7

prop-1-yne

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With methanesulfonic acid; 2-(diphenylphosphino)pyridine; palladium diacetate at 45℃;99%
With methanesulfonic acid; N,N-dimethyl-aniline; palladium complex with bis(3,5-dimethyl-4-methoxyphenyl) (6-methyl-2-pyridyl)phosphine at 65℃; for 7h; Product distribution / selectivity; Cooling with ethanol-dry ice; Autoclave;73%
With methanesulfonic acid; 2-(diphenylphosphino)pyridine; palladium diacetate at 45℃; Mechanism; var. reagents and reaction conditions;
Polymethylmethacrylate

Polymethylmethacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
at 320 - 456℃; under 50 Torr; not given; Product distribution / selectivity;97%
Tributylmethoxysilane
15811-64-0

Tributylmethoxysilane

methacryloyl anhydride
760-93-0

methacryloyl anhydride

A

tributylsilyl methacrylate
22414-62-6

tributylsilyl methacrylate

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With Amberlyst 15 at 75℃;A 95%
B n/a
methanol
67-56-1

methanol

1,1,1-trichloro-2-methyl-2-propanol
57-15-8

1,1,1-trichloro-2-methyl-2-propanol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
In acetone at 200℃; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Gas phase;93.9%
With 1.6percent In2O3-ZrO2 at 200℃; Reagent/catalyst; Temperature; Inert atmosphere;74.5%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid In water at 95.4℃; Temperature; Large scale;93.4%
With sulfuric acid; water; boric acid Behandeln des Reaktionsprodukts mit Methanol und anschliessenden Erhitzen mit Wasser bis auf 135grad;
methacryloyl anhydride
760-93-0

methacryloyl anhydride

[DBUH][O2COMe]

[DBUH][O2COMe]

A

C9H16N2*C4H6O2

C9H16N2*C4H6O2

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
In methanol at 20℃; for 1h;A n/a
B 92%
2-methylpropenal
78-85-3

2-methylpropenal

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
In methanol86.4%
84%
methanol
67-56-1

methanol

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With hafnium (IV) bis(perfluorooctanesulfonyl)amide In 1,2-dichloro-ethane at 60℃; for 8h;86%
With benzothiazole nitrate In cyclohexane at 70 - 90℃; for 8h;85%
With 10H-phenothiazine; methanesulfonic acid at 249℃; under 26252.6 Torr; for 0.00638889h; Microwave irradiation; Autoclave; Industry scale;82%
methanol
67-56-1

methanol

2-methylpropenal
78-85-3

2-methylpropenal

A

2-methyl-3,3-dimethoxy-1-propene
23230-91-3

2-methyl-3,3-dimethoxy-1-propene

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With oxygen; Pd5-Bi2/(100)SiO2-MgO for 4h;A n/a
B 85.2%
With oxygen; Pd5-Bi2-Fe1/(100)SiO2-MgO for 4h;A n/a
B 81.3%
With oxygen at 70℃; under 750.075 Torr; for 2h; Catalytic behavior; Green chemistry;
Trifluoro-methanesulfonate(2,2-bis-methoxycarbonyl-propyl)-phenyl-trimethylsilanylmethyl-sulfonium;
139373-36-7

Trifluoro-methanesulfonate(2,2-bis-methoxycarbonyl-propyl)-phenyl-trimethylsilanylmethyl-sulfonium;

A

methyl (phenylsulfanyl)acetate
17277-58-6

methyl (phenylsulfanyl)acetate

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With 4 A molecular sieve; tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 3h;A 84%
B 80%
methanol
67-56-1

methanol

Bromoform
75-25-2

Bromoform

acetone
67-64-1

acetone

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzonitrile; acetonitrile at 20℃; for 5h; Reagent/catalyst;81%
methanol
67-56-1

methanol

1,1,1-trichloro-2-methyl-2-propanol
57-15-8

1,1,1-trichloro-2-methyl-2-propanol

A

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
at 200℃; Reagent/catalyst; Temperature; Inert atmosphere; Gas phase;A 6.7%
B 72.3%
1-methoxy-2-methyl-1-trimethylsiloxy-1-propene
31469-15-5

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

2,3-dicyano-5,6-dichloro-p-benzoquinone
84-58-2

2,3-dicyano-5,6-dichloro-p-benzoquinone

A

C16H18Cl2N2O4Si
1449251-45-9

C16H18Cl2N2O4Si

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
In [D3]acetonitrile at 20℃; for 72h;A 72%
B 24%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

methyl salicylate
119-36-8

methyl salicylate

A

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
Stage #1: poly(methacrylic acid) With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h;
Stage #2: methyl salicylate at 110℃; for 24h;
A 72%
B n/a
1-methoxy-2-methyl-1-trimethylsiloxy-1-propene
31469-15-5

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

2,3-dicyano-5,6-dichloro-p-benzoquinone
84-58-2

2,3-dicyano-5,6-dichloro-p-benzoquinone

A

C16H18Cl2N2O4Si
1449251-45-9

C16H18Cl2N2O4Si

B

C16H18Cl2N2O4Si
1449251-44-8

C16H18Cl2N2O4Si

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
In [D3]acetonitrile at 20℃; for 48h;A 70%
B 8%
C 22%
In [D3]acetonitrile at 20℃; for 22h;A 57%
B 28%
C 15%
methanol
67-56-1

methanol

chloroform
67-66-3

chloroform

1,8-diazabicyclo[5.4.0]undec-7-ene
6674-22-2

1,8-diazabicyclo[5.4.0]undec-7-ene

acetone
67-64-1

acetone

A

methyl 2-chloroisobutyrate
22421-97-2

methyl 2-chloroisobutyrate

B

methyl 2-methoxy-2-methylpropanoate
17860-39-8

methyl 2-methoxy-2-methylpropanoate

C

C13H20N2O

C13H20N2O

D

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
Stage #1: methanol; chloroform; 1,8-diazabicyclo[5.4.0]undec-7-ene; acetone With 1.4-dibromobenzene In acetonitrile at 50℃; for 18h;
Stage #2: In acetonitrile Solvent; Reflux;
A 14%
B 6.5%
C 5.3%
D 66%
methanol
67-56-1

methanol

chloroform
67-66-3

chloroform

acetone
67-64-1

acetone

A

methyl 2-chloroisobutyrate
22421-97-2

methyl 2-chloroisobutyrate

B

methyl 2-methoxy-2-methylpropanoate
17860-39-8

methyl 2-methoxy-2-methylpropanoate

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 50℃; for 96h; Reagent/catalyst;A 14%
B 6.5%
C 66%
methanol
67-56-1

methanol

chloroform
67-66-3

chloroform

acetone
67-64-1

acetone

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
Stage #1: methanol; chloroform; acetone With tert-butylimino-tris(dimethylamino)phosphorane In acetonitrile at 50℃; for 18h;
Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 24h; Reflux;
59%
cellulose

cellulose

A

methyl lactate
547-64-8

methyl lactate

B

methyl 2-hydroxybutyrate
29674-47-3

methyl 2-hydroxybutyrate

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In methanol for 2h; Solvent; Reagent/catalyst; Autoclave;A 16.1%
B 6.5%
C 48.7%
cellulose

cellulose

A

methyl lactate
547-64-8

methyl lactate

B

levulinic acid methyl ester
624-45-3

levulinic acid methyl ester

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In ethanol for 2h; Time; Autoclave;A 15.1%
B 8.3%
C 48.7%
cellulose

cellulose

A

methyl 2-hydroxybutyrate
29674-47-3

methyl 2-hydroxybutyrate

B

levulinic acid methyl ester
624-45-3

levulinic acid methyl ester

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With dodecatungstosilicic acid In methanol for 2h; Reagent/catalyst; Autoclave;A 12.4%
B 43.9%
C 28.8%
cellulose

cellulose

A

methyl lactate
547-64-8

methyl lactate

B

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In ethanol at 260℃; for 2h; Temperature; Time; Reagent/catalyst; Autoclave;A 16.2%
B 43.8%
formaldehyd
50-00-0

formaldehyd

methyl 2-(triphenylphosphoranylidene)propionate
2605-68-7

methyl 2-(triphenylphosphoranylidene)propionate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With 4-methoxy-phenol In water; pentane Wittig reaction;42%
Methacrylamide
79-39-0

Methacrylamide

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
1,8-diazabicyclo[5.4.0]undec-7-ene In methanol39.5%
Cellobiose
13360-52-6

Cellobiose

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In methanol for 2h; Autoclave;39.5%
methanol
67-56-1

methanol

2-chloro-3-methylbutadiene
1809-02-5

2-chloro-3-methylbutadiene

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

D

2-Chlor-3,3-dimethoxy-1-buten
108365-85-1

2-Chlor-3,3-dimethoxy-1-buten

Conditions
ConditionsYield
With ozone at -78℃; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 39%
D-glucose
50-99-7

D-glucose

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With ortho-tungstic acid In methanol for 2h; Autoclave;37.2%
cellulose

cellulose

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
With sodium tungstate In methanol for 2h; Reagent/catalyst; Solvent; Autoclave;36.5%
sodium methylate
124-41-4

sodium methylate

1,3-dichlorobutan-2-one
16714-77-5

1,3-dichlorobutan-2-one

A

Methyl β-methoxybutyrate
3136-17-2, 117745-43-4, 117745-47-8

Methyl β-methoxybutyrate

B

(Z)-methyl but-2-enoate
4358-59-2

(Z)-methyl but-2-enoate

C

crotonic acid methyl ester
623-43-8

crotonic acid methyl ester

D

ethylglyoxal dimethylacetal
6342-57-0

ethylglyoxal dimethylacetal

E

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Conditions
ConditionsYield
In methanol Product distribution; -50 deg C, then 3h, roomtemp.;A 13%
B 36%
C 16%
D 16%
E 13%
thiophenol
108-98-5

thiophenol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

methyl 3-(phenylthio)isobutyrate
777-80-0

methyl 3-(phenylthio)isobutyrate

Conditions
ConditionsYield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);100%
Stage #1: thiophenol With aluminum oxide; potassium fluoride In acetonitrile at 20℃; for 0.0833333h;
Stage #2: methacrylic acid methyl ester In acetonitrile at 45 - 55℃; for 0.333333h; Michael addition;
91%
perchloric acid; silica gel In dichloromethane at 20℃; for 0.166667h; thia-Michael addition;91%
triethylsilane
617-86-7

triethylsilane

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

β-triethylsilanyl-isobutyric acid methyl ester
18002-64-7

β-triethylsilanyl-isobutyric acid methyl ester

Conditions
ConditionsYield
bis(benzonitrile)dichloroplatinum(II); triethylphosphine for 24h;100%
With platinum on activated charcoal
With dihydrogen hexachloroplatinate
danishefsky's diene
54125-02-9

danishefsky's diene

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

4-carbomethoxy-3-methoxy-4-methyl-1-<(trimethylsilyl)oxy>cyclohex-1-ene
127131-75-3, 127131-76-4

4-carbomethoxy-3-methoxy-4-methyl-1-<(trimethylsilyl)oxy>cyclohex-1-ene

Conditions
ConditionsYield
In toluene at 123℃; for 24h; Diels-Alder reaction; Sealed tube;100%
In benzene at 95℃; for 24h;91.4%
In toluene Heating;
2-(4-bromophenyl)-5-phenyl-2H-tetrazole
59635-31-3

2-(4-bromophenyl)-5-phenyl-2H-tetrazole

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

2-(4-Bromo-phenyl)-3-methyl-5-phenyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid methyl ester
118795-00-9

2-(4-Bromo-phenyl)-3-methyl-5-phenyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid methyl ester

Conditions
ConditionsYield
In ethanol for 1h; Quantum yield; Irradiation;100%
In ethanol for 1h; Irradiation;100%
α-(benzylideneamino)acetonitrile
34039-84-4

α-(benzylideneamino)acetonitrile

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

(2R,3R,5R)-5-Cyano-3-methyl-2-phenyl-pyrrolidine-3-carboxylic acid methyl ester

(2R,3R,5R)-5-Cyano-3-methyl-2-phenyl-pyrrolidine-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 6h;100%
With silver(I) acetate; caesium carbonate In toluene at 0 - 20℃; for 24.5h; Inert atmosphere; diastereoselective reaction;56%
With silver(I) acetate; caesium carbonate In toluene at 0 - 20℃; Inert atmosphere;
4-(2-phenyl-2H-tetrazol-5-yl)benzonitrile
20433-14-1

4-(2-phenyl-2H-tetrazol-5-yl)benzonitrile

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

5-(4-Cyano-phenyl)-3-methyl-2-phenyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid methyl ester
118794-96-0

5-(4-Cyano-phenyl)-3-methyl-2-phenyl-3,4-dihydro-2H-pyrazole-3-carboxylic acid methyl ester

Conditions
ConditionsYield
In ethanol for 3.5h; Quantum yield; Irradiation;100%
In ethanol for 3.5h; Irradiation;100%
5-(4-methoxyphenyl)-2-phenyl-2H-tetrazole
20433-10-7

5-(4-methoxyphenyl)-2-phenyl-2H-tetrazole

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

methyl 3-(4-methoxyphenyl)-5-methyl-1-phenyl-4,5-dihydro-1H-pyrazole-5-carboxylate
118794-92-6

methyl 3-(4-methoxyphenyl)-5-methyl-1-phenyl-4,5-dihydro-1H-pyrazole-5-carboxylate

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 2h; UV-irradiation;100%
In ethanol at 24.9℃; for 3.5h; Quantum yield; Irradiation;70%
In ethanol for 3.5h; Irradiation;70%
Octanethiol
111-88-6

Octanethiol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

2-Methyl-3-octylsulfanyl-propionic acid methyl ester
27328-63-8

2-Methyl-3-octylsulfanyl-propionic acid methyl ester

Conditions
ConditionsYield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);100%
2-Benzylidenamino-propionitril
35303-35-6

2-Benzylidenamino-propionitril

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

(2S,3S)-3,5-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid methyl ester

(2S,3S)-3,5-Dimethyl-2-phenyl-3,4-dihydro-2H-pyrrole-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 6h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

methyl 3-[(2-hydroxyethyl)thio]isobutyrate
85099-03-2

methyl 3-[(2-hydroxyethyl)thio]isobutyrate

Conditions
ConditionsYield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

1-dodecylthiol
112-55-0

1-dodecylthiol

3-(n-dodecylthio)-2-methyl-propanoic acid,methyl ester
16832-25-0, 20206-69-3, 23725-80-6

3-(n-dodecylthio)-2-methyl-propanoic acid,methyl ester

Conditions
ConditionsYield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);100%
With potassium hydroxide
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Benzhydrylamine
91-00-9

Benzhydrylamine

3-(Benzhydryl-amino)-2-methyl-propionic acid methyl ester

3-(Benzhydryl-amino)-2-methyl-propionic acid methyl ester

Conditions
ConditionsYield
ytterbium trifluoromethanesulfonate In acetonitrile at 50℃; under 7125570 Torr; for 24h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

polymethylmethacrylate

polymethylmethacrylate

Conditions
ConditionsYield
With ethyl 2-bromoisobutyrate; (p-cymene)RuCl2(PCy3) In toluene at 85℃; for 16h; Kinetics; Further Variations:; Catalysts; Temperatures;100%
C32H54N2O2Ta; trimethylaluminum In toluene at 0℃; for 1h; Product distribution; Further Variations:; Catalysts; Temperatures;99%
With (2-phenylindenyl)2ZrMe2; tris(pentafluorophenyl)borate In toluene at 23℃; for 2h; Product distribution; Further Variations:; Reagents; times;88%
2-methyl-2-propenoic acid 2-hydroxyethyl ester
868-77-9

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

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

polymer; monomers: 2-hydroxyethyl methacrylate; methyl methacrylate

polymer; monomers: 2-hydroxyethyl methacrylate; methyl methacrylate

Conditions
ConditionsYield
2,2'-azobis(isobutyronitrile) In butanone at 64.85℃; for 4h; Activation energy; Kinetics; Product distribution; Further Variations:; Temperatures; times; Polymerization;100%
2,2'-azobis(isobutyronitrile) In butanone at 64.85℃; for 4h; Polymerization;100%
2-bromo-2-methylpropionic acid
2052-01-9

2-bromo-2-methylpropionic acid

allyl methacrylate
96-05-9

allyl methacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Poly(methyl methacrylate-b-allyl methacrylate) end-capped with isobutyric acid, block copolymerization, Mn 6800, Mw/Mn 1.21

Poly(methyl methacrylate-b-allyl methacrylate) end-capped with isobutyric acid, block copolymerization, Mn 6800, Mw/Mn 1.21

Conditions
ConditionsYield
Multistep reaction.;100%
2-bromo-2-methylpropionic acid
2052-01-9

2-bromo-2-methylpropionic acid

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

Poly(methyl methacrylate) end-capped with isobutyric acid, Mn 3300-7700, Mw/Mn 1.13-1.24

Poly(methyl methacrylate) end-capped with isobutyric acid, Mn 3300-7700, Mw/Mn 1.13-1.24

Conditions
ConditionsYield
Multistep reaction.;100%
4-bromo-N,N-dimethylaniline
586-77-6

4-bromo-N,N-dimethylaniline

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

(E)-3-(4-dimethylaminophenyl)-2-methyl acrylic acid methyl ester
50704-04-6

(E)-3-(4-dimethylaminophenyl)-2-methyl acrylic acid methyl ester

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; Cy2NMe2 In 1,4-dioxane at 20℃; for 24h; Heck coupling;100%
With [(C6H5)PdBr2]2[HPtBu3]2 In 1,4-dioxane at 20℃; for 18h; Heck reaction; Inert atmosphere;97%
With N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butylphosphonium tetraphenylborate In tetrahydrofuran at 30℃; for 25h; Product distribution / selectivity;87%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), isotactic-b-syndiotactic, Mn= 5.43E-4, Mw/Mn=1.61, Tg=86.9 deg C; Monomer(s): methyl methacrylate

poly(methyl methacrylate), isotactic-b-syndiotactic, Mn= 5.43E-4, Mw/Mn=1.61, Tg=86.9 deg C; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
Stage #1: methacrylic acid methyl ester With rac-(EBI)-ZrMe+MeB(C6F5)3- In toluene at 23℃; for 0.75h;
Stage #2: With rac-(EBI)-ZrMe+MeAl(C6F5)3- In toluene at 23℃;
Stage #3: With tris(pentafluorophenyl) aluminum In toluene at -78℃; for 1h; Further stages.;
100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn=42000, Mw/Mn=1.39; monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn=42000, Mw/Mn=1.39; monomer(s): methyl methacrylate

Conditions
ConditionsYield
With Bromotrichloromethane; bis(1,3-dicyclohexyl-2,3-dihydro-1H-imidazolyl)Cl2RuCHPh at 85℃; for 16h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn=34000, Mw/Mn=1.42; monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn=34000, Mw/Mn=1.42; monomer(s): methyl methacrylate

Conditions
ConditionsYield
With Bromotrichloromethane; aluminum isopropoxide; bis(1,3-dicyclohexyl-2,3-dihydro-1H-imidazolyl)Cl2RuCHPh at 85℃; for 16h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mw/Mn = 2.05

poly(methyl methacrylate), Mw/Mn = 2.05

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 65℃; for 8h;100%
[3-(methacryloyloxy)propyl]trimethoxysilane
2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

sodium 4-acryloylaminophenyldiazosulfonate

sodium 4-acryloylaminophenyldiazosulfonate

terpolymer methyl methacrylate/sodium 4-acryloylaminophenyldiazosulfonate/3-(trimethoxysilyl)propyl methacrylate, monomer ratio: 75/20/5; monomers: methyl methacrylate; sodium 4-acryloylaminophenyldiazosulfonate; 3-(trimethoxysilyl)propyl methacrylate

terpolymer methyl methacrylate/sodium 4-acryloylaminophenyldiazosulfonate/3-(trimethoxysilyl)propyl methacrylate, monomer ratio: 75/20/5; monomers: methyl methacrylate; sodium 4-acryloylaminophenyldiazosulfonate; 3-(trimethoxysilyl)propyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In dimethylsulfoxide-d6 at 70℃; for 20h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 31.9 kg/mol, polydispersity index: 1.25 (THF) and 1.17 (CHCl3), Tg: 93 deg C, unimodal, amphicatalytic polymerization; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 31.9 kg/mol, polydispersity index: 1.25 (THF) and 1.17 (CHCl3), Tg: 93 deg C, unimodal, amphicatalytic polymerization; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-[Et(Ind)2]ZrMe(+)*0.5[MeB(C6F5)3(-)]*0.5[MeAl(C6F5)3(-)] In toluene at 23℃; for 0.25h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 94.0 kg/mol, polydispersity index: 1.19 (THF), Tg: 56 deg C, isotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 94.0 kg/mol, polydispersity index: 1.19 (THF), Tg: 56 deg C, isotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-[Et(Ind)2]ZrMe(+)*0.5[MeB(C6F5)3(-)]*0.5[MeAl(C6F5)3(-)] In toluene at 23℃; for 2h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 70.3 kg/mol, polydispersity index: 1.38 (THF), Tg: 120 deg C, syndiotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 70.3 kg/mol, polydispersity index: 1.38 (THF), Tg: 120 deg C, syndiotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-[Et(Ind)2]ZrMe(+)*0.5[MeB(C6F5)3(-)]*0.5[MeAl(C6F5)3(-)] In toluene at 0℃; for 2h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 64.3 kg/mol, polydispersity index: 1.42 (THF), Tg: 121 deg C, syndiotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 64.3 kg/mol, polydispersity index: 1.42 (THF), Tg: 121 deg C, syndiotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-[Me2Si(Ind)2]ZrMe(+)*0.5MeB(C6F5)3(-)*0.5MeAl(C6F5)3(-) In toluene at 0℃; for 2h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 44.2 kg/mol, polydispersity index: 1.20 (THF), Tg: 53 deg C, isotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 44.2 kg/mol, polydispersity index: 1.20 (THF), Tg: 53 deg C, isotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-[Et(Ind)2]ZrMe(+)*0.5[MeB(C6F5)3(-)]*0.5[MeAl(C6F5)3(-)] In 1,2-dichloro-benzene at 23℃; for 0.25h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 59.6 kg/mol, polydispersity index: 1.33 (THF), Tg: 54 deg C, isotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 59.6 kg/mol, polydispersity index: 1.33 (THF), Tg: 54 deg C, isotactic, amphicatalytic polymerization; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-[Et(Ind)2]ZrMe(+)*0.5[MeB(C6F5)3(-)]*0.5[MeAl(C6F5)3(-)] In 1,2-dichloro-benzene at 0℃; for 2h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 59.7-134 kg/mol, Mw/Mn: 1.16-1.21; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 59.7-134 kg/mol, Mw/Mn: 1.16-1.21; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With bis(cyclopentadienyl)dimethylzirconium(IV); rac-ethylenebis(1-indenyl)dimethylzirconium; tris(pentafluorophenyl)borate In toluene at 23℃; for 2h;100%
methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

poly(methyl methacrylate), Mn: 77.1-260 kg/mol, Mw/Mn: 1.09-1.16; Monomer(s): methyl methacrylate

poly(methyl methacrylate), Mn: 77.1-260 kg/mol, Mw/Mn: 1.09-1.16; Monomer(s): methyl methacrylate

Conditions
ConditionsYield
With rac-ethylenebis(1-indenyl)dimethylzirconium; tris(pentafluorophenyl)borate In toluene at 23℃; for 2h;100%

Methyl methacrylate Specification

The IUPAC name of Methyl methacrylate is methyl 2-methylprop-2-enoate. With the CAS registry number 80-62-6, it is also named as 2-Methyl-2-propenoic acid methyl ester. The product's categories are Low Refractive Index Monomers; Acrylic Monomers; Carbonyl Compounds; Esters; Methacrylate; Waveguide Materials; META - METH Cosmetics; Allergens; Alpha Sort; MAlphabetic; Other Additives; Volatiles/ Semivolatiles. It is clear colorless liquid which is slightly soluble in water, soluble in alcohol, ether, acetone and other organic solvents. In addition, this chenical is flammable by fire, heat and oxidants. Besides, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of Methyl methacrylate can be summarized as: 
(1)ACD/LogP: 1.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.35; (4)ACD/LogD (pH 7.4): 1.35; (5)ACD/BCF (pH 5.5): 6.2; (6)ACD/BCF (pH 7.4): 6.2; (7)ACD/KOC (pH 5.5): 128.53; (8)ACD/KOC (pH 7.4): 128.53; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.4; (13)Molar Refractivity: 26.55 cm3; (14)Molar Volume: 109.4 cm3; (15)Polarizability: 10.52×10-24 cm3; (16)Surface Tension: 23.5 dyne/cm; (17)Enthalpy of Vaporization: 33.96 kJ/mol; (18)Vapour Pressure: 36.9 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 100.05243; (21)MonoIsotopic Mass: 100.05243; (22)Topological Polar Surface Area: 26.3; (23)Heavy Atom Count: 7; (24)Complexity: 94.3.

Preparation of Methyl methacrylate:
It is produced by the acetone cyanohydrin process in which the acetone cyanohydrin (from the reaction of acetone with hydrogen cyanide, q.v.) is reacted with sulfuric acid to yield methacrylamide sulfate, which is further hydrolyzed and esterified. The process is continuous.
CH3C(OH·CN)CH3 + H+ → CH2=C(CH3)C(=O)NH3+
CH2=C(CH3)C(=O)NH3+ + CH3OH + HSO4- → CH2=C(CH3)C(=O)OCH3 + NH4SO4

Uses of Methyl methacrylate: 
It is used for the production of the co-polymer methyl methacrylate-butadiene-styrene (MBS), used as a modifier for PVC. The principal application of this chemical is the manufacture of polymethyl methacrylate acrylic plastics (PMMA). Methyl methacrylate is polymerized to poly(methyl methacrylate), which is used in cast and extruded sheet, molding powder and resins, surface coatings, impact modifiers, and emulsion polymers. In addition, it reacts with acetoacetic acid ethyl ester to get 2-acetyl-4-methyl-glutaric acid-1-ethyl ester-5-methyl ester. This reaction needs reagent sodium ethylate and ethanol.


When you are using Methyl methacrylate, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is not only toxic by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) If swallowed, seek medical advice immediately and show this container or label.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC)\C(=C)C
2. InChI:InChI=1/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3
3. InChIKey:VVQNEPGJFQJSBK-UHFFFAOYAN

The following are the toxicity data of Methyl methacrylate:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 7mL/kg (7mL/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

KIDNEY, URETER, AND BLADDER: CHANGES PRIMARILY IN GLOMERULI
National Technical Information Service. Vol. OTS0520933,
dog LCLo inhalation 41200mg/m3/3H (41200mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Industrial Medicine. Vol. 14, Pg. 292, 1945.
dog LD50 oral 4725mg/kg (4725mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Industrial Medicine. Vol. 14, Pg. 292, 1945.
dog LD50 subcutaneous 4252mg/kg (4252mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945.
dog LDLo intravenous 120uL/kg (0.12mL/kg)   Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.
guinea pig LCLo inhalation 19000mg/m3/5H (19000mg/m3) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.
guinea pig LD50 intraperitoneal 1890mg/kg (1890mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945.
guinea pig LD50 oral 5954mg/kg (5954mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Industrial Medicine. Vol. 14, Pg. 292, 1945.
guinea pig LD50 subcutaneous 5954mg/kg (5954mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945.
human TCLo inhalation 60mg/m3 (60mg/m3) BEHAVIORAL: SLEEP

BEHAVIORAL: EXCITEMENT

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 1, Pg. 56, 1957.
human TCLo inhalation 125ppm (125ppm) BEHAVIORAL: SLEEP

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ANOREXIA (HUMAN
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 19(10), Pg. 25, 1954.
mammal (species unspecified) LC50 inhalation 20gm/m3 (20000mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.
mouse LC50 inhalation 18500mg/m3/2H (18500mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(6), Pg. 5, 1976.
mouse LD50 intraperitoneal 945mg/kg (945mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945.
mouse LD50 oral 3625mg/kg (3625mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976.
mouse LD50 subcutaneous 5954mg/kg (5954mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945.
rabbit LCLo inhalation 17500mg/m3/4. (17500mg/m3) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.
rabbit LD50 oral 8700mg/kg (8700mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976.
rabbit LD50 skin > 5gm/kg (5000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0544282,
rabbit LDLo subcutaneous 14mL/kg (14mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

KIDNEY, URETER, AND BLADDER: HEMATURIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
National Technical Information Service. Vol. OTS0520933,
rat LC50 inhalation 78000mg/m3/4H (78000mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(6), Pg. 5, 1976.
rat LD50 intraperitoneal 1328mg/kg (1328mg/kg)   Journal of Dental Research. Vol. 51, Pg. 1632, 1972.
rat LD50 oral 7872mg/kg (7872mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941.
rat LD50 subcutaneous 7088mg/kg (7088mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Industrial Medicine. Vol. 14, Pg. 292, 1945.

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