Product Name

  • Name

    Glycidyl methacrylate

  • EINECS 203-441-9
  • CAS No. 106-91-2
  • Article Data35
  • CAS DataBase
  • Density 1.042 g/cm3
  • Solubility water: 0.5-1.0 g/100 mL at 20 °C
  • Melting Point -52 °C
  • Formula C7H10O3
  • Boiling Point 188.999 °C at 760 mmHg
  • Molecular Weight 142.155
  • Flash Point 76.111 °C
  • Transport Information UN 2810 6.1/PG 3
  • Appearance clear liquid
  • Safety 26-28-28A-45-36/37-53
  • Risk Codes 20/21/22-36/38-43-60-45
  • Molecular Structure Molecular Structure of 106-91-2 (Glycidyl methacrylate)
  • Hazard Symbols HarmfulXn,ToxicT
  • Synonyms 2-Propenoicacid, 2-methyl-, oxiranylmethyl ester (9CI);Methacrylic acid, 2,3-epoxypropylester (6CI,7CI,8CI);2,3-Epoxypropyl methacrylate;2-Methylacrylicacid oxiranylmethyl ester;2-[(Methacryloyloxy)methyl]oxirane;3-Methacryloyloxy-1,2-epoxypropane;Acryester G;Blemmer G;Blemmer GH-LC;Blemmer GMA;Blemmer GP;Blemmer GS;Epoxypropyl methacrylate;Glycidolmethacrylate;Glycidyl a-methylacrylate;Light Ester G;Methacryloyloxymethyloxirane;NSC 24156;NSC 67195;SR 379;SY-Monomer G;Sartomer 379;Sartomer SR 379;
  • PSA 38.83000
  • LogP 0.50450

Synthetic route

oxiranyl-methanol
556-52-5

oxiranyl-methanol

epichlorohydrin
106-89-8

epichlorohydrin

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With chlorine93%
With chlorine91.3%
epoxychloropropane
66794-22-7

epoxychloropropane

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
Stage #1: epoxychloropropane With 10H-phenothiazine; sodium carbonate In dichloromethane at 70℃; for 1h; Large scale;
Stage #2: poly(methacrylic acid) With tetrabutyl ammonium fluoride In dichloromethane; water at 102℃; for 3.5h; Large scale;
90%
sodium carbonate anhydride

sodium carbonate anhydride

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

4-methoxy-phenol
150-76-5

4-methoxy-phenol

epichlorohydrin
106-89-8

epichlorohydrin

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
tetramethlyammonium chloride In water87.8%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

epichlorohydrin
106-89-8

epichlorohydrin

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
Stage #1: poly(methacrylic acid) With sodium hydroxide In methanol at 20℃; for 0.5h;
Stage #2: epichlorohydrin In methanol at 35℃;
60%
With N-phenyl-1-naphthylamine; benzyltrimethylammonium chloride
With 2,2'-dihydroxy-5,5'-dimethyl-3,3'-di-tert-burtyl-1,1'-diphenylmethane; sodium carbonate; tetrabutyl-ammonium chloride for 1.83333h; Product distribution / selectivity; Heating / reflux;
allyl methacrylate
96-05-9

allyl methacrylate

A

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

B

2-Methyl-oxirane-2-carboxylic acid allyl ester
140914-83-6

2-Methyl-oxirane-2-carboxylic acid allyl ester

Conditions
ConditionsYield
With sodium hydroxide; sodium tungstate; dihydrogen peroxide; Aliquat 336 In dichloromethane; phosphoric acid at 25℃; for 208h; Yields of byproduct given;A 50%
B n/a
With sodium hydroxide; sodium tungstate; dihydrogen peroxide; Aliquat 336 In dichloromethane; phosphoric acid at 40℃; for 30h; Product distribution; variation in reaction conditions;A 50%
B 4%
With sodium hydroxide; sodium tungstate; dihydrogen peroxide; Aliquat 336 In dichloromethane; phosphoric acid at 25℃; for 160h;A 46.5%
B 4%
oxiranyl-methanol
556-52-5

oxiranyl-methanol

Methacryloyl chloride
920-46-7

Methacryloyl chloride

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique; Glovebox;35%
With pyridine; benzene
oxiranyl-methanol
556-52-5

oxiranyl-methanol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With potassium cyanide; 2,4-dimethyl-6-tert-butylphenol at 70 - 80℃; for 2h; Green chemistry;25.3%
(2-oxo-1,3-dioxolane-4-yl)methyl methacrylate
13818-44-5

(2-oxo-1,3-dioxolane-4-yl)methyl methacrylate

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
1-methyl-3-(n-butyl)imidazolium iodide Product distribution / selectivity;8.6%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

epichlorohydrin
106-89-8

epichlorohydrin

A

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

B

2-Methyl-acrylic acid 2-chloro-1-hydroxymethyl-ethyl ester
109573-57-1

2-Methyl-acrylic acid 2-chloro-1-hydroxymethyl-ethyl ester

Conditions
ConditionsYield
With potassium carbonate; 1.) Sn-P 1.) benzene, reflux, 20 h; 2.) acetone, reflux, 6 h; Yield given. Multistep reaction;
sodium t-butanolate
865-48-5

sodium t-butanolate

(+-)-methacrylic acid-<3-chloro-2-hydroxy-propyl ester>

(+-)-methacrylic acid-<3-chloro-2-hydroxy-propyl ester>

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With diethyl ether; tert-butyl alcohol
epichlorohydrin
106-89-8

epichlorohydrin

potassium methacrylate

potassium methacrylate

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With hydroquinone
With N,N'-di(2-naphthyl)-p-phenylenediamine; tetramethlyammonium chloride
epichlorohydrin
106-89-8

epichlorohydrin

sodium methacrylate

sodium methacrylate

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With sodium hydroxide
With water; copper(l) chloride
potassium methacrylate
6900-35-2

potassium methacrylate

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With tetraethylammonium chloride
sodium carbonate anhydride

sodium carbonate anhydride

10H-phenothiazine
92-84-2

10H-phenothiazine

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

epichlorohydrin
106-89-8

epichlorohydrin

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
With tetramethlyammonium chloride In water
2-methylpropenal
78-85-3

2-methylpropenal

oxiranyl-methanol
556-52-5

oxiranyl-methanol

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
Stage #1: 2-methylpropenal With tert-butylhypochlorite In tetrachloromethane at 20 - 50℃; for 5.5 - 6.5h;
Stage #2: oxiranyl-methanol In tetrachloromethane at 0 - 20℃; for 2.5h;
allyl methacrylate
96-05-9

allyl methacrylate

A

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

B

2-Methyl-oxirane-2-carboxylic acid oxiranylmethyl ester
140914-84-7

2-Methyl-oxirane-2-carboxylic acid oxiranylmethyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; [(tmtacn)MnIV(μ-O)3MnIV(tmtacn)](CH3COO)2 In water at 5℃; for 2h; pH=3.6; Aqueous oxalate buffer;
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Glycidyl isobutyrate
3669-66-7

Glycidyl isobutyrate

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 20℃; under 760.051 Torr; for 9h; Reagent/catalyst; chemoselective reaction;100%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 6h;100%
With hydrogen; 5percent Pd/C(en) In tetrahydrofuran at 20℃; for 3h; Catalytic hydrogenation;94%
With hydrogen In methanol at 25℃; for 24h; Reagent/catalyst; chemoselective reaction;93%
With hydrogen In methanol at 25℃; for 24h; Reagent/catalyst; chemoselective reaction;79%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

benzoic acid
65-85-0

benzoic acid

2-hydroxy-3-[(2-methylacryloyl)oxy]propyl benzoate

2-hydroxy-3-[(2-methylacryloyl)oxy]propyl benzoate

Conditions
ConditionsYield
Stage #1: 2,3-Epoxypropyl methacrylate; benzoic acid With triphenylantimony at 100℃; for 2h;
Stage #2: With triphenylphosphine at 100℃;
100%
With tetrabutylammomium bromide In acetonitrile for 5h; Heating;98%
[2-(dimethoxy-phosphoryl)-ethylsulfanyl]-acetic acid

[2-(dimethoxy-phosphoryl)-ethylsulfanyl]-acetic acid

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

2-Methyl-acrylic acid 3-{2-[2-(dimethoxy-phosphoryl)-ethylsulfanyl]-acetoxy}-2-hydroxy-propyl ester

2-Methyl-acrylic acid 3-{2-[2-(dimethoxy-phosphoryl)-ethylsulfanyl]-acetoxy}-2-hydroxy-propyl ester

Conditions
ConditionsYield
With chromium diisopropylsalicylate In toluene at 70℃; for 15h;100%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

4-chloro-aniline
106-47-8

4-chloro-aniline

C13H16ClNO3
82178-52-7

C13H16ClNO3

Conditions
ConditionsYield
In neat (no solvent) at 60℃; for 18h; regioselective reaction;100%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

N-phenyl-N-(3-trimethoxysilylpropyl)amine
3068-76-6

N-phenyl-N-(3-trimethoxysilylpropyl)amine

2-hydroxy-3-(phenyl(3-(trimethoxysilyl)propyl)amino)propyl methacrylate

2-hydroxy-3-(phenyl(3-(trimethoxysilyl)propyl)amino)propyl methacrylate

Conditions
ConditionsYield
With dmap; dibutyltin dilaurate at 20℃;100%
carbon dioxide
124-38-9

carbon dioxide

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

(2-oxo-1,3-dioxolane-4-yl)methyl methacrylate
13818-44-5

(2-oxo-1,3-dioxolane-4-yl)methyl methacrylate

Conditions
ConditionsYield
With 1-methyl-1-N-propylpyrrolidinium bromide; triflate salt of a tricarbonyl rhenium(I) bipyridine complex at 80℃; under 11251.1 Torr; for 1h;99%
With methyl-triphenylphosphonium iodide at 25℃; under 760.051 Torr; for 36h; Time;99%
With tri-n-butyl-(2-hydroxyethyl)phosphonium iodide In neat (no solvent) at 90℃; under 7500.75 Torr; for 3h;99%
mono-(6-deoxy-6-(1-piperazinyl))-β-cyclodextrin
131991-62-3

mono-(6-deoxy-6-(1-piperazinyl))-β-cyclodextrin

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 24.5h; Inert atmosphere;99%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

C14H20O4S

C14H20O4S

C28H40O10S

C28H40O10S

Conditions
ConditionsYield
In ethanol; acetic acid butyl ester at 60℃; for 18h;99%
Adipic acid
124-04-9

Adipic acid

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

1,6-bis[2-hydroxy-3-methacryloyloxypropyl] hexanedioate

1,6-bis[2-hydroxy-3-methacryloyloxypropyl] hexanedioate

Conditions
ConditionsYield
With triphenylphosphine at 90℃; for 3h;99%
With methoxyhydroquinone; triphenylphosphine at 90℃; for 3h;99%
With triphenylphosphine at 90℃; for 3h;99%
undecanedioic acid
1852-04-6

undecanedioic acid

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

1,11-bis({2-hydroxy-3-[(2-methylprop-2-enoyl)oxy]propyl})undecanedioate

1,11-bis({2-hydroxy-3-[(2-methylprop-2-enoyl)oxy]propyl})undecanedioate

Conditions
ConditionsYield
With triphenylphosphine at 90℃; for 3h;99%
With methoxyhydroquinone; triphenylphosphine at 90℃; for 3h;99%
With triphenylphosphine at 90℃; for 3h; Concentration;99%
brassylic acid
505-52-2

brassylic acid

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

bis[methacryloyloxy-2-hydroxy-propyl] tridecanedioate

bis[methacryloyloxy-2-hydroxy-propyl] tridecanedioate

Conditions
ConditionsYield
With triphenylphosphine at 90℃; for 3h;99%
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE
36768-62-4

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

C16H30N2O3

C16H30N2O3

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h;99%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

C16H35N3O

C16H35N3O

C23H45N3O4

C23H45N3O4

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;99%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

C28H60N3O(1+)*Br(1-)

C28H60N3O(1+)*Br(1-)

C35H70N3O4(1+)*Br(1-)

C35H70N3O4(1+)*Br(1-)

Conditions
ConditionsYield
In neat (no solvent) at 130℃; for 5h;99%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

3-methacrylatopropyl-1,2-episulfide
3139-91-1

3-methacrylatopropyl-1,2-episulfide

Conditions
ConditionsYield
With sodium thiocyanide In neat (no solvent) at 20℃; for 1.5h; Green chemistry;98%
With silica gel; thiourea In dichloromethane at 20℃; for 0.5h;97%
With thiourea on CaCO3 at 60 - 70℃; for 0.116667h; neat (no solvent);97%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

2-methylacrylic acid 3-hydroxypropyl ester
2761-09-3

2-methylacrylic acid 3-hydroxypropyl ester

Conditions
ConditionsYield
With chloroaluminium tetrahydroborate on poly(4-vinylpyridine) In ethanol for 7h; Heating;98%
α,β-poly(N-2-hydroxyethyl)-D,L-aspartamide

α,β-poly(N-2-hydroxyethyl)-D,L-aspartamide

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

copolymer PHG containing vinyl groups

copolymer PHG containing vinyl groups

Conditions
ConditionsYield
With dmap In N,N-dimethyl acetamide at 25℃; for 48h;98%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

acetic anhydride
108-24-7

acetic anhydride

(2,3-diacetoxypropyl) methacrylate
29601-68-1

(2,3-diacetoxypropyl) methacrylate

Conditions
ConditionsYield
With sodium tetrahydroborate for 2h; Reflux;98%
With phosphomolybdic acid supported on silica gel at 20℃; for 0.0833333h;96%
With boric acid for 2h; Reflux;96%
(TBA)4PFeW11O39*3H2O at 100℃; for 2.3h;93%
1,12-dodecanedioic acid
693-23-2

1,12-dodecanedioic acid

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

1,12-bis[2-hydroxy-3-methacryloyloxypropyl] dodecanedioate

1,12-bis[2-hydroxy-3-methacryloyloxypropyl] dodecanedioate

Conditions
ConditionsYield
With triphenylphosphine at 90℃; for 3h;98%
phosgene
75-44-5

phosgene

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

C8H10Cl2O4

C8H10Cl2O4

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride at -30 - 25℃; for 0.1h;98%
carbon disulfide
75-15-0

carbon disulfide

2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

5-(methacryloyloxy)methyl-1,3-oxathiolane-2-thione

5-(methacryloyloxy)methyl-1,3-oxathiolane-2-thione

Conditions
ConditionsYield
With triethylamine In nitromethane at 25℃; for 6h;97%
lithium bromide In tetrahydrofuran for 17h; Ambient temperature;93%
With lithium tert-butoxide In neat (no solvent) at 20℃; for 5h; stereoselective reaction;89%
With lithium tert-butoxide In neat (no solvent) at 25℃; for 5h; Sealed tube; regioselective reaction;89%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

[3-(4-hydroxy-3-methoxy-phenyl)-propylsulfanyl]-acetic acid

[3-(4-hydroxy-3-methoxy-phenyl)-propylsulfanyl]-acetic acid

C26H36O10S

C26H36O10S

Conditions
ConditionsYield
In ethanol; acetic acid butyl ester at 50℃; for 20h;97%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

acetic anhydride
108-24-7

acetic anhydride

C9H13ClO4

C9H13ClO4

Conditions
ConditionsYield
With nickel(II) chloride hexahydrate In ethanol at 20℃; for 0.5h; regioselective reaction;97%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

2-hydroxy-3-iodopropyl 2-methylpropenoate

2-hydroxy-3-iodopropyl 2-methylpropenoate

Conditions
ConditionsYield
With Silphos; iodine at 20℃; for 0.25h;96%
With samarium(III) chloride; sodium iodide In acetonitrile at 20℃; for 0.25h;92%
With quaternary ammonium iodide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; water In acetonitrile for 0.5h; Heating;90%
With N-iodosaccharine; triphenylphosphine In water; acetonitrile at 20℃; for 0.05h;86%
With [(PhNH)P2(NPh)2]2NPh; water; iodine In acetonitrile at 20℃; for 0.133333h;86%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

3-chloro-2-hydroxypropyl methacrylate
13159-52-9

3-chloro-2-hydroxypropyl methacrylate

Conditions
ConditionsYield
With quaternary ammonium chloride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; water In acetonitrile for 0.5h; Heating;96%
With N-chloro-succinimide; triphenylphosphine In water; acetonitrile at 20℃; for 0.05h;95%
With N-chloro-succinimide; Silphos at 20℃; for 0.0833333h;94%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

C15H22O4S

C15H22O4S

C29H42O10S

C29H42O10S

Conditions
ConditionsYield
In ethanol; acetic acid butyl ester at 90℃; for 10h;96%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

2-methylacrylic acid 3-azido-2-hydroxypropyl ester

2-methylacrylic acid 3-azido-2-hydroxypropyl ester

Conditions
ConditionsYield
With sodium azide; poly[N-(2-aminoethyl)acrylamido]trimethylammonium chloride In water at 20℃; for 12h;95%
With sodium azide; 1-(4-sulfonic acid)butyl-3-methylimidazolium chloride In neat (no solvent) at 80℃; for 0.416667h; Reagent/catalyst; Ionic liquid; Green chemistry; regioselective reaction;95%
With 1‑(1‑carboxymethyl)‑3‑methylimidazolium tetrafluoroborate; sodium azide In neat (no solvent) at 60℃; for 0.45h; Reagent/catalyst; Green chemistry; regioselective reaction;94%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

2-hydroxy-3-thiocyanatopropyl methacrylate

2-hydroxy-3-thiocyanatopropyl methacrylate

Conditions
ConditionsYield
In acetonitrile for 2.5h; Reflux; regioselective reaction;95%
With melamine-N2,N4,N6-trisulfonic acid; silica gel at 20℃; for 0.0333333h; Neat (no solvent); Grinding; regioselective reaction;95%
With SiO2 supported Al(HSO4)3 at 20℃; for 0.0833333h; Grinding; neat (no solvent); regioselective reaction;95%
2,3-Epoxypropyl methacrylate
106-91-2

2,3-Epoxypropyl methacrylate

(14-methacryloyloxy-2-oxatetradecyl)-15-crown-5
503003-38-1

(14-methacryloyloxy-2-oxatetradecyl)-15-crown-5

Polymer, radical copolymerization, ether-insoluble, Mn (GPC): 9800, Mw/Mn (GPC): 2.68; Monomer(s): glycidyl methacrylate, 91 mol percent; (14-methacryloyloxy-2-oxatetradecyl)-15-crown-5, 9 mol percent

Polymer, radical copolymerization, ether-insoluble, Mn (GPC): 9800, Mw/Mn (GPC): 2.68; Monomer(s): glycidyl methacrylate, 91 mol percent; (14-methacryloyloxy-2-oxatetradecyl)-15-crown-5, 9 mol percent

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 20h;95%

Glycidyl methacrylate Specification

The Glycidyl methacrylate, with the cas registry number 106-91-2, has the IUPAC name of oxiran-2-ylmethyl 2-methylprop-2-enoate. For being a kind of clear liquid with a fruity odor, it is slightly water soluble while insoluble in organics. This chemical is unstable chemically and it is sensitive to light. Besides, it belongs to the category of epoxides which is highly reactive, and they could polymerize in the presence of catalysts or when heated with the very violent reactions. What's more, its product categories are including Oxiranes; Simple 3-Membered Ring Compounds.

The physical properties of this chemical are below: (1)ACD/LogP: 0.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.342; (4)ACD/LogD (pH 7.4): 0.342; (5)ACD/BCF (pH 5.5): 1.072; (6)ACD/BCF (pH 7.4): 1.072; (7)ACD/KOC (pH 5.5): 36.572; (8)ACD/KOC (pH 7.4): 36.572; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 38.83; (13)Index of Refraction: 1.458; (14)Molar Refractivity: 35.397 cm3; (15)Molar Volume: 129.752 cm3; (16)Polarizability: 14.032 ×10-24 cm3; (17)Surface Tension: 36.121 dyne/cm; (18)Density: 1.096 g/cm3; (19)Flash Point: 76.111 °C; (20)Enthalpy of Vaporization: 42.521 kJ/mol; (21)Boiling Point: 188.999 °C at 760 mmHg; (22)Vapour Pressure: 0.582 mmHg at 25°C; (23)Exact Mass: 142.062994; (24)MonoIsotopic Mass: 142.062994; (25)Topological Polar Surface Area: 38.8; (26)Heavy Atom Count: 10; (27)Formal Charge: 0; (28)Complexity: 162.

The production method of this chemical is below: It could be prepared by reaction of sodium methacrylate and epichlorohydrin, with the norm quota of consumption of the material: methacrylic acid 780kg/t, epoxy chloropropane 690kg/t and sodium hydroxide 330kg/t.

As to its usage, it is widely applied in many ways. It could be used as the powder coating like crylic acid painting and also as the thermoset coating; It could also be used as the fibre finishing agent, adhesive agent, antistatic agent, chloroethylene stabilizing agent, and also could be applied in pharmaceutics.  

When you are using this chemical, you should be very cautious. For one thing, it is a kind of harmful chemical which may cause damage to health. It is irritating to eyes and skin and may cause sensitisation by skin contact. If by inhalation, in contact with skin and if swallowed, it is dangerous to our body. For another thing, it is toxic which may at low levels cause damage to health. This chemical may cause impair fertility and even cause cancer.

Therefore, you could take the different measures to deal with different cases. The first important thing is to wear suitable protective clothing and gloves. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice; If in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible); If contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer); And after using it, wash thoroughly after handling, and then rmove contaminated clothing and wash before reuse. Then remember to avoid exposure - obtain special instructions before use. When keeping this chemical, you should store it in a tightly closed container and in a cool dry area away from incompatible substances, and away from HEAT, sparks,flame and sources of ignition.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC(=C)C(=O)OCC1CO1
(2)InChI: InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
(3)InChIKey: VOZRXNHHFUQHIL-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LCLo inhalation 1400mg/m3/6H (1400mg/m3) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES National Technical Information Service. Vol. OTS0530684,
guinea pig LCLo inhalation 1400mg/m3/6H (1400mg/m3) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES National Technical Information Service. Vol. OTS0530684,
guinea pig LD50 oral 697mg/kg (697mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(2), Pg. 67, 1985.
mouse LD50 oral 390mg/kg (390mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(2), Pg. 67, 1985.
rabbit LCLo inhalation 1400mg/m3/6H (1400mg/m3) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES National Technical Information Service. Vol. OTS0530684,
rabbit LD50 skin 450uL/kg (0.45mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
 
rat LC50 inhalation 45ppm/4H (45ppm) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BLOOD: OTHER CHANGES
National Technical Information Service. Vol. OTS0546546,
rat LD50 oral 500mg/kg (500mg/kg)   Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 6, Pg. 91, 1992.

 

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