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106-91-2

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  • Glycidyl methacrylate CAS 106-91-2 IN Stock 2,3-Epoxypropyl methacrylate 106-91-2

    Cas No: 106-91-2

  • USD $ 3.5-5.0 / Kiloliter

  • 5 Kiloliter

  • 3000 Metric Ton/Month

  • Chemwill Asia Co., Ltd.
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106-91-2 Usage

Chemical Properties

Glycidyl methacrylate (GMA) is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999) Glycidyl methacrylate is a polyfunctional monomer. It acts as an adhesion promoting crosslinking co-monomer for acrylic and vinyl resins. It is also a reactive colorless diluent. GMA is soluble in ethanol, acetone, diethyl ether, benzene.

Uses

Different sources of media describe the Uses of 106-91-2 differently. You can refer to the following data:
1. Glycidyl methacrylate (GMA) is a common monomer used in the creation of epoxy resins. It is used to provide epoxy functionalization to polyolefins and other acrylate resins. Glycidyl methacrylate is used in the production of polymer coatings and finishes, adhesives, plastics and elastomers. Glycidyl methacrylate dextran has been reported to be used as a biocompatible hydrogel. In situ polymerization of GMA with trimethylolpropane trimethacrylate to form macroporous sorbents has also been reported. GMA may also be grafted onto polypropylene.
2. Glycidyl methacrylate is commonly used as a monomer for the preparation of epoxy resins. It is also used to provide epoxy functionalization to polyolefins and other acrylate resins. Further, it is also useful as an epoxy resin additive for paint coating formulations and adhesive applications.
3. Glycidyl methacrylate dextran (GMA) has been reported to be used as a biocompatible hydrogel. In situ polymerization of GMA with trimethylolpropane trimethacrylate to form macroporous sorbents has also been reported. GMA may also be grafted onto polypropylene.

Preparation

Glycidyl methacrylate is produced from methacrylic acid and glycidol. Glycidol contain both epoxide and alcohol functional groups.It is an enoate ester and an epoxide. It derives from a methacrylic acid and a glycidol.

Reactions

Glycidyl methacrylate (GMA) is a kind of functional monomer. Its active vinyl and epoxy groups could be grafted with polyolefin and reacted with the polar groups such as amine, hydroxyl and carboxyl group, respectively. It can also undergo polymerization to form poly (glycidyl methacrylate).

Synthesis Reference(s)

Tetrahedron, 48, p. 5099, 1992 DOI: 10.1016/S0040-4020(01)90120-6Synthesis, p. 1019, 1986 DOI: 10.1055/s-1986-31856

General Description

Colorless liquid with a fruity odor. Floats on water.

Air & Water Reactions

Flammable. Slightly water soluble.

Reactivity Profile

Epoxides, such as Glycidyl methacrylate, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Health Hazard

The liquid irritates eyes about as much as soap. Prolonged contact with skin produces irritation and dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors are generated when heated

Flammability and Explosibility

Flammable

Check Digit Verification of cas no

The CAS Registry Mumber 106-91-2 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 6 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 106-91:
(5*1)+(4*0)+(3*6)+(2*9)+(1*1)=42
42 % 10 = 2
So 106-91-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3/t6-/m1/s1

106-91-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L11133)  Glycidyl methacrylate, 97%, stab. with 100ppm 4-methoxyphenol   

  • 106-91-2

  • 50g

  • 197.0CNY

  • Detail
  • Alfa Aesar

  • (L11133)  Glycidyl methacrylate, 97%, stab. with 100ppm 4-methoxyphenol   

  • 106-91-2

  • 250g

  • 574.0CNY

  • Detail
  • Aldrich

  • (151238)  Glycidylmethacrylate  97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor

  • 106-91-2

  • 151238-100G

  • 418.86CNY

  • Detail
  • Aldrich

  • (151238)  Glycidylmethacrylate  97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor

  • 106-91-2

  • 151238-500G

  • 1,298.70CNY

  • Detail
  • Aldrich

  • (779342)  Glycidylmethacrylate  ≥97.0% (GC)

  • 106-91-2

  • 779342-100ML

  • 347.49CNY

  • Detail
  • Aldrich

  • (779342)  Glycidylmethacrylate  ≥97.0% (GC)

  • 106-91-2

  • 779342-500ML

  • 811.98CNY

  • Detail

106-91-2SDS

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 Glycidyl methacrylate

1.2 Other means of identification

Product number -
Other names Glycidyl Methacrylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. CBI,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:106-91-2 SDS

106-91-2Synthetic 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%

106-91-2Relevant articles and documents

Environmentally benign synthesis of vinyl ester resin from biowaste glycerin

Shah, Priyank N.,Kim, Namjoon,Huang, Zhuangrong,Jayamanna, Mahesh,Kokil, Akshay,Pine, Alex,Kaltsas, Jarmin,Jahngen, Edwin,Ryan, David K.,Yoon, Seongkyu,Kovar, Robert F.,Lee, Yongwoo

, p. 38673 - 38679 (2015)

We present here for the first time a novel environmentally benign protocol for the synthesis of vinyl ester resin (VER). Our synthetic strategy utilizes a commercial waste material, glycerin, from biodiesel manufacturing and converts it into a widely utilized resin. The VER was synthesized using bisphenol A (BPA) and glycidyl methacrylate (GMA) as precursors. GMA was synthesized via a multistep synthetic protocol using glycerin obtained from a biodiesel manufacturing waste stream. The structure of the intermediates was confirmed by 1H NMR, HPLC and FT-IR spectroscopy.

-

Iwakura et al.

, p. 570,572 (1961)

-

(Methyl) acrylic acid ether hydroxyl alkane ester synthesis method

-

Paragraph 0027, (2019/08/07)

The invention relates to the field of organic synthesis and discloses an (methyl) acrylic acid ether hydroxyl alkane ester synthesis method. The method includes steps: subjecting methyl acrylic acid and epoxy chloropropane to reaction to generate acrylic ester with an epoxy group; subjecting the epoxy group to positioning and ring opening to enable a hydroxyl at 2-site carbon and a sterically hindered ether bond at a 3 site; subjecting to reaction with a primary alcohol compound to generate a target product. The method has advantages that side reactions in a synthesizing process are less, polymer crystallinity can be changed, mechanical performances such as tensile strength of a polymer are enhanced, and the hydrophilic performance can be changed.

Glycidyl methacrylate or glycidyl acrylate manufacturing method

-

Paragraph 0066-0068, (2017/04/07)

The invention relates to a manufacturing method of glycidyl methacrylate or glycidyl acrylate. The invention provides glycidyl (meth)acrylate with low impurity content. The manufacturing method of glycidyl (meth)acrylate comprises a step of reacting epichlorohydrin and (meth)acrylic acid alkali metal salt or (meth)acrylic acid in the presence of catalyst and a step of washing the reaction liquid obtained through the reaction at the temperature ranging from minus 13 DEG C to 20 DEG C.

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