2-Propenoic acid,2-methyl-, 2,3-dihydroxypropyl ester supplier

Name
2,3-DIHYDROXYPROPYL METHACRYLATE
EINECS 227-642-6
CAS No. 5919-74-4
Article Data21
CAS DataBase
Density 1.161 g/cm³
Solubility 100g/L at 25℃
Melting Point 140℃/0.6mm
Formula C₇H₁₂O₄
Boiling Point 310.3 °C at 760 mmHg
Molecular Weight 160.17
Flash Point 127.3 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Methacrylicacid, 2,3-dihydroxypropyl ester (6CI);Methacrylin, 1-mono- (8CI);2,3-Dihydroxypropyl methacrylate;Glyceryl methacrylate;
PSA 66.76000
LogP -0.54110

Synthetic route

: 106-91-2
2,3-Epoxypropyl methacrylate

: 5919-74-4
2,3-dihydroxypropyl methacrylate

Conditions

Conditions	Yield
With Cs2.5H0.5PMo12O40; water In tetrahydrofuran at 35 - 70℃; for 4h; Reagent/catalyst;	93.2%
With sulfuric acid; water In tetrahydrofuran for 2h; Ambient temperature;	88%
With sulfuric acid; 4-tert-Butylcatechol In water for 24h; Ambient temperature;	70%

: 7098-80-8
2-methyl-acrylic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

Conditions

Conditions	Yield
With acetic acid; 4-methoxy-phenol at 80℃; for 0.166667h;	80%
Hydrolysis; Acid hydrolysis;
With hydrogenchloride; water at 20℃; for 48h; Industry scale; Air stream;
With methanol; TEMPOL; 4-methoxy-phenol at 65℃; for 20h; Reagent/catalyst; Temperature;	73.1 %Chromat.

: 100-79-8
(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

: 920-46-7
Methacryloyl chloride

: 5919-74-4
2,3-dihydroxypropyl methacrylate

Conditions

Conditions	Yield
With triethylamine In chloroform cooling;

: 80-62-6
methacrylic acid methyl ester

: 56-81-5
glycerol

A: glycerine dimethacrylate

B: 5919-74-4
2,3-dihydroxypropyl methacrylate

C: 1830-78-0
glycerol-1,3-dimethacrylate

D: 2-hydroxy-1-(hydroxymethyl)ethyl methacrylate

Conditions

Conditions	Yield
With Novozyme 435 In tert-Amyl alcohol at 50℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;

...Expand

: 79-41-4
poly(methacrylic acid)

: 56-81-5
glycerol

A: 7401-88-9
glyceryl tri(methyl)acrylate

B: 5919-74-4
2,3-dihydroxypropyl methacrylate

C: 1830-78-0
glycerol-1,3-dimethacrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; p-benzoquinone at 90℃;

...Expand

: 106-91-2
2,3-Epoxypropyl methacrylate

A: 5919-74-4
2,3-dihydroxypropyl methacrylate

B: 2-hydroxy-1-(hydroxymethyl)ethyl methacrylate

Conditions

Conditions	Yield
With water at 10 - 50℃; for 5h; Green chemistry; Overall yield = 22.0 g;
With 2,6-di-tert-butyl-4-methyl-phenol; water at 70℃; for 2.5h; Overall yield = 98 %;

: 2,5-dimethoxybenzylidenedioxypropyl methacrylate

A: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

B: 5919-74-4
2,3-dihydroxypropyl methacrylate

Conditions

Conditions	Yield
In methanol; water at 20℃; for 1h; Kinetics; Irradiation;

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 7158-32-9
4,4'-bis(chlorocarbonyl)diphenyl oxide

: C28H30O11

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; 2,6-di-tert-butyl-4-methyl-phenol In dichloromethane at -78℃; for 5h;	92%

: 30674-80-7
2-Isocyanatoethyl methacrylate

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: C21H30N2O10

Conditions

Conditions	Yield
dibutyltin dilaurate In tetrahydrofuran at 50℃; for 5h;	90%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 93-02-7
2,5-dimethoxybenzaldehyde

: 2,5-dimethoxybenzylidenedioxypropyl methacrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In cyclohexane Reflux; Dean-Stark;	66%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 552-89-6
2-nitro-benzaldehyde

: 2,3-(2-nitrobenzylidenedioxy)propyl methacrylate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In cyclohexane Reflux; Dean-Stark;	55%

: 862494-04-0
noria

: 5919-74-4
2,3-dihydroxypropyl methacrylate

C270H336O96: C270H336O96

Conditions

Conditions	Yield
tetrabutylammomium bromide In 1-methyl-pyrrolidin-2-one at 70 - 100℃; for 48h; Product distribution / selectivity;	45%

: 120-57-0
piperonal

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 78830-73-6
2-(3,4-methylenedioxyphenyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 10H-phenothiazine; 3 A molecular sieve; toluene-4-sulfonic acid In 1,4-dioxane for 24h; Ambient temperature;	39%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 123-11-5
4-methoxy-benzaldehyde

: 78830-72-5
2-(p-methoxyphenyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 10H-phenothiazine; 3 A molecular sieve; toluene-4-sulfonic acid In 1,4-dioxane for 24h; Ambient temperature;	28%

: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 78830-75-8
2-(2,6-dimethyl-5-heptenyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 10H-phenothiazine; 3 A molecular sieve; toluene-4-sulfonic acid In 1,4-dioxane for 24h; Ambient temperature;	25%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 57194-69-1
cinnamaldehyde

: 78830-74-7
2-styryl-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 10H-phenothiazine; 3 A molecular sieve; toluene-4-sulfonic acid In 1,4-dioxane for 24h; Ambient temperature;	23%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 5392-40-5
(E/Z)-3,7-dimethyl-2,6-octadienal

: 78830-76-9
2-(2,6-dimethyl-1,5-heptadienyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 10H-phenothiazine; 3 A molecular sieve; toluene-4-sulfonic acid In 1,4-dioxane for 24h; Ambient temperature;	21%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 78830-80-5
(2,4,5-trichlorophenoxy)acetaldehyde diethyl acetal

: 78830-82-7
2-(2,4,5-trichlorophenoxymethyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 4 A molecular sieve; toluene-4-sulfonic acid; hydroquinone In chloroform for 7h; Heating;	11%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 874-42-0
2,4-dichlorobenzaldeyhde

: 78830-78-1
2-(2,4-dichlorophenyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; hydroquinone In benzene for 2h; Heating;	10%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 78830-79-2
(2,4-dichlorophenoxy)acetaldehyde diethyl acetal

: 78830-81-6
2-(2,4-dichlorophenoxymethyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With 4 A molecular sieve; toluene-4-sulfonic acid; hydroquinone In chloroform for 7h; Heating;	9%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 83-38-5
2,6-dichlorobenzaldehyde

: 78830-77-0
2-(2,6-dichlorophenyl)-4-methacryloyloxymethyl-1,3-dioxolane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; hydroquinone In benzene for 2h; Heating;	8%

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 2-methyl-acrylic acid 7,7,9,9-tetrachloro-1,4-dioxa-6,8,10-triaza-5λ5,7λ5,9λ5-triphospha-spiro[4.5]deca-5,7,9-trien-2-ylmethyl ester

Conditions

Conditions	Yield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine Cyclization;

: 868-77-9
2-methyl-2-propenoic acid 2-hydroxyethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

hydrogel (HEMA-DHPM): hydrogel (HEMA-DHPM)

Conditions

Conditions	Yield
In water Product distribution; variation of concentrations;

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 2-hydroxy-1-(hydroxymethyl)ethyl methacrylate

CH3O-oligo(ethylene oxide)-CO-C(CH3)2-Br, mean degree of polymerization of oligo(ethylene oxide) = 6-7: CH3O-oligo(ethylene oxide)-CO-C(CH3)2-Br, mean degree of polymerization of oligo(ethylene oxide) = 6-7

CH3O-oligo(ethylene oxide)-CO-C(CH3)2-poly[(glycerol monomethacrylate)-co-(1,3-dihydroxyisopropyl methacrylate)], mean degree of polymerization of oligo(ethylene oxide) 6-7 and of polymethacrylate block 50, Mw/Mn = 1.29: CH3O-oligo(ethylene oxide)-CO-C(CH3)2-poly[(glycerol monomethacrylate)-co-(1,3-dihydroxyisopropyl methacrylate)], mean degree of polymerization of oligo(ethylene oxide) 6-7 and of polymethacrylate block 50, Mw/Mn = 1.29

Conditions

Conditions	Yield
[2,2]bipyridinyl; copper(l) iodide In methanol at 20℃; for 0.583333h; Product distribution; Kinetics; Further Variations:; Solvents; Catalysts; reaction times; chain growth experiment (two sequential monomer charges);

...Expand

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, Mn 12000 Da, Mw/Mn 1.17; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine: polymer, Mn 12000 Da, Mw/Mn 1.17; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine

polymer, Mn 20000 Da, Mw/Mn 1.21; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine; 1-glycerol monomethacrylate: polymer, Mn 20000 Da, Mw/Mn 1.21; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine; 1-glycerol monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(I) bromide In methanol at 20℃; for 10h;

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, Mn 12000 Da, Mw/Mn 1.17; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine: polymer, Mn 12000 Da, Mw/Mn 1.17; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine

polymer, Mn 27000 Da, Mw/Mn 1.28; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine; 1-glycerol monomethacrylate: polymer, Mn 27000 Da, Mw/Mn 1.28; monomer(s): 3,6,9,12,15,18,21-heptaoxadocos-1-yl 2-bromo-2-methylpropanoate; 2-methacryloyloxyethyl phosphorylcholine; 1-glycerol monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(I) bromide In methanol at 20℃; for 24h;

: 97-90-5
EDMA

: 5919-74-4
2,3-dihydroxypropyl methacrylate

: 79-10-7
acrylic acid

poly(glycerol monomethacrylate-co-acrylic acid), mole ratio 3:1, crosslinked with ethylene glycol dimethacrylate; monomer(s): glycerol monomethacrylate; acrylic acid; ethylene glycol dimethacrylate, 1 mol percent: poly(glycerol monomethacrylate-co-acrylic acid), mole ratio 3:1, crosslinked with ethylene glycol dimethacrylate; monomer(s): glycerol monomethacrylate; acrylic acid; ethylene glycol dimethacrylate, 1 mol percent

Conditions

Conditions	Yield
In water UV-irradiation;

...Expand

: 868-77-9
2-methyl-2-propenoic acid 2-hydroxyethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, diblock copolymer, Mn 14500 g/mol by GPC, Mw/Mn 1.19; monomer(s): 2-hydroxyethyl methacrylate, 89 mol percent; glycerol 1-monomethacrylate: polymer, diblock copolymer, Mn 14500 g/mol by GPC, Mw/Mn 1.19; monomer(s): 2-hydroxyethyl methacrylate, 89 mol percent; glycerol 1-monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) chloride; 2-(4-morpholinyl)ethyl 2-bromo-2-methylpropanoate In methanol at 20℃;

: 868-77-9
2-methyl-2-propenoic acid 2-hydroxyethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, diblock copolymer, Mn 17000 g/mol by GPC, Mw/Mn 1.19; monomer(s): 2-hydroxyethyl methacrylate, 78 mol percent; glycerol 1-monomethacrylate: polymer, diblock copolymer, Mn 17000 g/mol by GPC, Mw/Mn 1.19; monomer(s): 2-hydroxyethyl methacrylate, 78 mol percent; glycerol 1-monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) chloride; 2-(4-morpholinyl)ethyl 2-bromo-2-methylpropanoate In methanol at 20℃;

: 868-77-9
2-methyl-2-propenoic acid 2-hydroxyethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, diblock copolymer, Mn 17100 g/mol by GPC, Mw/Mn 1.24; monomer(s): 2-hydroxyethyl methacrylate, 67 mol percent; glycerol 1-monomethacrylate: polymer, diblock copolymer, Mn 17100 g/mol by GPC, Mw/Mn 1.24; monomer(s): 2-hydroxyethyl methacrylate, 67 mol percent; glycerol 1-monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) chloride; 2-(4-morpholinyl)ethyl 2-bromo-2-methylpropanoate In methanol at 20℃;

: 868-77-9
2-methyl-2-propenoic acid 2-hydroxyethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, diblock copolymer, Mn 18800 g/mol by GPC, Mw/Mn 1.25; monomer(s): 2-hydroxyethyl methacrylate, 56 mol percent; glycerol 1-monomethacrylate: polymer, diblock copolymer, Mn 18800 g/mol by GPC, Mw/Mn 1.25; monomer(s): 2-hydroxyethyl methacrylate, 56 mol percent; glycerol 1-monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) chloride; 2-(4-morpholinyl)ethyl 2-bromo-2-methylpropanoate In methanol at 20℃;

: 868-77-9
2-methyl-2-propenoic acid 2-hydroxyethyl ester

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, diblock copolymer, Mn 17900 g/mol by GPC, Mw/Mn 1.20; monomer(s): 2-hydroxyethyl methacrylate 83 mol percent; glycerol 1-monomethacrylate: polymer, diblock copolymer, Mn 17900 g/mol by GPC, Mw/Mn 1.20; monomer(s): 2-hydroxyethyl methacrylate 83 mol percent; glycerol 1-monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) chloride; 2-(4-morpholinyl)ethyl 2-bromo-2-methylpropanoate In methanol at 20℃;

: 5919-74-4
2,3-dihydroxypropyl methacrylate

polymer, Mn 15700 g/mol by GPC, Mw/Mn 1.29; monomer(s): glycerol 1-monomethacrylate: polymer, Mn 15700 g/mol by GPC, Mw/Mn 1.29; monomer(s): glycerol 1-monomethacrylate

Conditions

Conditions	Yield
With [2,2]bipyridinyl; copper(l) chloride; 2-(4-morpholinyl)ethyl 2-bromo-2-methylpropanoate In methanol at 20℃;

monohydroxy-capped polyethylene oxide esterified with 2-bromoisobutyric acid: monohydroxy-capped polyethylene oxide esterified with 2-bromoisobutyric acid

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

: 5919-74-4
2,3-dihydroxypropyl methacrylate

poly[(ethylene oxide)-block-glycerol monomethacrylate-block-2-(diethylamino)ethyl methacrylate], Mn = 21200, Mw/Mn = 1.34: poly[(ethylene oxide)-block-glycerol monomethacrylate-block-2-(diethylamino)ethyl methacrylate], Mn = 21200, Mw/Mn = 1.34

Conditions

Conditions	Yield
Stage #1: monohydroxy-capped polyethylene oxide esterified with 2-bromoisobutyric acid; 2,3-dihydroxypropyl methacrylate With [2,2]bipyridinyl; copper(I) bromide In methanol for 4h; Stage #2: 2-(diethylamino)ethyl methacrylate In methanol

...Expand

2-Propenoic acid,2-methyl-, 2,3-dihydroxypropyl ester Specification

This chemical is called 2-Propenoic acid,2-methyl-, 2,3-dihydroxypropyl ester, and it can also be named as Glyceryl methacrylate. With the molecular formula of C₇H₁₂O₄, its molecular weight is 160.17. The CAS registry number of this chemical is 5919-74-4. Additionally, its product category is Monomer.

Other characteristics of the 2-Propenoic acid,2-methyl-, 2,3-dihydroxypropyl ester can be summarised as followings: (1)ACD/LogP: -0.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.12; (4)ACD/LogD (pH 7.4): -0.12; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 20.4; (8)ACD/KOC (pH 7.4): 20.4; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.475; (14)Molar Refractivity: 38.85 cm³; (15)Molar Volume: 137.8 cm³; (16)Polarizability: 15.4×10^-24cm³; (17)Surface Tension: 42.2 dyne/cm; (18)Density: 1.161 g/cm³; (19)Flash Point: 127.3 °C; (20)Enthalpy of Vaporization: 63.91 kJ/mol; (21)Boiling Point: 310.3 °C at 760 mmHg; (22)Vapour Pressure: 5.43E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(OCC(O)CO)\C(=C)C
2.InChI: InChI=1/C7H12O4/c1-5(2)7(10)11-4-6(9)3-8/h6,8-9H,1,3-4H2,2H3
3.InChIKey: QRIMLDXJAPZHJE-UHFFFAOYAY

Product Name

2,3-DIHYDROXYPROPYL METHACRYLATE

Synthetic route

2-Propenoic acid,2-methyl-, 2,3-dihydroxypropyl ester Specification

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