Conditions | Yield |
---|---|
With chlorine | 93% |
With chlorine | 91.3% |
Conditions | Yield |
---|---|
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% |
poly(methacrylic acid)
4-methoxy-phenol
epichlorohydrin
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
tetramethlyammonium chloride In water | 87.8% |
Conditions | Yield |
---|---|
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
A
2,3-Epoxypropyl methacrylate
B
2-Methyl-oxirane-2-carboxylic acid allyl ester
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique; Glovebox; | 35% |
With pyridine; benzene |
oxiranyl-methanol
methacrylic acid methyl ester
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
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
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
1-methyl-3-(n-butyl)imidazolium iodide Product distribution / selectivity; | 8.6% |
poly(methacrylic acid)
epichlorohydrin
A
2,3-Epoxypropyl methacrylate
B
2-Methyl-acrylic acid 2-chloro-1-hydroxymethyl-ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate; 1.) Sn-P 1.) benzene, reflux, 20 h; 2.) acetone, reflux, 6 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With diethyl ether; tert-butyl alcohol |
Conditions | Yield |
---|---|
With hydroquinone | |
With N,N'-di(2-naphthyl)-p-phenylenediamine; tetramethlyammonium chloride |
Conditions | Yield |
---|---|
With sodium hydroxide | |
With water; copper(l) chloride |
Conditions | Yield |
---|---|
With tetraethylammonium chloride |
10H-phenothiazine
poly(methacrylic acid)
epichlorohydrin
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
With tetramethlyammonium chloride In water |
Conditions | Yield |
---|---|
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
A
2,3-Epoxypropyl methacrylate
B
2-Methyl-oxirane-2-carboxylic acid oxiranylmethyl ester
Conditions | Yield |
---|---|
With dihydrogen peroxide; [(tmtacn)MnIV(μ-O)3MnIV(tmtacn)](CH3COO)2 In water at 5℃; for 2h; pH=3.6; Aqueous oxalate buffer; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
With chromium diisopropylsalicylate In toluene at 70℃; for 15h; | 100% |
Conditions | Yield |
---|---|
In neat (no solvent) at 60℃; for 18h; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With dmap; dibutyltin dilaurate at 20℃; | 100% |
carbon dioxide
2,3-Epoxypropyl methacrylate
(2-oxo-1,3-dioxolane-4-yl)methyl methacrylate
Conditions | Yield |
---|---|
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
2,3-Epoxypropyl methacrylate
MCD
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 60℃; for 24.5h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In ethanol; acetic acid butyl ester at 60℃; for 18h; | 99% |
Conditions | Yield |
---|---|
With triphenylphosphine at 90℃; for 3h; | 99% |
With methoxyhydroquinone; triphenylphosphine at 90℃; for 3h; | 99% |
With triphenylphosphine at 90℃; for 3h; | 99% |
Conditions | Yield |
---|---|
With triphenylphosphine at 90℃; for 3h; | 99% |
With methoxyhydroquinone; triphenylphosphine at 90℃; for 3h; | 99% |
With triphenylphosphine at 90℃; for 3h; Concentration; | 99% |
Conditions | Yield |
---|---|
With triphenylphosphine at 90℃; for 3h; | 99% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 24h; | 99% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 24h; | 99% |
Conditions | Yield |
---|---|
In neat (no solvent) at 130℃; for 5h; | 99% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With chloroaluminium tetrahydroborate on poly(4-vinylpyridine) In ethanol for 7h; Heating; | 98% |
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
With dmap In N,N-dimethyl acetamide at 25℃; for 48h; | 98% |
2,3-Epoxypropyl methacrylate
acetic anhydride
(2,3-diacetoxypropyl) methacrylate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With triphenylphosphine at 90℃; for 3h; | 98% |
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride at -30 - 25℃; for 0.1h; | 98% |
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
In ethanol; acetic acid butyl ester at 50℃; for 20h; | 97% |
Conditions | Yield |
---|---|
With nickel(II) chloride hexahydrate In ethanol at 20℃; for 0.5h; regioselective reaction; | 97% |
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
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
3-chloro-2-hydroxypropyl methacrylate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In ethanol; acetic acid butyl ester at 90℃; for 10h; | 96% |
2,3-Epoxypropyl methacrylate
Conditions | Yield |
---|---|
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
ammonium thiocyanate
Conditions | Yield |
---|---|
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
(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
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 60℃; for 20h; | 95% |
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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