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| CAS No.: | 106-91-2 |
|---|---|
| Name: | Glycidyl methacrylate |
| Article Data: | 35 |
| Molecular Structure: | |
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|
|
| Formula: | C7H10O3 |
| Molecular Weight: | 142.155 |
| 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; |
| EINECS: | 203-441-9 |
| Density: | 1.042 g/cm3 |
| Melting Point: | -52 °C |
| Boiling Point: | 188.999 °C at 760 mmHg |
| Flash Point: | 76.111 °C |
| Solubility: | water: 0.5-1.0 g/100 mL at 20 °C |
| Appearance: | clear liquid |
| Hazard Symbols: |
 Xn, T
|
| Risk Codes: | 20/21/22-36/38-43-60-45 |
| Safety: | 26-28-28A-45-36/37-53 |
| Transport Information: | UN 2810 6.1/PG 3 |
| PSA: | 38.83000 |
| LogP: | 0.50450 |
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| 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% |
- 79-41-4
poly(methacrylic acid)
- 150-76-5
4-methoxy-phenol
- 106-89-8
epichlorohydrin
- 106-91-2
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; |
- 96-05-9
allyl methacrylate
A
- 106-91-2
2,3-Epoxypropyl methacrylate
B
- 140914-83-6
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 |
| Conditions | Yield |
|---|---|
| With potassium cyanide; 2,4-dimethyl-6-tert-butylphenol at 70 - 80℃; for 2h; Green chemistry; | 25.3% |
- 13818-44-5
(2-oxo-1,3-dioxolane-4-yl)methyl methacrylate
- 106-91-2
2,3-Epoxypropyl methacrylate
| Conditions | Yield |
|---|---|
| 1-methyl-3-(n-butyl)imidazolium iodide Product distribution / selectivity; | 8.6% |
- 79-41-4
poly(methacrylic acid)
- 106-89-8
epichlorohydrin
A
- 106-91-2
2,3-Epoxypropyl methacrylate
B
- 109573-57-1
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 |
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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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