Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Methyl methacrylate |
EINECS | 201-297-1 |
CAS No. | 80-62-6 | Density | 0.914 g/cm3 |
PSA | 26.30000 | LogP | 0.73550 |
Solubility | 15.9 g/L (20 °C) in water | Melting Point |
-48 °C |
Formula | C5H8O2 | Boiling Point | 100.3 °C at 760 mmHg |
Molecular Weight | 100.117 | Flash Point | 10 °C |
Transport Information | UN 1247 3/PG 2 | Appearance | clear colorless liquid |
Safety | 24-37-46-45-36/37-16-7 | Risk Codes | 11-37/38-43-39/23/24/25-23/24/25 |
Molecular Structure | Hazard Symbols | F,Xi,T | |
Synonyms |
Methacrylicacid methyl ester (6CI,8CI);Methacrylic acid, methyl ester (7CI);2-(Methoxycarbonyl)-1-propene;2-Methyl-2-propenoic acid methyl ester;Acryester M;Acryloid HT 100;Light Ester M;Methyl 2-methacrylate;Methyl2-methyl-2-propenoate;NSC 4769;Paraloid HT 100;Pegalan;TEB 3K;Methyl methacrylate; |
Article Data | 274 |
Conditions | Yield |
---|---|
With 10H-phenothiazine; hydroquinone at 40℃; for 22h; Reagent/catalyst; Concentration; Inert atmosphere; | 99% |
With 1.5 % Au/alumina; oxygen at 60℃; under 9034.64 Torr; Catalytic behavior; chemoselective reaction; | 99.7% |
With oxygen at 69.84℃; under 1500.15 Torr; for 2h; Reagent/catalyst; Autoclave; | 98% |
Conditions | Yield |
---|---|
With methanesulfonic acid; 2-(diphenylphosphino)pyridine; palladium diacetate at 45℃; | 99% |
With methanesulfonic acid; N,N-dimethyl-aniline; palladium complex with bis(3,5-dimethyl-4-methoxyphenyl) (6-methyl-2-pyridyl)phosphine at 65℃; for 7h; Product distribution / selectivity; Cooling with ethanol-dry ice; Autoclave; | 73% |
With methanesulfonic acid; 2-(diphenylphosphino)pyridine; palladium diacetate at 45℃; Mechanism; var. reagents and reaction conditions; |
methacrylic acid methyl ester
Conditions | Yield |
---|---|
at 320 - 456℃; under 50 Torr; not given; Product distribution / selectivity; | 97% |
Tributylmethoxysilane
methacryloyl anhydride
A
tributylsilyl methacrylate
B
methacrylic acid methyl ester
Conditions | Yield |
---|---|
With Amberlyst 15 at 75℃; | A 95% B n/a |
Conditions | Yield |
---|---|
In acetone at 200℃; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; Gas phase; | 93.9% |
With 1.6percent In2O3-ZrO2 at 200℃; Reagent/catalyst; Temperature; Inert atmosphere; | 74.5% |
Conditions | Yield |
---|---|
With sulfuric acid In water at 95.4℃; Temperature; Large scale; | 93.4% |
With sulfuric acid; water; boric acid Behandeln des Reaktionsprodukts mit Methanol und anschliessenden Erhitzen mit Wasser bis auf 135grad; |
Conditions | Yield |
---|---|
In methanol at 20℃; for 1h; | A n/a B 92% |
Conditions | Yield |
---|---|
In methanol | 86.4% |
84% |
Conditions | Yield |
---|---|
With hafnium (IV) bis(perfluorooctanesulfonyl)amide In 1,2-dichloro-ethane at 60℃; for 8h; | 86% |
With benzothiazole nitrate In cyclohexane at 70 - 90℃; for 8h; | 85% |
With 10H-phenothiazine; methanesulfonic acid at 249℃; under 26252.6 Torr; for 0.00638889h; Microwave irradiation; Autoclave; Industry scale; | 82% |
methanol
2-methylpropenal
A
2-methyl-3,3-dimethoxy-1-propene
B
methacrylic acid methyl ester
Conditions | Yield |
---|---|
With oxygen; Pd5-Bi2/(100)SiO2-MgO for 4h; | A n/a B 85.2% |
With oxygen; Pd5-Bi2-Fe1/(100)SiO2-MgO for 4h; | A n/a B 81.3% |
With oxygen at 70℃; under 750.075 Torr; for 2h; Catalytic behavior; Green chemistry; |
The IUPAC name of Methyl methacrylate is methyl 2-methylprop-2-enoate. With the CAS registry number 80-62-6, it is also named as 2-Methyl-2-propenoic acid methyl ester. The product's categories are Low Refractive Index Monomers; Acrylic Monomers; Carbonyl Compounds; Esters; Methacrylate; Waveguide Materials; META - METH Cosmetics; Allergens; Alpha Sort; MAlphabetic; Other Additives; Volatiles/ Semivolatiles. It is clear colorless liquid which is slightly soluble in water, soluble in alcohol, ether, acetone and other organic solvents. In addition, this chenical is flammable by fire, heat and oxidants. Besides, it should be sealed in the container and stored in the cool and dry place.
The other characteristics of Methyl methacrylate can be summarized as:
(1)ACD/LogP: 1.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.35; (4)ACD/LogD (pH 7.4): 1.35; (5)ACD/BCF (pH 5.5): 6.2; (6)ACD/BCF (pH 7.4): 6.2; (7)ACD/KOC (pH 5.5): 128.53; (8)ACD/KOC (pH 7.4): 128.53; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.4; (13)Molar Refractivity: 26.55 cm3; (14)Molar Volume: 109.4 cm3; (15)Polarizability: 10.52×10-24 cm3; (16)Surface Tension: 23.5 dyne/cm; (17)Enthalpy of Vaporization: 33.96 kJ/mol; (18)Vapour Pressure: 36.9 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 100.05243; (21)MonoIsotopic Mass: 100.05243; (22)Topological Polar Surface Area: 26.3; (23)Heavy Atom Count: 7; (24)Complexity: 94.3.
Preparation of Methyl methacrylate:
It is produced by the acetone cyanohydrin process in which the acetone cyanohydrin (from the reaction of acetone with hydrogen cyanide, q.v.) is reacted with sulfuric acid to yield methacrylamide sulfate, which is further hydrolyzed and esterified. The process is continuous.
CH3C(OH·CN)CH3 + H+ → CH2=C(CH3)C(=O)NH3+
CH2=C(CH3)C(=O)NH3+ + CH3OH + HSO4- → CH2=C(CH3)C(=O)OCH3 + NH4SO4
Uses of Methyl methacrylate:
It is used for the production of the co-polymer methyl methacrylate-butadiene-styrene (MBS), used as a modifier for PVC. The principal application of this chemical is the manufacture of polymethyl methacrylate acrylic plastics (PMMA). Methyl methacrylate is polymerized to poly(methyl methacrylate), which is used in cast and extruded sheet, molding powder and resins, surface coatings, impact modifiers, and emulsion polymers. In addition, it reacts with acetoacetic acid ethyl ester to get 2-acetyl-4-methyl-glutaric acid-1-ethyl ester-5-methyl ester. This reaction needs reagent sodium ethylate and ethanol.
When you are using Methyl methacrylate, please be cautious about it as the following:
It is highly flammable, so people should keep it away from sources of ignition. It is not only toxic by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) If swallowed, seek medical advice immediately and show this container or label.
People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC)\C(=C)C
2. InChI:InChI=1/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3
3. InChIKey:VVQNEPGJFQJSBK-UHFFFAOYAN
The following are the toxicity data of Methyl methacrylate:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | subcutaneous | 7mL/kg (7mL/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE KIDNEY, URETER, AND BLADDER: CHANGES PRIMARILY IN GLOMERULI | National Technical Information Service. Vol. OTS0520933, |
dog | LCLo | inhalation | 41200mg/m3/3H (41200mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
dog | LD50 | oral | 4725mg/kg (4725mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
dog | LD50 | subcutaneous | 4252mg/kg (4252mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
dog | LDLo | intravenous | 120uL/kg (0.12mL/kg) | Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974. | |
guinea pig | LCLo | inhalation | 19000mg/m3/5H (19000mg/m3) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941. |
guinea pig | LD50 | intraperitoneal | 1890mg/kg (1890mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
guinea pig | LD50 | oral | 5954mg/kg (5954mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
guinea pig | LD50 | subcutaneous | 5954mg/kg (5954mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
human | TCLo | inhalation | 60mg/m3 (60mg/m3) | BEHAVIORAL: SLEEP BEHAVIORAL: EXCITEMENT VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 1, Pg. 56, 1957. |
human | TCLo | inhalation | 125ppm (125ppm) | BEHAVIORAL: SLEEP BEHAVIORAL: EXCITEMENT BEHAVIORAL: ANOREXIA (HUMAN | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 19(10), Pg. 25, 1954. |
mammal (species unspecified) | LC50 | inhalation | 20gm/m3 (20000mg/m3) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986. | |
mouse | LC50 | inhalation | 18500mg/m3/2H (18500mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(6), Pg. 5, 1976. | |
mouse | LD50 | intraperitoneal | 945mg/kg (945mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
mouse | LD50 | oral | 3625mg/kg (3625mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976. | |
mouse | LD50 | subcutaneous | 5954mg/kg (5954mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Industrial Medicine. Vol. 14, Pg. 292, 1945. |
rabbit | LCLo | inhalation | 17500mg/m3/4. (17500mg/m3) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: COMA | Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941. |
rabbit | LD50 | oral | 8700mg/kg (8700mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(4), Pg. 6, 1976. | |
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0544282, |
rabbit | LDLo | subcutaneous | 14mL/kg (14mL/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) KIDNEY, URETER, AND BLADDER: HEMATURIA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | National Technical Information Service. Vol. OTS0520933, |
rat | LC50 | inhalation | 78000mg/m3/4H (78000mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 20(6), Pg. 5, 1976. | |
rat | LD50 | intraperitoneal | 1328mg/kg (1328mg/kg) | Journal of Dental Research. Vol. 51, Pg. 1632, 1972. | |
rat | LD50 | oral | 7872mg/kg (7872mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 343, 1941. |
rat | LD50 | subcutaneous | 7088mg/kg (7088mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Industrial Medicine. Vol. 14, Pg. 292, 1945. |