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Methyl methacrylate

Methyl methacrylate
Methyl methacrylate
CAS No.
80-62-6
Chemical Name:
Methyl methacrylate
Synonyms
Mme;MMA;Diakon;NA 1247;Paladon;Pegalan;NCI-C50680;Acryester M;Atriopeptidase;CH2=C(CH3)COOCH3
CBNumber:
CB8854425
Molecular Formula:
C5H8O2
Formula Weight:
100.12
MOL File:
80-62-6.mol

Methyl methacrylate Properties

Melting point:
-48 °C
Boiling point:
100 °C(lit.)
Density 
0.943 g/mL at 20 °C
vapor density 
3.5 (vs air)
vapor pressure 
29 mm Hg ( 20 °C)
refractive index 
n20/D 1.414(lit.)
FEMA 
4002 | METHYL 2-METHYL-2-PROPENOATE
Flash point:
50 °F
storage temp. 
Refrigerator
solubility 
15g/l
form 
Crystalline Powder or Crystals
color 
White to pale yellow
explosive limit
2.1-12.5%(V)
Water Solubility 
15.9 g/L (20 ºC)
Merck 
14,5941
BRN 
605459
InChIKey
VVQNEPGJFQJSBK-UHFFFAOYSA-N
CAS DataBase Reference
80-62-6(CAS DataBase Reference)
NIST Chemistry Reference
2-Propenoic acid, 2-methyl-, methyl ester(80-62-6)
EPA Substance Registry System
2-Propenoic acid, 2-methyl-, methyl ester(80-62-6)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  F,Xi,T
Risk Statements  11-37/38-43-39/23/24/25-23/24/25
Safety Statements  24-37-46-45-36/37-16-7
RIDADR  UN 1247 3/PG 2
WGK Germany  1
RTECS  OZ5075000
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29161410
Hazardous Substances Data 80-62-6(Hazardous Substances Data)
Toxicity The acute toxicity of methyl methacrylate is low. Irritation of the skin, eye, and nasal cavity has been observed in rodents and rabbits exposed to relatively high concentrations of methyl methacrylate. The chemical is a mild skin sensitizer in animals. The effect observed most frequently at lowest concentration after repeated inhalation exposure to methyl methacrylate is irritation of the nasal cavity. Effects on the kidney and liver at higher concentrations have also been reported. The lowest reported effect level for inhalation was 410 mg/m3 in rats exposed to methyl methacrylate for 2 years (based upon inflammatory degeneration of the nasal epithelium); the no-observed-effect level (NOEL) in this investigation was approximately 100 mg/m3 .
The toxicity of methyl methacrylate to aquatic organisms is low. Although no chronic studies on aquatic organisms were identified, acute tests have been conducted on fish, Daphnia magna, and algae. The most sensitive effect was the onset of inhibition of cell multiplication by the green alga Scenedesmus quadricauda at 37 mg/litre following 8 days of exposure. The lowest reported 24-hour EC50 for immobilization in Daphnia is 720 mg/litre. The 96-hour LC50 in juvenile bluegill sunfish (Lepomis macrochirus) under flowthrough conditions was 191 mg/litre, whereas LC50 values for durations of 1–24 hours ranged from 420 to 356 mg/litre, respectively. The 96-hour LC50 for rainbow trout (Oncorhynchus mykiss) under flow-through conditions was >79 mg/litre, the highest concentration tested. Sublethal/behavioural responses were noted among the fish at 40 mg/litre.
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H317 May cause an allergic skin reaction Sensitisation, Skin Category 1 Warning P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H370 Causes damage to organs Specific target organ toxicity, single exposure Category 1 Danger P260, P264, P270, P307+P311, P321,P405, P501
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P311 Call a POISON CENTER or doctor/physician.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P303+P361+P353 IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P370+P378 In case of fire: Use … for extinction.
P405 Store locked up.
P403+P235 Store in a well-ventilated place. Keep cool.

Methyl methacrylate price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 40439 Methyl methacrylate solution 80-62-6 1EA $27.4 2017-11-08 Buy
Sigma-Aldrich 8.00590 Methyl methacrylate 80-62-6 1EA $34.5 2017-11-08 Buy
TCI Chemical M0087 Methyl Methacrylate (stabilized with 6-tert-Butyl-2,4-xylenol) >99.8%(GC) 80-62-6 25mL $14 2017-12-01 Buy
TCI Chemical M0087 Methyl Methacrylate (stabilized with 6-tert-Butyl-2,4-xylenol) >99.8%(GC) 80-62-6 500mL $18 2017-12-01 Buy
Alfa Aesar A13030 Methyl methacrylate, 99%, stab. 80-62-6 100ml $17.8 2017-11-08 Buy

Methyl methacrylate Chemical Properties,Uses,Production

Chemical Properties

Methyl methacrylate is a methyl ester of methacrylic acid. It is a colourless, volatile liquid with an acrid fruity odour. It has a relatively high vapour pressure (4 kPa at 20°C), moderate water solubility (15.8 g/litre), and a low log octanol/water partition coefficient (Kow = 1.38) . Methyl methacrylate is typically 99.9% pure and contains small amounts of inhibitor to retard polymerization.

Definition

ChEBI: An enoate ester having methacrylic acid as the carboxylic acid component and methanol as the alcohol component.

Uses

  1. Methyl methacrylate is a volatile synthetic chemical that is used principally in the production of cast acrylic sheet, acrylic emulsions, and moulding and extrusion resins.
  2. In the manufacture of methacrylate resins and plastics. Methyl methacrylate is transesterified into higher methacrylates such as n-butyl methacrylate or 2-ethylhexyl methacrylate.
  3. methyl methacrylate monomer is used in the production of methylmethacrylate polymers and copolymers, polymers and copolymers are also used in waterborne, solvent, and undissolved surface coatings, adhesives, sealants, leather and paper coatings, inks, floor polishes, textile finishes, dental prostheses, surgical bone cements, and leaded acrylic radiation shields and in the preparation of synthetic fingernails and orthotic shoe inserts. Methyl methacrylate is also used as a starting material to manufacture other esters of methacrylic acid.
  4. Granules for injection and extrusion blow moulding which for their outstanding optical clarity, weathering and scratch resistance are used in lighting, office equipment and electronics (cell phone displays and hi-fi equipment), building and construction (glazing and window frames), contemporary design (furniture, jewellery and tableware), cars and transportation (lights and instrument panels), health and safety (jars and test tubes) and household appliances (microwave oven doors and mixer bowls).
  5. Impact modifiers for clear rigid polyvinyl chloride.

Production Methods

Methyl methacrylate (MMA) is the most important ester of methacrylic acid. It can be homo- and copolymerised to produce acrylic resins with good strength, transparency and with excellent weather resistance. The first commercial process for making MMA (1930's), the acetone cyanohydrin route, remains the predominant process in use today. In the acetone cyanohydrin route, acetone cyanohydrin reacts with sulfuric acid at low temperature to produce the sulfuric monoester of 2-hydroxy-2-methyl-propionamide, which forms methacrylamide sulphate after exposure to higher temperatures (100° - 140°C). The liquid phase is maintained by using an excess of 0.2 - 0.7 moles of 100% sulfuric acid. The first step of the reaction is strongly exothermic while the rearrangement of the sulfuric ester is endothermic.
During the synthesis of methacrylamide, a portion of the acetone cyanohydrin decomposes to carbon monoxide during the first part of the reaction. Additionally other by-products are formed and react due to the strength of the acid and high temperature in the second step. About 92 - 94% of the acetone cyanohydrin is converted to useful products and 6 - 8% is consumed in the formation of organic by-products (acetone, acetone sulphonates, olygomers, polymers, others). Methacrylamide sulphate is esterified with a mixture of water and methanol to form MMA and an aqueous solution of ammonium hydrogensulphate, sulfuric acid and the organic by-products. The ammonium hydrogensulphate is an unavoidable by-product of the reaction.

General Description

A clear colorless liquid. Slightly soluble in water and floats on water. Vapors heavier than air. Vapors irritate the eyes and respiratory system. Containers must be heavily insulated or shipped under refrigeration. An inhibitor such as hydroquinone, hydroquinone methyl ester and dimethyl t-butylphenol is added to keep the chemical from initiating polymerization. The chemical may polymerize exothermically if heated or contaminated with strong acid or base. If the polymerization takes place inside a container, the container may rupture violently. Used to make plastics.

Air & Water Reactions

Highly flammable. Very slightly soluble in water.

Reactivity Profile

Methyl methacrylate, may polymerize if contaminated or subjected to heat. If polymerization takes place in a container, the container is subject to violent rupture. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979. p.151-154, 164]. Peroxides may also initiate exothermic polymierization of the bulk material [Bretherick 1979. p. 160]. Benzoyl peroxide was weighed into a beaker that had previously been rinsed with methyl methacrylate. The peroxide catalyzed polymerization of the methyl methacrylate and the build-up of heat ignited the remaining peroxide [MCA Case History 996. 1964].

Health Hazard

  1. Methyl methacrylate may cause slight eye irritation or moderate skin irritation. It is considered a skin sensitizer; allergic reactions may result from contact. Inhalation of vapor or mist can cause irritation of the nose, throat, and lungs and can be fatal in high concentrations. Prolonged or repeated overexposure has been reported to affect the kidneys, liver, gastrointestinal tract, nervous system and lung.
  2. Methyl methacrylate is moderately toxic to aquatic organisms on an acute basis. The bioconcentration potential (tendency to accumulate in the food chain) is low. If released to surface water, methyl methacrylate will readily biodegrade. A portion may evaporate to the air. It will not persist in the environment.
  3. Irritation of eyes, nose, and throat. Nausea and vomiting. Liquid may cause skin irritation.

Fire Hazard

Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. Containers may explode in fire or when heated because of polymerization.

storage

Methyl methacrylate is a reactive chemical that must be stored and handled with care. It is stable under recommended storage conditions. Heat can cause polymerization. Inhibitor is added to methyl methacrylate monomer to prevent polymerization. For the inhibitor to be effective, the oxygen concentration in the vapor space must be at least 5%. Store material in containers made of stainless steel, carbon steel, glass, or aluminum. Avoid contact with acids, bases, oxidizing agents, reducing agents, UV light (ultraviolet light, which is found in sunlight), free-radical initiators, and organic peroxides.

Purification Methods

Wash the ester twice with aqueous 5% NaOH (to remove inhibitors such as hydroquinone) and twice with water. Dry it with CaCl2, Na2CO3, Na2SO4 or MgSO4, then with CaH2 under nitrogen under reduced pressure. The distillate is stored at low temperatures and redistilled before use. Prior to distilling, inhibitors such as hydroquinone (0,004%), .-naphthylamine (0.2%) or di--naphthol are sometimes added. Also purify it by boiling with aqueous H3PO4 solution and finally with saturated NaCl solution. It is dried for 24hours over anhydrous CaSO4, distilled at 0.1mm Hg at room temperature and stored at -30o [Albeck et al. J Chem Soc, Faraday Trans 1 1 1488 1978]. [Beilstein 2 II 398, 2 III 1279, 2 IV 1519.]

Methyl methacrylate Preparation Products And Raw materials

Raw materials

Preparation Products


Methyl methacrylate Suppliers

Global( 243)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
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