ChemicalBook > Product Catalog > Chemical Reagents > Organic reagents > Cyanide / nitrile > Methacrylonitrile
Methacrylonitrile Chemical Properties
- Melting point:−35.8 °C(lit.)
- Boiling point:90-92 °C(lit.)
- Density 0.8 g/mL at 25 °C(lit.)
- vapor pressure 64 mm Hg ( 20 °C)
- refractive index n
- Flash point:54 °F
- storage temp. 2-8°C
- form Colorless liquid
- Odor Threshold3ppm
- Water Solubility 2.57 g/100 mL (20 ºC)
- Merck 13,5968
- Exposure limitsTLV-TWA skin 2.7 mg/m3 (1 ppm) (ACGIH).
- CAS DataBase Reference126-98-7(CAS DataBase Reference)
- NIST Chemistry Reference2-Propenenitrile, 2-methyl-(126-98-7)
- EPA Substance Registry SystemMethacrylonitrile (126-98-7)
Methacrylonitrile Usage And Synthesis
- Chemical PropertiesCLEAR COLOURLESS TO VERY SLIGHTLY YELLOW LIQUID
- Chemical PropertiesMethylacrylonitrile is a colorless liquid with an odor like bitter almonds. It is reported that methacrylonitrile cannot be detected by its smell even at concentrations which are already dangerous for humans. Hence, special attention must be given to ventilation and estimations of the amount of poison present must be carried out frequently.
- UsesMethylacrylonitrile is used to make coating and elastomers and as an intermediate in the preparation of acids, amine, amides, and esters.
- UsesThis study reports the toxicity and metabolism of Methacrylonitrile (MeAN) in normal male Sprague-Dawley rats and those pre-treated with caffeine, alcohol or both. These results suggest that caffeine inhibited and alcohol enhanced toxicity and metabolism of MeAN.
- UsesIn preparation of homopolymers and copolymers; as an intermediate in the preparation of acids, amides, amines, esters, nitriles.
- Production MethodsMethyl acrylonitrile can be derived from isobutyraldehyde.
- General DescriptionA clear colorless liquid. Less dense than water. Flash point 55°F. Boiling point 195°F. Very be toxic by ingestion, inhalation and skin absorption. Used to make plastics and coatings.
- Air & Water ReactionsHighly flammable. Soluble in water.
- Reactivity ProfileMETHACRYLONITRILE is a colorless, flammable, toxic liquid. Explosive in the form of vapor when exposed to heat, flame or sparks. When heated to decomposition Methacrylonitrile emits toxic fumes of nitrile and oxides of nitrogen [Lewis, 3rd ed., 1993, p. 829].
- HazardFlammable. Toxic by ingestion, inhalation, and skin absorption.
- Health HazardA lacrimator (causes tearing); an insidious poison which causes delayed skin reactions. Very readily absorbed through skin. Highly toxic.
- Health HazardMethylacrylonitrile is a moderate to severe acute toxicant. The degree of toxicity varied with toxic routes and species. Inhalation, ingestion, and skin application on test subjects produced convulsion. Exposure to high concentrations can result in asphyxia and death. The lethal concentrations varied among species from 50 to 400 ppm over a 4- hour exposure period. The clinical symptoms observed in rats suggested a toxic activity of metabolically formed cyanide (Peter and Bolt 1985). This finding was in contrast with acrylonitrile toxicity in the same species, where formation of metabolic cyanide played a minor role.
Methylacrylonitrile is a mild skin and eye irritant. However, it is readily absorbed by skin. It showed delayed skin reaction. In mice, the lethal dose from intraperitoneal administration was 15 mg/kg. The oral toxicity due to this compound was also relatively high; an LD50 of 11.6 mg/kg was determined in mice. There is no report of its mutagenic, teratogenic, or carcinogenic actions in animals or humans. 4-Dimethylaminophenol plus sodium thiosulfate or Nacetylcystein was shown to antagonize the acute toxicity of methylacrylonitrile (Peter and Bolt 1985).
- Fire HazardMethacrylonitrile evolves flammable concentrations of vapor at temperatures down to 55.04F. Thus, at room temperatures, flammable concentrations are liable to be present. Toxic fumes of nitrogen oxides are released when the material burns. Also, the chemical will explode due to its tendency to polymerize violently. Avoid heat. Hazardous polymerization may occur.
- Safety ProfilePoison by ingestion, inhalation, skin contact, and intraperitoneal routes. An eye irritant. A dangerous fire hazard when exposed to heat, flame, or sparks. When heated to decomposition it emits toxic fumes of NOx and CN-. See also NITRILES.
- Potential ExposureThis material is used as a monomer in the preparation of polymeric coatings and elastomers
- ShippingUN3079 Methacrylonitrile, stabilized, Labels: 6.1; Hazard class: 6.1, 3-Flammable liquid, Inhalation Hazard Zone B.
- Purification MethodsWash it with saturated aqueous NaHSO3 (to remove inhibitors such as p-tert-butylcatechol), 1% NaOH in saturated NaCl and then with saturated NaCl. Dry it with CaCl2 and fractionally distil it under nitrogen to separate it from impurities such as methacrolein and acetone. [Beilstein 2 IV 1539.]
- IncompatibilitiesMay form explosive mixture with air. Methacrylonitrile evolves flammable concentrations of vapor at temperatures down to 12.8C. Thus, at room temperatures, flammable concentrations are liable to be present. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, aliphatic amines, alkanolamines, alkali, and light. Heat sensitive; polymerization may occur due to elevated temperature, visible light, or contact with a concentrated alkali. Note: Typically contains 50 pm of monoethyl ether hydroquinone (662-62-8) as an inhibitor to prevent polymerization.
- Waste DisposalConsult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. Add alcoholic NaOH, then oxidize with sodium hypochlorite. After reaction, flush to sewer with water
Methacrylonitrile Preparation Products And Raw materials
- Poly(styrene-co-acrylonitrile) Tribenuron methyl Acrylonitrile 3-Methoxyacrylonitrile polyisobutylene rubber METSULFURON METHYL Methyl bromide Isobutenyl sulfide Methyl salicylate 3-Ethoxyacrylonitrile Kresoxim-methyl Methyl Methacrolein ISOBUTYLENE Methacrylic acid Pirimiphos-methyl Thiophanate-methyl 2,4,4-TRIMETHYL-1-PENTENE