Methacrolein

Methacrolein Basic information
Product Name:Methacrolein
Synonyms:2-METHYL-2-PROPENAL;2-METHYL-PROPENAL;2-Formyl-1-propene;2-Methyl-2-propen-1-al;methacrolein(stabilizedwithhq);Methacrylic aldehyde;methacrylicaldehyde;Methakrylaldehyd
CAS:78-85-3
MF:C4H6O
MW:70.09
EINECS:201-150-1
Product Categories:Aliphatics;Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Pharmaceuticals
Mol File:78-85-3.mol
Methacrolein Structure
Methacrolein Chemical Properties
Melting point -81 °C
Boiling point 69 °C
density 0.85 g/mL at 25 °C(lit.)
vapor density 2.4 (vs air)
vapor pressure 121 mm Hg ( 20 °C)
refractive index n20/D 1.416(lit.)
Fp 5 °F
storage temp. 2-8°C
solubility Benzene (Slightly), Chloroform (Soluble), Methanol (Soluble)
form Liquid
color Pale yellow
Odorat 0.01 % in dipropylene glycol. wild hyacinth foliage
Odor Threshold0.0085ppm
Odor Typefloral
Water Solubility 6 g/100 mL (20 ºC)
Sensitive Light Sensitive
BRN 1209258
Exposure limitsACGIH: TWA 1 mg/m3
OSHA: TWA 2 mg/m3
NIOSH: IDLH 50 mg/m3; Ceiling 2 mg/m3
Stability:Stable. Incompatible with strong bases, strong oxidising agents, strong reducing agents. Light and air-sensitive. Hazardous polymerisation may occur.
InChIKeySTNJBCKSHOAVAJ-UHFFFAOYSA-N
LogP0.9 at 23℃
CAS DataBase Reference78-85-3(CAS DataBase Reference)
NIST Chemistry Reference2-Propenal, 2-methyl-(78-85-3)
EPA Substance Registry SystemMethacrolein (78-85-3)
Safety Information
Hazard Codes F,T
Risk Statements 11-24/25-34-26
Safety Statements 16-26-36/37/39-45-28A
RIDADR UN 2396 3/PG 2
WGK Germany 3
RTECS OZ2625000
8-23
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29121900
Hazardous Substances Data78-85-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Methacrolein English
SigmaAldrich English
ACROS English
ALFA English
Methacrolein Usage And Synthesis
Chemical Propertiescolourless to light yellow liquid
UsesAn unsaturated aldehyde used in the manufacture of polymers and synthetic resin. Cancer studies revealed consumption and release of this volatile organic compound in human small cell lung cancer line, a potential cancer biomarker.
UsesMethacrolein was used to study the effect of parts per billion levels of limonene oxidation products and the terpene oxidation product, methacrolein on human eye blink frequency. It was also used in determination of rate constants and the products of the reactions between atomic chlorine and acrolein, methacrolein and methyl vinyl ketone.
UsesMethacrolein is used in the manufacturing of polymers, synthetic resins and plastics. It acts as a raw material of methylmalonic acid, thermoplastic fuel and in the preparation of 2,3-dibromo-2-methyl-propionaldehyde. It is also used to study the effect limonene oxidation products and the terpene oxidation product.
DefinitionChEBI: Methacrolein is an enal.
General DescriptionA colorless liquid. Flash point 35°F. Less dense than water. May be toxic by ingestion, inhalation and skin absorption. Severely irritating to skin and eyes. Used to make plastics.
Air & Water ReactionsHighly flammable. Soluble in water.
Reactivity ProfileMethacrolein is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.
HazardFlammable, dangerous fire risk. Strong irritant.
Health HazardTOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. May polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and ExplosibilityHighlyflammable
Safety ProfilePoison by ingestion and sktn contact. Moderately toxic by inhalation. Severe eye and skin irritant. Mutation data reported. Dangerously flammable liquid when exposed to heat, flame, or oxidizers. Can react vigorously with oxidizing materials. To fight fire, use CO2, alcohol foam, foam, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Purification MethodsFractionally distil it under nitrogen through a short Vigreux column (p 11). Store it in sealed ampoules. (Slight polymerisation may occur.) [Beilstein 1 IV 3455.]
Paraquat dichloride Methacryloyl chloride Methyl 2,2-Bis(hydroxymethyl)propionic acid Acrolein DIPHENYLCYCLOPROPENONE ITACONYL CHLORIDE N,N-Dimethylformamide (-)-2-[METHYLAMINO]-1-PHENYLPROPANE Methanol polyisobutylene rubber Polyisobutylene 2,4,4-TRIMETHYL-1-PENTENE Methyl acrylate Isobutenyl sulfide Methyl acetate Methyl bromide Methacrylic acid

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