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| | Methacrolein Basic information |
| | 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 | | Odor | at 0.01 % in dipropylene glycol. wild hyacinth foliage | | Odor Threshold | 0.0085ppm | | Odor Type | floral | | Water Solubility | 6 g/100 mL (20 ºC) | | Sensitive | Light Sensitive | | BRN | 1209258 | | Henry's Law Constant | 4.5×10-2 mol/(m3Pa) at 25℃, Burkholder et al. (2019) | | Exposure limits | ACGIH: 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. | | InChI | 1S/C4H6O/c1-4(2)3-5/h3H,1H2,2H3 | | InChIKey | STNJBCKSHOAVAJ-UHFFFAOYSA-N | | SMILES | [H]C(=O)C(C)=C | | LogP | 0.9 at 23℃ | | CAS DataBase Reference | 78-85-3(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Propenal, 2-methyl-(78-85-3) | | EPA Substance Registry System | Methacrolein (78-85-3) |
| Hazard Codes | F,T | | Risk Statements | 11-24/25-34-26 | | Safety Statements | 16-26-36/37/39-45-28A | | RIDADR | UN 2396 (METHACRYLALDEHYDE,
STABILIZED) | | WGK Germany | 3 | | RTECS | OZ2625000 | | F | 8-23 | | TSCA | TSCA listed | | HazardClass | 3 | | PackingGroup | II | | HS Code | 29121900 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Acute Tox. 2 Inhalation
Acute Tox. 3 Dermal
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Flam. Liq. 2
Muta. 2
Skin Corr. 1B | | Hazardous Substances Data | 78-85-3(Hazardous Substances Data) |
| | Methacrolein Usage And Synthesis |
| Chemical Properties | colourless to light yellow liquid | | Uses | An 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. | | Uses | Methacrolein 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. | | Uses | Methacrolein 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. | | Definition | ChEBI: Methacrolein is an enal. | | General Description | A 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 Reactions | Highly flammable. Soluble in water. | | Reactivity Profile | Methacrolein 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. | | Hazard | Flammable, dangerous fire risk. Strong irritant. | | Health Hazard | TOXIC; 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 Hazard | HIGHLY 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 Explosibility | Highly flammable | | Safety Profile | Poison 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 Methods | Fractionally distil it under nitrogen through a short Vigreux column (p 11). Store it in sealed ampoules. (Slight polymerisation may occur.) [Beilstein 1 IV 3455.] |
| | Methacrolein Preparation Products And Raw materials |
| Raw materials | Methacrylic acid-->Methacrylic anhydride | | Preparation Products | FENPROPIMORPH-->3,8-DIMETHYL-1,10-PHENANTHROLINE-->3,8-Dimethylquinoline-->2-METHYL DECANAL-->2,4-DIMETHYL, 1,3-DIOXALONE-->2-HYDROXYTETRAHYDROFURAN-->Methallyl acetate-->QUINMERAC-->2-Formyl-3,4-dihydro-2H-pyran-->2,5-DICHLORO-3-METHYLPYRIDINE-->3,4-epoxy-2-methyl-1-butene-->2,3-dichloro-2-methylpropionaldehyde-->6-Methyl-[1,4]diazepane-->2-Propen-1-ol, 2-methyl-, 1-formate |
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