Methacrolein

Structural formula
General
Surname	Methacrolein
other names	Methacrylaldehyde; 2-methylacrolein; 2-methyl-2-propen-1-al; Isobutenal;
Molecular formula	C 4 H 6 O
Brief description	colorless to yellowish liquid with a characteristic odor
External identifiers / databases
EC number	201-150-1
ECHA InfoCard	100.001.046
PubChem	6562
ChemSpider	6314
Wikidata	Q420234
properties
Molar mass	70.09 g mol −1
Physical state	liquid
density	0.83 g cm −3
Melting point	−81 ° C
boiling point	73 ° C
Vapor pressure	160 h Pa (20 ° C); 530 hPa (50 ° C); 890 hPa (65 ° C);
solubility	moderate in water (60 g l −1 at 20 ° C); soluble in ethanol and diethyl ether ;
Refractive index	1.4144 (20 ° C)
safety instructions
H and P phrases	H: 225-301-311-330-314-341-410
	P: 210-280-301 + 310-305 + 351 + 338-310
Toxicological data	140 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Methacrolein is a chemical compound (an unsaturated aldehyde ) that occurs in the form of a clear, flammable liquid, which is mainly used in the manufacture of plastics .

Extraction and presentation

Methacrolein is produced by:

Gas phase oxidation of isobutene or tert-butanol
Mannich condensation of propionaldehyde with formaldehyde
Dehydrogenation of isobutyraldehyde

properties

Methacrylaldehyde is a volatile, yellowish liquid with a pungent odor, which is soluble in water. Methacrolein's vapors are heavier than air.

use

Methacrolein is used as an intermediate in the production of polymers (e.g. methyl methacrylate ), resins , pesticides and, to a lesser extent, for flavorings and smells.

safety instructions

Methacroline vapors have a strong irritant to corrosive effect on mucous membranes, skin and lungs. Methacrylaldehyde vapors can combine with air to form an explosive mixture ( flash point −15 ° C, ignition temperature 295 ° C).

Web links

Entry on methacrylaldehyde in the Spectral Database for Organic Compounds (SDBS) of the National Institute of Advanced Industrial Science and Technology (AIST)

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on methacrylaldehyde in the GESTIS substance database of the IFA , accessed on January 17, 2020(JavaScript required) .
↑ ^a ^b ^c Toxicological assessment of methacrolein (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on August 22, 2012.
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-372.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on methacrylaldehyde in the GESTIS substance database of the IFA , accessed on January 17, 2020(JavaScript required) .

[BGChemie-2] Toxicological assessment of methacrolein (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on August 22, 2012.

[CRC90_3_372-3] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-372.