133035
Methacrolein
95%
Synonym(s):
Methacrylaldehyde
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About This Item
Linear Formula:
H2C=C(CH3)CHO
CAS Number:
Molecular Weight:
70.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-150-1
Beilstein/REAXYS Number:
1209258
MDL number:
Assay:
95%
Form:
liquid
vapor density
2.4 (vs air)
Quality Level
vapor pressure
121 mmHg ( 20 °C), 13.44 psi ( 55 °C), 5.35 psi ( 20 °C)
assay
95%
form
liquid
refractive index
n20/D 1.416 (lit.)
bp
68-70 °C (lit.)
mp
−81 °C (lit.)
density
0.85 g/mL at 25 °C (lit.)
functional group
aldehyde
storage temp.
2-8°C
SMILES string
[H]C(=O)C(C)=C
InChI
1S/C4H6O/c1-4(2)3-5/h3H,1H2,2H3
InChI key
STNJBCKSHOAVAJ-UHFFFAOYSA-N
General description
Methacrolein on oxidation over heteropoly acid catalysts (mainly 12-molybdophosphoric acid) at 300°C yields methacrylic acid. It is the major product of isoprene oxidation.
Application
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.
signalword
Danger
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
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
5.0 °F - closed cup
flash_point_c
-15 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Henrik G Kjaergaard et al.
The journal of physical chemistry. A, 116(24), 5763-5768 (2012-03-29)
We investigate the oxidation of methacryloylperoxy nitrate (MPAN) and methacrylicperoxy acid (MPAA) by the hydroxyl radical (OH) theoretically, using both density functional theory [B3LYP] and explicitly correlated coupled cluster theory [CCSD(T)-F12]. These two compounds are produced following the abstraction of
Daniel Carmona et al.
Journal of the American Chemical Society, 127(38), 13386-13398 (2005-09-22)
The rhodium and iridium Lewis-acid cations [(eta(5)-C(5)Me(5))M{(R)-Prophos}(H(2)O)](2+) ((R)-Prophos = 1,2-bis(diphenylphosphino)propane) efficiently catalyze the enantioselective 1,3-dipolar cycloaddition of nitrones to methacrolein. Reactions occur with perfect endo selectivity and with enantiomeric excesses up to 96%. Intermediates [(eta(5)-C(5)Me(5))M{(R)-Prophos}(methacrolein)](SbF(6))(2) (M = Rh (3), Ir
Isoprene and its oxidation products methyl vinyl ketone, methacrolein, and isoprene related peroxides measured online over the tropical rain forest of Surinam in March 1998.
Warneke C, et al.
Journal of Atmospheric Chemistry, 38(2), 167-185 (2001)