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Key Documents

133035

Sigma-Aldrich

Methacrolein

95%

Sinonimo/i:

Methacrylaldehyde

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About This Item

Formula condensata:
H2C=C(CH3)CHO
Numero CAS:
Peso molecolare:
70.09
Beilstein:
1209258
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Densità del vapore

2.4 (vs air)

Tensione di vapore

121 mmHg ( 20 °C)
13.44 psi ( 55 °C)
5.35 psi ( 20 °C)

Saggio

95%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.416 (lit.)

P. eboll.

68-70 °C (lit.)

Punto di fusione

−81 °C (lit.)

Densità

0.85 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

[H]C(=O)C(C)=C

InChI

1S/C4H6O/c1-4(2)3-5/h3H,1H2,2H3
STNJBCKSHOAVAJ-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

5.0 °F - closed cup

Punto d’infiammabilità (°C)

-15 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Certificati d'analisi (COA)

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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
Denise Biagini et al.
Talanta, 200, 145-155 (2019-05-01)
When working with humid gaseous samples, the amount of water vapour collected in a needle trap along with volatile analytes may vary from sample to sample and decrease during the storage. This has a major impact on desorption efficiency and
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
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)
Eeva K Kemppainen et al.
Organic letters, 14(4), 1086-1089 (2012-02-03)
Enantioselective iminium-catalyzed reactions with acrolein and methacrolein are rare. A catalytic enantioselective Mukaiyama-Michael reaction that readily accepts acrolein or methacrolein as substrates, affording the products in good yields and 91-97% ee, is presented. As an application of the methodology, an

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