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Methacrolein

Name: Methacrolein
Brand: ALDRICH

95%

Synonyme(s) :

Methacrylaldehyde

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About This Item

Formule linéaire :

H₂C=C(CH₃)CHO

Numéro CAS:

78-85-3

Poids moléculaire :

70.09

Numéro Beilstein :

1209258

Numéro CE :

201-150-1

Numéro MDL:

MFCD00006974

Code UNSPSC :

12352100

ID de substance PubChem :

24848091

Nomenclature NACRES :

NA.22

Densité de vapeur

2.4 (vs air)

Pression de vapeur

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

Pureté

95%

Forme

liquid

Indice de réfraction

n20/D 1.416 (lit.)

Point d'ébullition

68-70 °C (lit.)

Pf

−81 °C (lit.)

Densité

0.85 g/mL at 25 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES

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

InChI

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

Clé InChI

STNJBCKSHOAVAJ-UHFFFAOYSA-N

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Description générale

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.

Pictogrammes

GHS02,GHS06,GHS08,GHS05,GHS09

Mention d'avertissement

Danger

Mentions de danger

H225,H301 + H311,H314,H330,H341,H410

Conseils de prudence

P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

5.0 °F - closed cup

Point d'éclair (°C)

-15 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Acrolein dimethyl acetal

Enantioselective 1,3-dipolar cycloaddition of nitrones to methacrolein catalyzed by (eta5-C5Me5)M{(R)-prophos} containing complexes (M = Rh, Ir; (R)-prophos = 1,2-bis(diphenylphosphino)propane): on the origin of the enantioselectivity.

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

Using labelled internal standards to improve needle trap micro-extraction technique prior to gas chromatography/mass spectrometry.

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

Atmospheric fate of methacrolein. 2. Formation of lactone and implications for organic aerosol production.

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)

Mukaiyama-Michael reactions with acrolein and methacrolein: a catalytic enantioselective synthesis of the C17-C28 fragment of pectenotoxins.

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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