256145

2-Ethylacrolein

contains hydroquinone as stabilizer

• Synonym(e): 2-Ethyl-propenal, 2-Methylenbutyraldehyd
• Lineare Formel: CH₂=C(CH₂CH₃)CHO
• CAS-Nummer: 922-63-4
• Molekulargewicht: 84.12
• Beilstein: 1098378
• EG-Nummer: 213-079-3
• MDL-Nummer: MFCD00010129
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24855507
• NACRES: NA.22

Eigenschaften

• Form: liquid
• Qualitätsniveau: 100
• Enthält: hydroquinone as stabilizer
• Brechungsindex: n20/D 1.425 (lit.)
• bp: 92-93 °C (lit.)
• Dichte: 0.859 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: aldehyde
• Lagertemp.: 2-8°C
• SMILES String: CCC(=C)C=O
• InChI: 1S/C5H8O/c1-3-5(2)4-6/h4H,2-3H2,1H3
• InChIKey: GMLDCZYTIPCVMO-UHFFFAOYSA-N

Beschreibung

Anwendung

2-Ethylacrolein can be used as a promoter to synthesize 2-alkylchroman-4-ones via rhodium-catalyzed annulation reaction of 1,3-dienes with salicylaldehydes or 2-hydroxybenzyl alcohols.
It can also be used as a reactant:

• In the total synthesis of (±)-tabersonine, an indole alkaloid of the Aspidosperma family.
• To prepare 2-ethylbicyclo[2.2.1]hept-5-ene-2-carboxaldehyde via enantioselective Diels-Alder reaction with cyclopentadiene in the presence of chiral Lewis acid catalyst.
• To synthesize diethyl 5-ethyl-2,3-pyridinedicarboxylate by reacting with 2-chloro-3-oxo-succinic acid diethyl ester using ammonium acetate as a catalyst.

Sicherheitshinweise

• Piktogramme: GHS02,GHS06
• Signalwort: Danger
• H-Sätze: H225,H302 + H312,H330
• P-Sätze: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310
• Gefahreneinstufungen: Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Flam. Liq. 2
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 33.8 °F - closed cup
• Flammpunkt (°C): 1 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter