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256145

Sigma-Aldrich

2-Ethylacrolein

contains hydroquinone as stabilizer

Sinônimo(s):

2-Ethylpropenal, 2-Methylenebutyraldehyde

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About This Item

Fórmula linear:
CH2=C(CH2CH3)CHO
Número CAS:
922-63-4
Peso molecular:
84.12
Beilstein:
1098378
Número CE:
213-079-3
Número MDL:
MFCD00010129
Código UNSPSC:
12352100
ID de substância PubChem:
24855507
NACRES:
NA.22

forma

liquid

Nível de qualidade

100

contém

hydroquinone as stabilizer

índice de refração

n20/D 1.425 (lit.)

pb

92-93 °C (lit.)

densidade

0.859 g/mL at 25 °C (lit.)

grupo funcional

aldehyde

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CCC(=C)C=O

InChI

1S/C5H8O/c1-3-5(2)4-6/h4H,2-3H2,1H3

chave InChI

GMLDCZYTIPCVMO-UHFFFAOYSA-N

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Aplicação

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.

Pictogramas

FlameSkull and crossbones
GHS02,GHS06

Palavra indicadora

Danger

Frases de perigo

H225,H302 + H312,H330

Classificações de perigo

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Flam. Liq. 2

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

33.8 °F - closed cup

Ponto de fulgor (°C)

1 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
SHBK3165
SHBH9377
SHBH8134
SHBH8136
SHBG9818V

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Visite a Biblioteca de Documentos

L M Appelman et al.
Toxicology, 22(1), 79-87 (1981-01-01)
The subacute inhalation toxicity of alpha-ethylacrolein was examined in rats by repeated exposure of 4 groups of 10 males and 10 females each to alpha-ethylacrolein vapour at concentrations of 0, 2.0, 9.8 or 48.4 ppm, respectively, (6 h/day, 5 days/week)
Ravindra A De Silva et al.
Journal of the American Chemical Society, 131(28), 9622-9623 (2009-06-26)
An entirely carbohydrate-based immunogen consisting of a zwitterionic polysaccharide (ZPS) PS A1 and the well-known tumor antigen Tn has been designed, synthesized, and studied for immunological effects. The PS A1 motif was included to act as an MHCII elicitor for
Sergey A Kozmin et al.
Journal of the American Chemical Society, 124(17), 4628-4641 (2002-04-25)
Described is a concise, highly stereocontrolled strategy to the Aspidosperma family of indole alkaloids, one that is readily adapted to the asymmetric synthesis of these compounds. The strategy is demonstrated by the total synthesis of (+/-)-tabersonine (rac-1), proceeding through a
Rhodium-Catalyzed Annulations of 1, 3-Dienes and Salicylaldehydes/2-Hydroxybenzyl Alcohols Promoted by 2-Ethylacrolein
Li Hong-Shuang, et al.
advanced synthesis and catalysis, 360(21), 4246-4251 (2018)
Synthesis of Diethyl 5-Ethyl-2, 3-Pyridinedicarboxylate
Cheng C, et al.
Asian Journal of Chemistry, 26(3), 918-918 (2014)
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