256145
2-乙基丙烯醛
contains hydroquinone as stabilizer
别名:
2-Ethylpropenal, 2-甲基烯丁醛
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线性分子式:
CH2=C(CH2CH3)CHO
化学文摘社编号:
分子量:
84.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-079-3
Beilstein/REAXYS Number:
1098378
MDL number:
Form:
liquid
InChI key
GMLDCZYTIPCVMO-UHFFFAOYSA-N
InChI
1S/C5H8O/c1-3-5(2)4-6/h4H,2-3H2,1H3
SMILES string
CCC(=C)C=O
form
liquid
contains
hydroquinone as stabilizer
Quality Level
bp
92-93 °C (lit.)
density
0.859 g/mL at 25 °C (lit.)
functional group
aldehyde
storage temp.
2-8°C
Application
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:
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Flam. Liq. 2
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
33.8 °F - closed cup
flash_point_c
1 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
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)
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
An efficient approach to Aspidosperma alkaloids via [4+ 2] cycloadditions of aminosiloxydienes: Stereocontrolled total synthesis of (?)-tabersonine. Gram-scale catalytic asymmetric syntheses of (+)-tabersonine and (+)-16-methoxytabersonine. Asymmetric syntheses of (+)-aspidospermidine and (-)-quebrachamine
Kozmin SA, et al.
Journal of the American Chemical Society, 124(17), 4628-4641 (2002)
Synthesis of Diethyl 5-Ethyl-2, 3-Pyridinedicarboxylate
Cheng C, et al.
Asian Journal of Chemistry, 26(3), 918-918 (2014)
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)
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