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About This Item
线性分子式:
C2H5COCH=CH2
CAS号:
分子量:
84.12
Beilstein:
1735857
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
97%
表单
liquid
包含
0.1% BHT as stabilizer
折射率
n20/D 1.419 (lit.)
沸点
38 °C/60 mmHg (lit.)
密度
0.851 g/mL at 20 °C
0.845 g/mL at 25 °C (lit.)
储存温度
−20°C
SMILES字符串
CCC(=O)C=C
InChI
1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3
InChI key
JLIDVCMBCGBIEY-UHFFFAOYSA-N
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一般描述
1-Penten-3-one also known as Ethyl vinyl ketone, is a straight-chain aliphatic α, β -unsaturated ketone, commonly used in the coupling reaction for the synthesis of diene and six-membered ring compounds.
应用
成环反应试剂。
1-Penten-3-one can be used as a reactant to synthesize:
- Conjugated dienes via palladium-catalyzed Heck reaction with vinyl bromides.
- β-Amino carbonyl derivatives via solvent-free aza-Michael addition reaction with aromatic amines in the presence of ionic liquid catalyst.
- α-Exo-methylene group bearing β-amino carbonyl compounds via ion-supported triphenylphosphine catalyzed aza‐Morita‐Baylis-Hillman reaction with N-tosyl arylimines.
警示用语：
Danger
危险分类
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
14.0 °F - closed cup
闪点(°C)
-10 °C - closed cup
个人防护装备
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
危险化学品
Synlett, 51-51 (1991)
Ruthenium-catalyzed oxidative cross-coupling reaction of activated olefins with vinyl boronates for the synthesis of (E, E)-1, 3-dienes
Dattatraya D H, et al.
The Journal of Organic Chemistry, 86, 3444-3455 (2021)
Ruthenium--Lewis Acid Catalyzed Asymmetric Diels--Alder Reactions between Dienes and alpha beta Unsaturated Ketones
Jenny R, et al.
Chemistry?A European Journal , 13, 3354-3368 (2007)
D L Morgan et al.
Inhalation toxicology, 13(8), 633-658 (2001-08-11)
The National Toxicology Program is conducting a chemical class study to investigate the structure-activity relationships for the toxicity of alpha,beta-unsaturated ketones. Ethyl vinyl ketone (EVK) was selected for study because it is a representative straight-chain aliphatic alpha,beta-unsaturated ketone with extensive
Yuvaraju N Balamraju et al.
Journal of the American Chemical Society, 126(37), 11522-11528 (2004-09-16)
Oxidative cleavage of arachidonate (C(20)) and linoleate (C(18)) phospholipids generates truncated C(8) or C(12) gamma-hydroxyalkenal phospholipids as well as C(5) or C(9) carboxyalkanoate phospholipids, which are abundant in atherosclerotic plaques. The gamma-hydroxyalkenals promote foam cell formation by scavenger receptor CD36-mediated
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