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质量水平
方案
95%
折射率
n20/D 1.406 (lit.)
沸点
85 °C (lit.)
密度
0.87 g/mL at 25 °C (lit.)
官能团
ketone
SMILES字符串
CC(=O)C#C
InChI
1S/C4H4O/c1-3-4(2)5/h1H,2H3
InChI key
XRGPFNGLRSIPSA-UHFFFAOYSA-N
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一般描述
3-丁炔-2-酮在手性氨基膦的催化下可与邻甲苯磺酰基苯丙二酸酯发生不对称的双迈克尔反应生成二氢吲哚。它可与含氮的束缚二酸进行双迈克尔反应生成胡椒酸衍生物。
应用
3-丁炔-2-酮可用于克罗烷二萜（+/-）-沙卡菌素的合成。它可作为氯化镓（III）介导的立体选择性共轭芳基化的底物用于生成(E)-α,β-不饱和酮。
警示用语：
Danger
危险分类
Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
30.2 °F - closed cup
闪点(°C)
-1 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
R B Grossman et al.
Organic letters, 3(25), 4027-4030 (2001-12-12)
[reaction: see text] The putative structure of the naturally occurring clerodane diterpenoid (+/-)-sacacarin has been prepared in only 10 steps, six of which are C-C bond-forming steps, in a chemo-, regio-, and diastereoselective manner. The key part of the synthesis
Synlett, 809-809 (2007)
F Hughes et al.
Organic letters, 3(18), 2911-2914 (2001-09-01)
[reaction: see text]. Nitrogen-containing tethered diacids, easily prepared by reductive alkylation of diethyl aminomalonate or ethyl cyanoglycinate, undergo double Michael reactions with 3-butyn-2-one to give highly functionalized and substituted piperidines (pipecolic acid derivatives) with surprisingly high stereoselectivity. The heterocyclic double
San N Khong et al.
Molecules (Basel, Switzerland), 17(5), 5626-5650 (2012-05-15)
The bisphosphine-catalyzed double-Michael addition of dinucleophiles to electron-deficient acetylenes is an efficient process for the synthesis of many nitrogen-containing heterocycles. Because the resulting heterocycles contain at least one stereogenic center, this double-Michael reaction would be even more useful if an
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