161314
3-丁炔-2-酮
95%
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线性分子式:
HC≡CCOCH3
化学文摘社编号:
分子量:
68.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
215-834-2
Beilstein/REAXYS Number:
605353
MDL number:
产品名称
3-丁炔-2-酮, 95%
InChI key
XRGPFNGLRSIPSA-UHFFFAOYSA-N
InChI
1S/C4H4O/c1-3-4(2)5/h1H,2H3
SMILES string
CC(=O)C#C
assay
95%
refractive index
n20/D 1.406 (lit.)
bp
85 °C (lit.)
density
0.87 g/mL at 25 °C (lit.)
functional group
ketone
Quality Level
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Application
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。
General description
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。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
30.2 °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
Synlett, 809-809 (2007)
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
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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