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161314

Sigma-Aldrich

3-丁炔-2-酮

95%

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About This Item

線性公式:
HC≡CCOCH3
CAS號碼:
分子量::
68.07
Beilstein:
605353
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

95%

折射率

n20/D 1.406 (lit.)

bp

85 °C (lit.)

密度

0.87 g/mL at 25 °C (lit.)

SMILES 字串

CC(=O)C#C

InChI

1S/C4H4O/c1-3-4(2)5/h1H,2H3

InChI 密鑰

XRGPFNGLRSIPSA-UHFFFAOYSA-N

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一般說明

3-丁炔-2-酮在手性氨基膦的催化下可与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

應用

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

象形圖

FlameSkull and crossbones

訊號詞

Danger

危險分類

Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

30.2 °F - closed cup

閃點(°C)

-1 °C - closed cup

個人防護裝備

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


分析證明 (COA)

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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)
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
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

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