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质量水平
检测方案
95%
形式
solid
bp
110 °C/30 mmHg (lit.)
mp
54-57 °C (lit.)
储存温度
2-8°C
SMILES字符串
OC(=O)CCC#C
InChI
1S/C5H6O2/c1-2-3-4-5(6)7/h1H,3-4H2,(H,6,7)
InChI key
MLBYLEUJXUBIJJ-UHFFFAOYSA-N
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一般描述
炔丙基脲通过铜催化的分子内环化，形成烯醇内酯。在Pd催化剂存在下,它能与1-溴-1-炔烃反应，产生具有生物活性的ynenol内酯。
应用
炔丙基脲用于：
- 作为合成八个序列定义的模型寡聚体文库的结构单元
- 复杂多环杂环苯并[4,5]咪唑并[1,2-c]吡咯并[1,2-a]喹唑啉酮衍生物的一锅合成
- 合成各种allenenol内酯 [5(E)-(2-亚联烯基)-四氢-2-呋喃酮]
- 通过 双 乙炔的环合复分解反应合成细胞毒性大环内酯
警示用语：
Danger
危险声明
危险分类
Skin Corr. 1B
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Palladium-catalyzed synthesis of new unsaturated exo-enol lactones with potential biological activity.
Bouyssi D, et al.
Tetrahedron Letters, 34(19), 3129-3130 (1993)
Thomas L Mindt et al.
The Journal of organic chemistry, 72(26), 10247-10250 (2007-11-30)
Alkynoic acids, in particular, 4-pentynoic acid derivatives, undergo intramolecular cyclizations to enol lactones under reaction conditions typically applied for the Cu(I)-catalyzed cycloaddition of terminal alkynes and azides (click chemistry). Starting from appropriate alkynoic acid derivatives, either enol lactones or 1,2,3-triazole
Tetrahedron Letters, 33, 2811-2811 (1992)
Xun Ji et al.
The Journal of organic chemistry, 78(9), 4312-4318 (2013-04-06)
An efficient and facile Au(I)/Ag(I)-catalyzed cascade method has been developed for one-pot synthesis of the complex polycyclic heterocycles benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinone derivatives through treatment of the substituted 2-(1H-benzo[d]imidazol-2-yl)anilines with 4-pentynoic acid or 5-hexynoic acid. The strategy features a Au(I)/Ag(I)-catalyzed one-pot cascade process
Thanh Tam Trinh et al.
Macromolecular rapid communications, 35(2), 141-145 (2013-12-18)
A library of eight sequence-defined model oligomers, whose sequence is based on a (0,1) binary code, is prepared through chemoselective repeating cycles of amidification and copper-assisted alkyne-azide cycloaddition reactions from a non-modified Wang resin. This library is constructed from two
商品
Click chemistry, and the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in particular, is a powerful new synthetic tool in polymer chemistry and material science.
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