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232211

Sigma-Aldrich

4-戊炔酸

95%

别名:

炔丙基脲

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About This Item

线性分子式:
CH≡CCH2CH2COOH
CAS号:
6089-09-4
分子量:
98.10
Beilstein:
1742047
EC 号:
228-028-0
MDL编号:
MFCD00004407
UNSPSC代码:
12352100
PubChem化学物质编号:
24853886
NACRES:
NA.22

方案

95%

表单

solid

沸点

110 °C/30 mmHg (lit.)

mp

54-57 °C (lit.)

官能团

carboxylic acid

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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相关类别

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

象形图

Corrosion
GHS05

警示用语：

Danger

危险声明

H314

危险分类

Skin Corr. 1B

储存分类代码

8A - Combustible corrosive hazardous materials

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCG4554
BCCD2220
BCBW3189
BCBR5173V
MKBQ0394V

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4-戊炔-1-醇 97%

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302481

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Sigma-Aldrich

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Alkyne-PEG5-acid

Sigma-Aldrich

764167

Alkyne-PEG5-acid

Tetrahedron Letters, 33, 2811-2811 (1992)
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
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
Xin Zhou et al.
Acta biomaterialia, 54, 128-137 (2017-03-13)
Wound healing dressings are increasingly needed clinically due to the large number of skin damage annually. Nitric oxide (NO) plays a key role in promoting wound healing, thus biomaterials with NO-releasing property receive increasing attention as ideal wound dressing. In
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