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Merck
CN

232211

4-戊炔酸

95%

别名:

炔丙基脲

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关于此项目

线性分子式:
CH≡CCH2CH2COOH
化学文摘社编号:
分子量:
98.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-028-0
Beilstein/REAXYS Number:
1742047
MDL number:
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产品名称

4-戊炔酸, 95%

InChI key

MLBYLEUJXUBIJJ-UHFFFAOYSA-N

InChI

1S/C5H6O2/c1-2-3-4-5(6)7/h1H,3-4H2,(H,6,7)

SMILES string

OC(=O)CCC#C

assay

95%

form

solid

bp

110 °C/30 mmHg (lit.)

mp

54-57 °C (lit.)

functional group

carboxylic acid

storage temp.

2-8°C

Quality Level

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Application

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 乙炔的环合复分解反应合成细胞毒性大环内酯

General description

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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

存储类别

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Palladium-catalyzed synthesis of new unsaturated exo-enol lactones with potential biological activity.
Bouyssi D, et al.
Tetrahedron Letters, 34(19), 3129-3130 (1993)
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
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
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)

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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