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232211

Sigma-Aldrich

4-戊炔酸

95%

别名:

炔丙基脲

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1 G
$127.00
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$430.00

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1 G
$127.00
5 G
$430.00

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

$127.00

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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[1]。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[2]。

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[3]
  • 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[4]
  • 合成各种allenenol内酯 [5(E)-(2-亚联烯基)-四氢-2-呋喃酮][5]
  • 通过 双 乙炔的环合复分解反应合成细胞毒性大环内酯[6]

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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17-十八炔酸 ≥95% (GC)

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Alkyne-PEG5-acid

Sigma-Aldrich

764167

Alkyne-PEG5-acid

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
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
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
Palladium-catalyzed synthesis of new unsaturated exo-enol lactones with potential biological activity.
Bouyssi D, et al.
Tetrahedron Letters, 34(19), 3129-3130 (1993)
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Introduction of Terminal Azide and Alkyne Functionalities in Polymers

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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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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