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Merck
모든 사진(3)

Key Documents

232211

Sigma-Aldrich

4-Pentynoic acid

95%

동의어(들):

Propargylacetic acid

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About This Item

Linear Formula:
CH≡CCH2CH2COOH
CAS Number:
Molecular Weight:
98.10
Beilstein:
1742047
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

분석

95%

형태

solid

bp

110 °C/30 mmHg (lit.)

mp

54-57 °C (lit.)

저장 온도

2-8°C

SMILES string

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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일반 설명

4-Pentynoic acid undergoes copper-catalyzed intramolecular cyclizations to form enol lactones. It also reacts with 1-bromo-1-alkynes in the presence of a Pd catalyst to yield biologically active ynenol lactones.

애플리케이션

4-Pentynoic acid was used:
  • as building block for the synthesis of library of eight sequence-defined model oligomers
  • in one-pot synthesis of the complex polycyclic heterocycles benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinone derivatives
  • in the synthesis of various allenenols lactones [5(E)-(2-allenylidene)-tetrahydro-2-furanones]
  • in the synthesis of a cyctotoxic macrolide by ring-closing metathesis of a bis acetylene

픽토그램

Corrosion

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

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)
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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

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