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Sigma-Aldrich

Piperonyloyl chloride

99%

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About This Item

Fórmula empírica (Notação de Hill):
C8H5ClO3
Número CAS:
25054-53-9
Peso molecular:
184.58
Número MDL:
MFCD00016904
Código UNSPSC:
12352100
ID de substância PubChem:
24863592
NACRES:
NA.22

Ensaio

99%

pb

155 °C/25 mmHg (lit.)

pf

78-79 °C (lit.)

cadeia de caracteres SMILES

ClC(=O)c1ccc2OCOc2c1

InChI

1S/C8H5ClO3/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2

chave InChI

ZRSGZIMDIHBXIN-UHFFFAOYSA-N

Descrição geral

Piperonyloyl chloride is an acyl halide. It participates in the preparation of starting reagent (N-acyl indole), required for the synthesis of pyrrolophenanthridone alkaloids. Kinetic study of the solvolysis of piperonyloyl chloride in various pure and binary solvent mixtures has been proposed. Solvolysis reaction has been reported to proceed via electron-rich acyl transfer mechanism.

Aplicação

Piperonyloyl chloride is suitable for use in a kinetic study to evaluate the solvolysis rate constants of piperonyloyl chloride in 27 different solvents. It may be used in the synthesis of the following compounds:
  • 2-phenylbenzimidazoles
  • (Z)-3-hydroxy-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-phenylprop-2-en-1-one
  • pongapinone A
  • 2-((1-(2-(N-(4-chlorophenyl)benzo[d][1,3]dioxole-5-carboxamido)ethyl)piperidin-4-yl)oxy)acetic acid phosphoric acid salt, inhibitor of platelet aggregation
  • justicidin B, the piscicidal components of Justicia Hayatai var. decumbens
  • piperazine derivatives

Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H314

Classificações de perigo

Eye Dam. 1 - Skin Corr. 1B

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

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Serena Scapecchi et al.
Bioorganic & medicinal chemistry, 12(1), 71-85 (2003-12-31)
Structure-activity relationships on two novel potent cognition enhancing drugs, unifiram (DM232, 1) and sunifiram (DM235, 2), are reported. Although none of the compounds synthesised reached the potency of the parent drugs, some fairly active compounds have been identified that may
Pelletier SW.
Alkaloids: Chemical and Biological Perspectives, Volume 14, 14, 441-442 (2000)
Hachemi Kadri et al.
Journal of enzyme inhibition and medicinal chemistry, 23(5), 641-647 (2008-09-30)
A new series of fluorinated and non-fluorinated 2-phenylbenzimidazoles bearing oxygenated substituents on the phenyl ring has been synthesized. Synthesis of the new series was based on our previous discovery of 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (PMX 610) as a potent and selective antitumour agent
Correlation of the Rates of Solvolysis of Electron-Rich Benzoyl Chloride Using the Extended Grunwald-Wistein Equation.
Oh H, et al.
Bull. Korean Chem. Soc., 34(9), 2697-2697 (2013)
Concise Synthetic Approaches to Naturally Occurring ?-Hydroxypyranochalcones: First Total Synthesis of Purpurenone, Its Derivative, and Praecansone B.
Wang X, et al.
Bull. Korean Chem. Soc., 33(8), 2647-2650 (2012)
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