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579920

Sigma-Aldrich

3-(Bromoacetyl)coumarin

97%

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About This Item

Formula empirica (notazione di Hill):
C11H7BrO3
Numero CAS:
29310-88-1
Peso molecolare:
267.08
Numero MDL:
MFCD00488331
Codice UNSPSC:
12352100
ID PubChem:
24881020
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

164-168 °C (lit.)

Stringa SMILE

BrCC(=O)C1=Cc2ccccc2OC1=O

InChI

1S/C11H7BrO3/c12-6-9(13)8-5-7-3-1-2-4-10(7)15-11(8)14/h1-5H,6H2
NTYOLVNSXVYRTJ-UHFFFAOYSA-N

Descrizione generale

3-(Bromoacetyl)coumarin can be synthesized via the bromination of 3-acetylcoumarin in chloroform.

Applicazioni

3-(bromoacetyl)coumarin may be used in the synthesis of the following:
  • 3-(bromoacetyl)coumarin oxime via reaction with hydroxylamine hydrochloride in methanol
  • 3-(bromoacetyl)coumarin-O-methyloxime via reaction with O-benzylhydroxylammonium chloride/diluted HCl in methanol
  • 3-(bromoacetyl)coumarin-O-benzyloxime via reaction with O-benzyl hydroxylamine hydrochloride in methanol
  • 3-[2′-(2′′-arylidenehydrazinyl)thiazolyl]coumarins via reaction with benzaldehyde thiosemicarbazones

Pittogrammi

CorrosionExclamation mark
GHS05,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H302,H318

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificati d'analisi (COA)

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"Synthesis and Antibacterial Activity of Quinolone-Based Compounds Containing a Coumarin Moiety"
Emami S, et al.
Arch. Pharm. (Weinheim), 341(01), 42-48 (2008)
"Synthesis and Oral Hypoglycemic Activity of 3-[5'-Methyl-2'-aryl-3'-(thiazol-2"-yl amino) thiazolidin-4'-one] coumarin Derivatives"
Kini D and Ghate M
Journal of Chemistry, 8(01), 386- 390 (2011)
Saman Khan et al.
Chemico-biological interactions, 290, 64-76 (2018-05-29)
Coumarin is an important bioactive pharmacophore. It is found in plants as a secondary metabolite and exhibits diverse pharmacological properties including anticancer effects against different malignancies. Therapeutic efficacy of coumarin derivatives depends on the pattern of substitution and conjugation with
Ewa Poboży et al.
Mikrochimica acta, 172(3-4), 409-417 (2011-04-08)
Perfluorinated carboxylic acids (PFCAs) represent an important group of persistent perfluorinated organic compounds commonly determined in environmental and biological samples. A reversed-phase HPLC method was developed based on derivatization of the PFCAs with the commercially available fluorescent reagent 3-bromoacetyl coumarin.

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