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550310

Sigma-Aldrich

6-Bromo-3-cyano-4-methylcoumarin

97%

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About This Item

Linear Formula:
C6H3BrC4H3O2CN
CAS Number:
Molecular Weight:
264.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

186-190 °C (lit.)

SMILES string

CC1=C(C#N)C(=O)Oc2ccc(Br)cc12

InChI

1S/C11H6BrNO2/c1-6-8-4-7(12)2-3-10(8)15-11(14)9(6)5-13/h2-4H,1H3

InChI key

NPCFOYALAZMRDI-UHFFFAOYSA-N

General description

6-Bromo-3-cyano-4-methylcoumarin is a 3-cyanocoumarin derivative, which constitutes an important class of heterocycle for preparing methine dyes and bioactive compounds. It can be prepared by reacting 5′-bromo-2′-hydroxyacetophenone with malononitrile in the presence of iodine under microwave or thermal conditions.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Iodine-mediated one-pot synthesis of 3-cyanocoumarins and 3-cyano-4-methylcoumarins.
Sharma D and Makrandi JK.
J. Serb. Chem. Soc., 79(5), 527-531 (2014)

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