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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:
56394-22-0
Molecular Weight:
264.07
MDL number:
MFCD01076359
UNSPSC Code:
12352100
PubChem Substance ID:
24879105
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.[1]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

550310-BULK:
550310-1G:4548173168944
550310-5G:4548173168951
550310-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
10722MO

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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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