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12502

Sigma-Aldrich

Benzofuran-3(2H)-one

≥98.0% (HPLC)

Synonym(s):

3-Coumaranone

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About This Item

Empirical Formula (Hill Notation):
C8H6O2
CAS Number:
Molecular Weight:
134.13
Beilstein:
115296
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (HPLC)

form

solid

mp

101-103 °C

SMILES string

O=C1COc2ccccc12

InChI

1S/C8H6O2/c9-7-5-10-8-4-2-1-3-6(7)8/h1-4H,5H2

InChI key

MGKPCLNUSDGXGT-UHFFFAOYSA-N

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General description

Benzofuran-3(2H)-one undergoes condensation with aldehydes in the presence of morpholine acetate to yield substituted 2-(arylidene)benzofuran-3(ZH)-ones. It undergoes acid- or base-catalyzed condensation with an appropriate aldehyde to yield aurones [2-benzylidenebenzofuran-3(2H)-ones].

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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An environmentally benign synthesis of aurones and flavones from 2'-acetoxychalcones using n-tetrabutylammonium tribromide.
Bose G, et al.
Tetrahedron Letters, 42(50), 8907-8909 (2001)
Ruirong You et al.
Environmental toxicology and pharmacology, 41, 45-53 (2015-12-10)
Sulfa antibiotics (SAs) and quorum-sensing inhibitor (QSI) may pose potential ecological risks because mixed using of them has been proposed to inhibit bacteria from generating antibiotic resistance. This study investigated the time-dependent hormesis of single and binary mixtures of QSI
Steric requirements of sp2-hybridised lone electron pairs. Part II. The conformations of 2-(pyridylmethylene)-benzofuran-3 (2H)-ones.
Katritzky AR, et al.
Journal of the Chemical Society B: Physical Organic, 554-556 (1968)

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