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493449

Sigma-Aldrich

2-Benzofurancarboxaldehyde

97%

Synonym(s):

1-Benzofuran-2-carbaldehyde, 2-Benzofurancarbaldehyde, 2-Formylbenzofuran, Benzo[b]-2-furfural, Benzo[b]furan-2-aldehyde, Benzo[b]furan-2-carboxaldehyde, Coumarilaldehyde

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About This Item

Empirical Formula (Hill Notation):
C9H6O2
CAS Number:
4265-16-1
Molecular Weight:
146.14
EC Number:
224-248-6
MDL number:
MFCD00015463
UNSPSC Code:
12352100
PubChem Substance ID:
24872834
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.633 (lit.)

bp

135 °C/18 mmHg (lit.)

density

1.206 g/mL at 25 °C (lit.)

SMILES string

O=Cc1cc2ccccc2o1

InChI

1S/C9H6O2/c10-6-8-5-7-3-1-2-4-9(7)11-8/h1-6H

InChI key

ADDZHRRCUWNSCS-UHFFFAOYSA-N

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General description

2-Benzofurancarboxaldehyde, also known as benzo[b]-2-furfural, is an α,β-unsaturated aldehyde.

Application

2-Benzofurancarboxaldehyde may be used in the preparation of (E)-3-(benzofuran-2′-ylmethylidene)-1-methyl-2-indolinone and 1-(benzofuran-2-yl)methanol.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Hydrogenations without hydrogen: titania photocatalyzed reductions of maleimides and aldehydes.
Manley DW, et al.
Molecules (Basel), 19(9), 15324-15338 (2014)
Telescoped Enolate Arylation/HWE Procedure for the Preparation of 3-Alkenyl-Oxindoles: The First Synthesis of Soulieotine.
Millemaggi A, et al.
European Journal of Organic Chemistry, 2009(18), 2947-2952 (2009)
Niina Tani et al.
Bioorganic & medicinal chemistry, 22(23), 6655-6664 (2014-12-03)
Inhibition of CYP2A6-mediated nicotine metabolism can reduce cigarette smoking. We sought potent and selective CYP2A6 inhibitors to be used as leads for drugs useful in smoking reduction therapy, by evaluating CYP2A6 inhibitory effect of novel formyl, alkyl amine or carbonitrile

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