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Sigma-Aldrich

4-Methoxy-2(5H)-furanone

99%

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Empirical Formula (Hill Notation):
C5H6O3
CAS Number:
Molecular Weight:
114.10
Beilstein/REAXYS Number:
110228
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

bp

105 °C/0.5 mmHg (lit.)

mp

62-64 °C (lit.)

SMILES string

COC1=CC(=O)OC1

InChI

1S/C5H6O3/c1-7-4-2-5(6)8-3-4/h2H,3H2,1H3

InChI key

VOYDEHILKLSVNN-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

4-Methoxy-2(5H)-furanone is a furanone. 4-Methoxy-2(5H)-furanone is isolated from Narthecium asiaticum maxim leave samples and is reported to cause nephrotoxicity in cattle.

application

4-Methoxy-2(5H)-furanone may be used as starting reagent in the synthesis of 5-alkylidene 4-methoxy-2(5H)-furanone.

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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Toward the synthesis of the antibiotic tetrodecamycin.
Paintner FF, et al.
Tetrahedron Letters, 41(51), 9977-9980 (2000)
A Flåøyen et al.
Natural toxins, 7(6), 317-319 (2000-12-21)
Two samples of Narthecium asiaticum Maxim leaves collected in Japan were found to contain 103 microg(-1) and 160 microg g(-1) dry matter of 3-methoxy-2(5H)-furanone respectively. 3-Methoxy-2(5h)-furanone was suggested to be the toxic principle of N. asiaticum causing nephrotoxicity in cattle

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