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Sigma-Aldrich

4-Methoxy-2(5H)-furanone

99%

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About This Item

Empirical Formula (Hill Notation):
C5H6O3
CAS Number:
Molecular Weight:
114.10
Beilstein:
110228
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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