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137316

Sigma-Aldrich

5-Methylfurfural

ReagentPlus®, 99%

Synonym(s):

5-Methyl-2-furaldehyde

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About This Item

Empirical Formula (Hill Notation):
C6H6O2
CAS Number:
620-02-0
Molecular Weight:
110.11
Beilstein:
106895
EC Number:
210-622-6
MDL number:
MFCD00003232
UNSPSC Code:
12352100
PubChem Substance ID:
24848320
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

form

liquid

refractive index

n20/D 1.531 (lit.)

bp

187 °C (lit.)

density

1.107 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccc(C)o1

InChI

1S/C6H6O2/c1-5-2-3-6(4-7)8-5/h2-4H,1H3

InChI key

OUDFNZMQXZILJD-UHFFFAOYSA-N

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General description

5-Methylfurfural is formed during the photoexposition of ranitidine hydrochloride. It is employed as potential age marker for Madeira wine. It is a volatile compound present in Lavandula stoechas, Lavandula angustifolia and Lavandula angustifolia x latifolia unifloral honeys.

Application

5-Methylfurfural was used to investigate the volatile compounds isolated from Erica arborea and Calluna vulgaris unifloral honeys.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

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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Floral quality and discrimination of Lavandula stoechas, Lavandula angustifolia and Lavandula angustifolia x latifolia honeys.
Guyot-Declerck C, et al.
Food Chemistry, 79(4), 453-459 (2002)
Rosa Perestrelo et al.
Journal of agricultural and food chemistry, 59(7), 3186-3204 (2011-03-08)
The establishment of potential age markers of Madeira wine is of paramount significance as it may contribute to detect frauds and to ensure the authenticity of wine. Considering the chemical groups of furans, lactones, volatile phenols, and acetals, 103 volatile
M Pitié et al.
Nucleic acids research, 28(24), 4856-4864 (2000-01-11)
Mechanisms of DNA oxidation by copper complexes of 3-Clip-Phen and its conjugate with a distamycin analogue, in the presence of a reductant and air, were studied. Characterisation of the production of 5-methylenefuranone (5-MF) and furfural, associated with the release of
E M Jouad et al.
Journal of inorganic biochemistry, 86(2-3), 565-571 (2001-09-22)
5-Methyl 2-furfuraldehyde thiosemicarbazone (M5HFTSC) with nickel(II) leads to three types of complexes: [Ni(M5HFTSC)(2)X(2)], [Ni(M5FTSC)(2)] and [Ni(M5FTSC)(2)] x 2DMF. In the first type the ligand remains in thione form, while in the two other, the anionic thiolato form is involved. The
S Uddin et al.
Biochemistry and molecular biology international, 35(1), 185-195 (1995-01-01)
Furfural and methylfurfural are dietary mutagens and are present in various food products and beverages. The alkaline-induced unwinding of calf thymus DNA permitted the measurement of the number of strand breaks formed by furfural and methylfurfural, as a function of
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