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Sigma-Aldrich

2,5-Dimethylfuran

99%

Synonym(e):

2-Methyl-5-methylfuran

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About This Item

Empirische Formel (Hill-System):
C6H8O
CAS-Nummer:
625-86-5
Molekulargewicht:
96.13
Beilstein:
106449
EG-Nummer:
210-914-3
MDL-Nummer:
MFCD00003250
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24850381
NACRES:
NA.22

Dampfdichte

3.31 (vs air)

Assay

99%

Form

liquid

Brechungsindex

n20/D 1.441 (lit.)

bp

92-94 °C (lit.)

mp (Schmelzpunkt)

−62 °C (lit.)

Dichte

0.903 g/mL at 25 °C (lit.)

SMILES String

Cc1ccc(C)o1

InChI

1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3

InChIKey

GSNUFIFRDBKVIE-UHFFFAOYSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

2,5-Dimethylfuran is a heterocyclic furan used as a building block in organic synthesis.

Anwendung

2,5-Dimethylfuran can be used as:
  • A reactant to prepare exo-maleimide-dimethylfuran cyclo adduct, which is used in the synthesis of oligonucleotide conjugates.
  • An arynophile to synthesize 1,4-dimethyl-1,4-dihydro-1,4-epoxynaphthalene (fused benzene) by reacting with a mixture of neopentyl glycol and 2-hydroxyphenylboronic acid in the presence of a strong base.
  • A precursor to prepare p-xylene via Diels-Alder cycloaddition and subsequent dehydration reaction.

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

33.8 °F

Flammpunkt (°C)

1 °C

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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Furan analytical standard

Supelco

43861

Furan

2-Ethylfuran ≥99%

Sigma-Aldrich

W367303

2-Ethylfuran

Yuriy Román-Leshkov et al.
Nature, 447(7147), 982-985 (2007-06-22)
Diminishing fossil fuel reserves and growing concerns about global warming indicate that sustainable sources of energy are needed in the near future. For fuels to be useful in the transportation sector, they must have specific physical properties that allow for
Baptiste Sirjean et al.
Physical chemistry chemical physics : PCCP, 15(2), 596-611 (2012-11-28)
The unimolecular decomposition of 2,5-dimethylfuran (DMF), a promising next-generation biofuel, was studied at the CBS-QB3 level of theory. As most of its decomposition routes remain unknown, a large number of pathways were explored: initial C-H bond fission, biradical ring opening
Albert Sánchez et al.
Organic letters, 13(16), 4364-4367 (2011-07-28)
The reaction of maleimide-containing compounds with 2,5-dimethylfuran gives a mixture of exo and endo isomers from which the exo cycloadduct can be easily isolated taking advantage of its stability in concentrated aqueous ammonia. Bifunctional compounds incorporating a dimethylfuran-protected maleimide (exo
Sara M Aschmann et al.
The journal of physical chemistry. A, 118(2), 457-466 (2014-01-02)
Products of the gas-phase reactions of OH radicals with furan, furan-d4, 2- and 3-methylfuran, and 2,3- and 2,5-dimethylfuran have been investigated in the presence of NO using direct air sampling atmospheric pressure ionization tandem mass spectrometry (API-MS and API-MS/MS), and
Production of renewable p-xylene from 2, 5-dimethylfuran via Diels-Alder cycloaddition and dehydrative aromatization reactions over silica- alumina aerogel catalysts
Wijaya YP, et al.
Catalysis Communications, 70, 12-16 (2015)
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Protokolle

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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