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Documenti fondamentali

177717

Sigma-Aldrich

2,5-Dimethylfuran

99%

Sinonimo/i:

2-Methyl-5-methylfuran

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About This Item

Formula empirica (notazione di Hill):
C6H8O
Numero CAS:
Peso molecolare:
96.13
Beilstein:
106449
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Densità del vapore

3.31 (vs air)

Saggio

99%

Stato

liquid

Indice di rifrazione

n20/D 1.441 (lit.)

P. ebollizione

92-94 °C (lit.)

Punto di fusione

−62 °C (lit.)

Densità

0.903 g/mL at 25 °C (lit.)

Stringa SMILE

Cc1ccc(C)o1

InChI

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

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Descrizione generale

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

Applicazioni

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.

Pittogrammi

FlameExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

33.8 °F

Punto d’infiammabilità (°C)

1 °C

Dispositivi di protezione individuale

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


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Certificati d'analisi (COA)

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Slide 1 of 2

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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)

Protocolli

-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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