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MilliporeSigma

177717

Sigma-Aldrich

2,5-Dimethylfuran

99%

Sinónimos:

2-Methyl-5-methylfuran

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About This Item

Fórmula empírica (notación de Hill):
C6H8O
Número de CAS:
Peso molecular:
96.13
Beilstein/REAXYS Number:
106449
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

3.31 (vs air)

assay

99%

form

liquid

refractive index

n20/D 1.441 (lit.)

bp

92-94 °C (lit.)

mp

−62 °C (lit.)

density

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

InChI key

GSNUFIFRDBKVIE-UHFFFAOYSA-N

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General description

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

Application

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.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

33.8 °F

flash_point_c

1 °C

ppe

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


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Los clientes también vieron

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1 of 2

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)

Protocolos

-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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