177717
2,5-Dimethylfuran
99%
Synonym(s):
2-Methyl-5-methylfuran
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About This Item
Empirical Formula (Hill Notation):
C6H8O
CAS Number:
Molecular Weight:
96.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-914-3
Beilstein/REAXYS Number:
106449
MDL number:
Assay:
99%
Form:
liquid
InChI key
GSNUFIFRDBKVIE-UHFFFAOYSA-N
InChI
1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3
SMILES string
Cc1ccc(C)o1
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.)
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.
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
WGK 3
flash_point_f
33.8 °F
flash_point_c
1 °C
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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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)
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
5-hydroxymethylfurfural hydrodeoxygenation to 2, 5-dimethylfuran in continuous-flow system over Ni on nitrogen-doped carbon
Francesco B et al.
Sustainable Chemistry and Pharmacy, 1, 9-9 (2020)
One-Pot Generation of Functionalized Benzynes from Readily Available 2-Hydroxyphenylboronic Acids
Ikawa T, et al.
The Journal of Organic Chemistry, 85(5) (2020)
Baptiste Sirjean et al.
The journal of physical chemistry. A, 117(7), 1371-1392 (2013-01-19)
A detailed kinetic model describing the oxidation of 2,5-dimethylfuran (DMF), a potential second-generation biofuel, is proposed. The kinetic model is based upon quantum chemical calculations for the initial DMF consumption reactions and important reactions of intermediates. The model is validated
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