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Merck

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:
625-86-5
Molecular Weight:
96.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24850381
EC Number:
210-914-3
Beilstein/REAXYS Number:
106449
MDL number:
MFCD00003250
Assay:
99%
Form:
liquid

Key Documents

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Product Name

2,5-Dimethylfuran, 99%

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.)

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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.

General description

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

pictograms

FlameExclamation mark
GHS02,GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ5086
MKCV3216
MKCV1551
MKCV1318
MKCS7519

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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)
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)
Simone M Charles et al.
Environmental science & technology, 42(4), 1324-1331 (2008-03-21)
Emissions of particulate matter (PM) and a broad suite of target volatile organic compounds (VOCs) in total, main-stream (MS) and side-stream (SS) smoke emissions are measured for six types of commercial cigarettes. The suitability of 2,5-dimethyl furan (DMF) as a
Sudipta De et al.
ChemSusChem, 5(9), 1826-1833 (2012-05-29)
The one-pot conversion of lignocellulosic and algal biomass into a liquid fuel, 2,5-dimethylfuran (DMF), has been achieved by using a multicomponent catalytic system comprising [DMA]⁺ [CH₃SO₃]⁻ (DMA=N,N-dimethylacetamide), Ru/C, and formic acid. The synthesis of DMF from all substrates was carried
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