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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
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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

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
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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
WXBC8722V
WXBC0640V
WXBB6542V
SHBD6483V
SHBC4791V

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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)
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
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
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Global Trade Item Number

SKUGTIN
177717-100ML04061838252173
177717-25ML04061838753328