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M46845

Sigma-Aldrich

2-Methylfuran

contains 200-400 BHT as stabilizer, 99%

Synonym(s):

Silvan

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About This Item

Empirical Formula (Hill Notation):
C5H6O
CAS Number:
534-22-5
Molecular Weight:
82.10
Beilstein/REAXYS Number:
103733
EC Number:
208-594-5
MDL number:
MFCD00003248
UNSPSC Code:
12352100
PubChem Substance ID:
24896938
NACRES:
NA.22

vapor density

2.8 (vs air)

vapor pressure

139 mmHg ( 20 °C)
561 mmHg ( 55 °C)

assay

99%

form

liquid

contains

200-400 BHT as stabilizer

refractive index

n20/D 1.433 (lit.)

bp

63-66 °C (lit.)

density

0.91 g/mL at 25 °C (lit.)

SMILES string

Cc1ccco1

InChI

1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3

InChI key

VQKFNUFAXTZWDK-UHFFFAOYSA-N

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General description

2-Methylfuran, a substituted furan, is considered as a potential alternative fuel for internal combustion engines. Its microwave spectrum has been analyzed. The synthesis of 2-MF from carbon sources under different reaction conditions have been reported.

Application

2-Methylfuran may be used in the synthesis of exo-cis-1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride via Diels-Alder reaction with maleic anhydride.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-7.6 °F

flash_point_c

-22 °C

ppe

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

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Renewable production of phthalic anhydride from biomass-derived furan and maleic anhydride.
Mahmoud E, et al.
Green Chemistry, 16(1), 167-175 (2014)
Combustion performance and emissions of 2-methylfuran diesel blends in a diesel engine.
Xiao H, et al.
Fuel: The Science and Technology of Fuel and Energy, 175, 157-163 (2016)
V Ravindranath et al.
Science (New York, N.Y.), 224(4651), 884-886 (1984-05-25)
An important mechanism of toxicity of furans involves the cytochrome P-450 monooxygenase-catalyzed bioactivation of the compound in situ directly within the target tissues to highly reactive electrophilic products. The unsaturated aldehydes acetylacrolein and methylbutenedial have been identified as the principal
V Ravindranath et al.
Toxicology and applied pharmacology, 85(1), 78-91 (1986-08-01)
Administration of a single ip dose of 2-methylfuran (2-MF) to male Sprague-Dawley rats at a dose of 100 mg/kg produced centrilobular necrosis of the liver and bronchial injury of the lung, the severity of the lesions increasing with increasing doses
V Ravindranath et al.
Toxicology and applied pharmacology, 78(3), 370-376 (1985-05-01)
2-Methylfuran (2-MF), a constituent of cigarette smoke and coffee, causes necrosis of liver, lungs, and kidneys in rodents. 2-MF is metabolically activated by mixed-function oxidases to acetylacrolein, a reactive metabolite that binds covalently to microsomal protein. The hepatic microsomal metabolism
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