138274
2-Methoxyfuran
97%
Synonym(s):
2-Furyl methyl ether
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About This Item
Empirical Formula (Hill Notation):
C5H6O2
CAS Number:
Molecular Weight:
98.10
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
97%
form
liquid
refractive index
n20/D 1.447 (lit.)
density
1.065 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
COc1ccco1
InChI
1S/C5H6O2/c1-6-5-3-2-4-7-5/h2-4H,1H3
InChI key
OXCGHDNCMSOEBZ-UHFFFAOYSA-N
General description
2-Methoxyfuran forms cycloadducts with maleic anhydride and N-methylmaleimide. It undergoes Friedel-Crafts reaction with nitroalkenes catalyzed by diphenylamine-tethered bis(oxazoline)-Zn(OTf)2 complexes.
Application
2-Methoxyfuran was used to study the hydrolysis of furan derivative by acid catalysis.
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Yit Wooi Goh et al.
The Journal of organic chemistry, 73(1), 151-156 (2007-12-12)
The early stages of the retro-Diels-Alder reaction are clearly apparent in the structures of the cycloadducts formed between furan or 5-trimethylsilylcyclopentadiene with maleic anhydride and N-methylmaleimide. The degree of lengthening of the C-C bonds that break in this reaction is
General Acid Catalysis in the Hydrolysis of a Furan Derivative.
KANKAANPERA A and AALTONEN R.
Acta Chemica Scandinavica, 26(6), 2537- 2540 (1972)
Han Liu et al.
Organic letters, 9(23), 4725-4728 (2007-10-11)
The first catalytic asymmetric Friedel-Crafts reaction of 2-methoxyfuran with nitroalkenes was developed under the catalysis of diphenylamine-tethered bis(oxazoline)-Zn(OTf)2 complexes. The reaction conditions and ligands were optimized, and the scope of the reaction was tested by varying the nitroalkenes. For most
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