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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
50.0 °F - closed cup
Flash Point(C)
10 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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