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138274

Sigma-Aldrich

2-Methoxyfuran

97%

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Empirical Formula (Hill Notation):
C5H6O2
CAS Number:
Molecular Weight:
98.10
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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This Item
425117478717521191
2-Methoxyfuran 97%

Sigma-Aldrich

138274

2-Methoxyfuran

Ethyl 2-butynoate 98%

Sigma-Aldrich

425117

Ethyl 2-butynoate

2-(2-Nitrovinyl)furan 98%

Sigma-Aldrich

478717

2-(2-Nitrovinyl)furan

form

liquid

form

liquid

form

-

form

solid

refractive index

n20/D 1.447 (lit.)

refractive index

n20/D 1.436 (lit.)

refractive index

-

refractive index

-

density

1.065 g/mL at 25 °C (lit.)

density

0.962 g/mL at 25 °C (lit.)

density

-

density

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

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.

Pictograms

Flame

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

Regulatory Information

危险化学品

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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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