CAS 110-00-9|tetrole oxide|Furfuran|furan|furan|Divinylene oxide|FURAN|oxole<br/>5-oxacyclopenta-1,3-diene<br/>5-oxacyclo-1,3-pentadiene<br/>1,4-epoxybuta-1,3-diene<br/>1,4-epoxy-1,3-butadiene|furan...

General Information

Structure

Molecular Formula

C₄H₄O

Molecular Mass

68.07396

Exact Mass

68.02621475

Charge

InChI

InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H

InChIKey

YLQBMQCUIZJEEH-UHFFFAOYSA-N

Canonic Smiles

c1ccco1

Isomeric Smiles

o1cccc1

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.1134913

LogD (pH = 7.4)

1.1134913

Log P

1.1134913

Molar Refractivity

18.5714

Polarizability

7.190736

Polar Surface Area

13.14

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

tetrole oxideDivinylene oxideFURANFurfuranfurane (misspelling)Furan呋喃

IUPAC Traditional name

furan

IUPAC name

furan

IUPAC Systematic name

oxole
5-oxacyclopenta-1,3-diene
5-oxacyclo-1,3-pentadiene
1,4-epoxybuta-1,3-diene
1,4-epoxy-1,3-butadiene

Names and Identifiers

Registration numbers

EC Number

CAS Number

CHEMBL

PubChem CID

Chemspider ID

CHEBI ID

KEGG ID

Wikipedia Title

PubChem SID

MDL Number

Beilstein Number

Merck Index

Registration numbers

Properties

Safety Information

3WE

127

Toxic (T)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02151175

Purity: 99+%
1 ml = approx. 0.94 gm
NOT FOR EXPORT

Wikipedia

Furan

Sigma Aldrich

185922

Packaging
5, 100, 500 mL in glass bottle

F19558

Packaging
500 mL in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Lithiation occurs at the 2-position. For the formation of furfuryl propargyl ethers and their subsequent base catalyzed intramolecular Diels-Alder cyclization to isobenzofuran derivatives, see: J. Org. Chem., 60,6168 (1995). 2,5-Dilithiation can be effected with n-BuLi - TMEDA: J. Chem. Soc., Perkin 1, 887 (1977), or n-BuLi - KO-t-Bu: Synthesis, 316 (1988). A Barbier-type reaction has been reported in which furan is reacted with a lithium carboxylate in the presence of Li metal and t-butyl chloride with sonication: J. Org. Chem., 60, 8 (1995), providing an easy access to 2-furyl ketones.

• Diels-Alder cycloadditions of furans with reactive dienophiles, followed by dehydration of the resulting 7-oxabicyclo[2.2.1]heptenes generate benzenes, often with unusual substitution patterns; review: Heterocycles, 22, 875 (1984). Adducts of furans with alkynes can be deoxygenated to give aromatics, by reduction with a low-valent Ti reagent: Synthesis, 787 (1984).

References

Bioactivity

PubChem BioAssay

Bioactivity