furan

• ChemBase ID: 103281
• Molecular Formular: C4H4O
• Molecular Mass: 68.07396
• Monoisotopic Mass: 68.02621475
• SMILES: o1cccc1
• Canonical SMILES: c1ccco1
• InChI: InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H
• InChIKey: YLQBMQCUIZJEEH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• 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
• IUPAC Traditional name: furan
• Synonyms: Furfuran; Divinylene oxide; tetrole oxide; FURAN; furane (misspelling); Furan; 呋喃

Database IDs

• CAS Number: 110-00-9
• EC Number: 203-727-3
• MDL Number: MFCD00003222
• Beilstein Number: 103221
• Merck Index: 144296
• PubChem SID: 162102895; 24851189
• PubChem CID: 8029
• CHEBI ID: 35559
• CHEMBL: 278980
• Chemspider ID: 7738
• KEGG ID: C14275
• Wikipedia Title: Furan

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.1134913
• LogD (pH = 7.4): 1.1134913
• Log P: 1.1134913
• Molar Refractivity: 18.5714 cm^3
• Polarizability: 7.190736 Å^3
• Polar Surface Area: 13.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: colorless, volatile liquid
• Melting Point: -85.6 °C; -85.6 °C; -86°C
• Boiling Point: 31.3 °C; 32 °C; 32 °C/758 mmHg(lit.); 32-33°C
• Flash Point: -32.8 °F; -35 °C (closed cup); -35°C(-31°F); -36 °C; -69 °C
• Auto Ignition Point: 390 °C
• Density: 0.936; 0.936 g/ml; 0.936 g/mL; 0.936 g/mL at 25 °C(lit.)
• Refractive Index: 1.4220; n20/D 1.421; n20/D 1.421(lit.)
• Vapor Pressure: 1672 mmHg ( 55 °C); 31.66 psi ( 55 °C); 493 mmHg ( 20 °C); 493 mmHg at 20 °C; 9.22 psi ( 20 °C)
• Vapor Density: 2.35 (Air = 1); 2.35 (vs air)

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Air & Light Sensitive
• RTECS: LT8524000
• European Hazard Symbols: Highly flammable (F+); Toxic (T)
• UN Number: 2389; UN2389
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 1; I
• Australian Hazchem: 3WE
• Risk Statements: 45-12-19-20/22-38-48/22-52/53-68; 45-12-19-20/22-38-48/22-68-52/53; R:12-30-45; R26/27/28, R45
• Safety Statements: 53-45-61; S:15-29-36/37/39-46-53; S16, S37, S45, S28
• EU Classification: F1
• EU Hazard Identification Number: 3A
• Emergency Response Guidebook(ERG) Number: 127
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  4

  3

  1
• LD50: rat > 2g/kg
• Explode Limits: 14.3 %; Lower:2.3%, upper:14.3% @ 20 °C
• GHS Hazard statements: H224-H302-H315-H331-H341-H350-H373-H412; H224-H350-H341-H373-H302-H332-H315-H412
• GHS Precautionary statements: P201-P210-P261-P273-P281-P311; P210-P241-P260-P303+P361+P353-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 2389 3/PG 1
• Supplemental Hazard Statements: May form explosive peroxides.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥98.0% (GC); ≥99%; ≥99.0% (GC); 98%; 99%, stab. with ca 250ppm BHT
• Grade: analytical standard; purum
• Contains: ~0.025% 2,6-di-tert-4-methylphenol as stabilizer; ~0.025% 2,6-di-tert-butyl-4-methylphenol as stabilizer; 0.025 wt. % BHT as inhibitor
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C4H4O

DETAILS

MP Biomedicals - 02151175

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

Sigma Aldrich - 185922

Packaging
5, 100, 500 mL in glass bottle

Sigma Aldrich - F19558

Packaging
500 mL in glass bottle

REFERENCES

• 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).
• 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.