Furan

Furan
Full structural formula of furan
Full structural formula of furan
Skeletal formula showing numbering convention
Skeletal formula showing numbering convention
Ball-and-stick model
Ball-and-stick model
Space-filling model
Space-filling model
Names
Preferred IUPAC name
Furan[1]
Systematic IUPAC name
1,4-Epoxybuta-1,3-diene
1-Oxacyclopenta-2,4-diene
Other names
Oxole
Oxa[5]annulene
1,4-Epoxy-1,3-butadiene
5-Oxacyclopenta-1,3-diene
5-Oxacyclo-1,3-pentadiene
Furfuran
Divinylene oxide
Identifiers
3D model (JSmol)
103221
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.390 Edit this at Wikidata
EC Number
  • 203-727-3
25716
KEGG
RTECS number
  • LT8524000
UNII
UN number 2389
  • InChI=1S/C4H4O/c1-2-4-5-3-1/h1-4H checkY
    Key: YLQBMQCUIZJEEH-UHFFFAOYSA-N checkY
  • InChI=1/C4H4O/c1-2-4-5-3-1/h1-4H
    Key: YLQBMQCUIZJEEH-UHFFFAOYAC
  • c1ccoc1
Properties
C4H4O
Molar mass 68.075 g·mol−1
Appearance Colorless, volatile liquid
Density 0.936 g/mL
Melting point −85.6 °C (−122.1 °F; 187.6 K)
Boiling point 31.3 °C (88.3 °F; 304.4 K)
-43.09·10−6 cm3/mol
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Danger
H224, H302, H315, H332, H341, H350, H373, H412
P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P308+P313, P312, P314, P321, P330, P332+P313, P362, P370+P378, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propaneInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
4
1
Flash point −36 °C (−33 °F; 237 K)
390 °C (734 °F; 663 K)
Explosive limits Lower: 2.3%
Upper: 14.3% at 20 °C
Lethal dose or concentration (LD, LC):
> 2 g/kg (rat)
Safety data sheet (SDS) Pennakem
Related compounds
Related heterocycles
Pyrrole
Thiophene
Related compounds
Tetrahydrofuran (THF)
2,5-Dimethylfuran
Benzofuran
Dibenzofuran
Structure
C2v
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen atom. Chemical compounds containing such rings are also referred to as furans.

Furan is a colorless, flammable, highly volatile liquid with a boiling point close to room temperature. It is soluble in common organic solvents, including alcohol, ether, and acetone, and is slightly soluble in water.[2] Its odor is "strong, ethereal; chloroform-like".[3] It is toxic and may be carcinogenic in humans. Furan is used as a starting point for other speciality chemicals.[4]

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 392. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Jakubke, Hans Dieter; Jeschkeit, Hans (1994). Concise Encyclopedia of Chemistry. Walter de Gruyter. pp. 1–1201. ISBN 0-89925-457-8.
  3. ^ DHHS (NIOSH) Publication No. 2016–171, p. 2, Accessed Nov 2019
  4. ^ Cite error: The named reference ullmann was invoked but never defined (see the help page).