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185922 Sigma-Aldrich

Furan

≥99%

  • CAS Number 110-00-9

  • Empirical Formula (Hill Notation) C4H4O

  • Molecular Weight 68.07

  •  Beilstein/REAXYS Number 103221

  •  EC Number 203-727-3

  •  MDL number MFCD00003222

  •  PubChem Substance ID 24851189

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Properties

Related Categories Building Blocks, C4 to C7, Chemical Synthesis, Furans, Heterocyclic Building Blocks More...
Quality Level   100
vapor density   2.35 (vs air)
vapor pressure   1672 mmHg ( 55 °C)
  31.66 psi ( 55 °C)
  493 mmHg ( 20 °C)
  9.22 psi ( 20 °C)
assay   ≥99%
contains   0.025 wt. % BHT as inhibitor
expl. lim.   14.3 %
refractive index   n20/D 1.421 (lit.)
bp   32 °C/758 mmHg (lit.)
solubility   alcohols: freely soluble
  diethyl ether: freely soluble
  water: insoluble
density   0.936 g/mL at 25 °C (lit.)
storage temp.   room temp
SMILES string   c1ccoc1
InChI   1S/C4H4O/c1-2-4-5-3-1/h1-4H
InChI key   YLQBMQCUIZJEEH-UHFFFAOYSA-N

Description

General description

Furan is a five membered heterocyclic compound that is highly volatile, flammable and a potential carcinogen. It undergoes Diels-Alder reaction with 2-bromoacrolein catalyzed by oxazaborolidine to yield chiral 7-oxabicyclo[2.2.1]heptene derivatives. Cationic bis(4-tert-butyloxazoline)Cu(II) complex catalyzed enantioselective Diels-Alder reaction between acryloyl oxazolidinone and furan to afford ent-shikimic acid has been described. Lewis acid catalyzed Diels-Alder reaction between furan and some dienophiles affords substituted cyclohexenols and cyclohexadienols.

Application

Furan was used in the following processes:
• Preparation of the starting material required for the synthesis of calix[6]pyrrole.
• To investigate the kinetics and mechanism of reactions of chlorine atoms with volatile organic compounds.
• Catalytic transformation of furan to aromatics and olefins.

Packaging

5, 100, 500 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Supplemental Hazard Statements 
EUH019
RIDADR 
UN 2389 3 / PGI
WGK Germany 
WGK 3
Flash Point(F) 
-32.8 °F - closed cup
Flash Point(C) 
-36 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Diels–Alder Reaction

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product vi...
Keywords: Addition reactions, Asymmetric synthesis, Building blocks, Catalysis, Cycloadditions, Diels-Alder reaction, Immobilization

Peer-Reviewed Papers
15

References

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