Merck
All Photos(3)

185922

Sigma-Aldrich

Furan

≥99%

Empirical Formula (Hill Notation):
C4H4O
CAS Number:
Molecular Weight:
68.07
Beilstein:
103221
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

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%

form

liquid

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.)

SMILES string

c1ccoc1

InChI

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

InChI key

YLQBMQCUIZJEEH-UHFFFAOYSA-N

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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

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 1B - Flam. Liq. 1 - Muta. 2 - Skin Irrit. 2 - STOT RE 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-32.8 °F - closed cup

Flash Point(C)

-36 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Cationic bis (oxazoline) Cu (II) Lewis acid catalysts. Enantioselective furan Diels-Alder reaction in the synthesis of ent-shikimic acid.
Evans DA and Barnes DM.
Tetrahedron Letters, 38(1), 57-58 (1997)
Samah R Khalil et al.
Ecotoxicology and environmental safety, 192, 110256-110256 (2020-02-06)
The modulatory role of the Spirulina platensis (SP) against furan-induced (FU) hepatic and renal damage was assessed in this study. For achieving this, sixty rats were distributed into six groups: control group, SP-administered group (300 mg/kg b.wt orally for 28 days)
Chemistry of furan conversion into aromatics and olefins over HZSM-5: a model biomass conversion reaction.
Cheng YT and Huber GW.
ACS Catalysis, 1(6), 611-628 (2011)
From Large Furan-Based Calixarenes to Calixpyrroles and Calix
Cafeo et al.
Angewandte Chemie (International ed. in English), 39(8), 1496-1498 (2000-04-25)
Study of reaction processes of furan and some furan derivatives initiated by Cl atoms.
Cabanas B, et al.
Atmospheric Environment, 39(10), 1935-1944 (2005)

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 via a cyclic transition state, it is also referred to as a "cycloaddition".

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