Skip to Content
Merck
All Photos(3)

Key Documents

185922

Sigma-Aldrich

Furan

≥99%

Synonym(s):

1,4-Epoxybuta-1,3-diene, Divinylene oxide, Oxacyclopentadiene, Oxole, Tetrole

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C4H4O
CAS Number:
Molecular Weight:
68.07
Beilstein:
103221
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.35 (vs air)

Quality Level

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.)

shipped in

wet ice

storage temp.

2-8°C

SMILES string

c1ccoc1

InChI

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

InChI key

YLQBMQCUIZJEEH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
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

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. It is also referred to as a cycloaddition.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service