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MilliporeSigma

185922

Furan

≥99%

Synonym(s):

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

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$37.90

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$46.30

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$81.50

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About This Item

Empirical Formula (Hill Notation):
C4H4O
CAS Number:
110-00-9
Molecular Weight:
68.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851189
EC Number:
203-727-3
Beilstein/REAXYS Number:
103221
MDL number:
MFCD00003222
Assay:
≥99%
Form:
liquid

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InChI key

YLQBMQCUIZJEEH-UHFFFAOYSA-N

InChI

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

SMILES string

c1ccoc1

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 %

Quality Level

100

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

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Show Differences

1 of 4

This Item
40288143758147885
Furan ≥99%

Sigma-Aldrich

185922

Furan

6,6-Dimethylfulvene ≥95%

Sigma-Aldrich

40288

6,6-Dimethylfulvene

3,4-Dimethoxybenzaldehyde 99%

Sigma-Aldrich

143758

3,4-Dimethoxybenzaldehyde

4-Phenyl-3-buten-2-one 99%

Sigma-Aldrich

147885

4-Phenyl-3-buten-2-one

assay

≥99%

assay

≥95%

assay

99%

assay

99%

solubility

alcohols: freely soluble, water: insoluble, diethyl ether: freely soluble

solubility

-

solubility

alcohol: freely soluble, diethyl ether: freely soluble, water: slightly soluble (hot)

solubility

alcohol: freely soluble, benzene: freely soluble, chloroform: freely soluble, diethyl ether: freely soluble, petroleum ether: very slightly soluble, water: very slightly soluble

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

liquid

form

liquid

form

solid

form

solid

bp

32 °C/758 mmHg (lit.)

bp

76-77 °C/50 mmHg (lit.)

bp

281 °C (lit.)

bp

260-262 °C (lit.)

density

0.936 g/mL at 25 °C (lit.)

density

0.881 g/mL at 25 °C (lit.)

density

-

density

-

General description

Furan is a five membered heterocyclic compound that is highly volatile, flammable and a potential carcinogen.[1] It undergoes Diels-Alder reaction with 2-bromoacrolein catalyzed by oxazaborolidine to yield chiral 7-oxabicyclo[2.2.1]heptene derivatives.[2] 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.[3] Lewis acid catalyzed Diels-Alder reaction between furan and some dienophiles affords substituted cyclohexenols and cyclohexadienols.[4]

Application

Furan was used in the following processes:
  • Preparation of the starting material required for the synthesis of calix[6]pyrrole.[5]
  • To investigate the kinetics and mechanism of reactions of chlorine atoms with volatile organic compounds.[6]
  • Catalytic transformation of furan to aromatics and olefins.[7][8]

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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

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-32.8 °F - closed cup

flash_point_c

-36 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX4912
MKCW0259
BCCJ4966
MKCQ8662
MKCL3735

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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)
Catalytic Conversion of Furan to Gasoline-Range Aliphatic Hydrocarbons via Ring Opening and Decarbonylation Reactions Catalyzed by Pt/γ-Al2O3.
Runnebaum RC, et al.
Catalysis Letters, 142(6), 664-666 (2012)
On the lewis acid catalyzed diels-alder reaction of furan. regio-and stereospecific synthesis of substituted cyclohexenols and cyclohexadienols.
Brion F.
Tetrahedron Letters, 23(50), 5299-5302 (1982)
Catalytic enantioselective Diels-Alder addition to furan provides a direct synthetic route to many chiral natural products.
Corey EJ and Loh T-P.
Tetrahedron Letters, 34(25), 3979-3982 (1993)
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)
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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. It is also referred to as a cycloaddition.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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