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185922

Sigma-Aldrich

Furan

≥99%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C4H4O
Numéro CAS:
110-00-9
Poids moléculaire :
68.07
Beilstein:
103221
Numéro CE :
203-727-3
Numéro MDL:
MFCD00003222
Code UNSPSC :
12352100
ID de substance PubChem :
24851189
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Densité de vapeur

2.35 (vs air)

Niveau de qualité

100

Pression de vapeur

1672 mmHg ( 55 °C)
31.66 psi ( 55 °C)
493 mmHg ( 20 °C)
9.22 psi ( 20 °C)

Essai

≥99%

Forme

liquid

Contient

0.025 wt. % BHT as inhibitor

Limite d'explosivité

14.3 %

Indice de réfraction

n20/D 1.421 (lit.)

pb

32 °C/758 mmHg (lit.)

Solubilité

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

Densité

0.936 g/mL at 25 °C (lit.)

Conditions d'expédition

wet ice

Température de stockage

2-8°C

Chaîne SMILES 

c1ccoc1

InChI

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

Clé InChI

YLQBMQCUIZJEEH-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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]

Pictogrammes

FlameHealth hazardExclamation mark
GHS02,GHS08,GHS07

Mention d'avertissement

Danger

Classification des risques

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

Risques supp

EUH019

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

-32.8 °F - closed cup

Point d'éclair (°C)

-36 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves

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Certificats d'analyse (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)
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)
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)
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)
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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/449/386/product-dating-information-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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