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185922

Sigma-Aldrich

Furan

≥99%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C4H4O
CAS-Nummer:
110-00-9
Molekulargewicht:
68.07
Beilstein:
103221
EG-Nummer:
203-727-3
MDL-Nummer:
MFCD00003222
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24851189
NACRES:
NA.22
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Dampfdichte

2.35 (vs air)

Qualitätsniveau

100

Dampfdruck

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

Assay

≥99%

Form

liquid

Enthält

0.025 wt. % BHT as inhibitor

Expl.-Gr.

14.3 %

Brechungsindex

n20/D 1.421 (lit.)

bp

32 °C/758 mmHg (lit.)

Löslichkeit

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

Dichte

0.936 g/mL at 25 °C (lit.)

Versandbedingung

wet ice

Lagertemp.

2-8°C

SMILES String

c1ccoc1

InChI

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

InChIKey

YLQBMQCUIZJEEH-UHFFFAOYSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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]

Anwendung

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]

Signalwort

Danger

Gefahreneinstufungen

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

Zusätzliche Gefahrenhinweise

EUH019

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

-32.8 °F - closed cup

Flammpunkt (°C)

-36 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves

Zulassungslistungen

Zulassungslistungen werden hauptsächlich für chemische Produkte erstellt. Für nicht-chemische Produkte können hier nur begrenzte Angaben gemacht werden. Kein Eintrag bedeutet, dass keine der Komponenten gelistet ist. Es liegt in der Verantwortung des Benutzers, die sichere und legale Verwendung des Produkts zu gewährleisten.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCX4912
MKCW0259
BCCJ4966
MKCQ8662
MKCL3735

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2,3-Dimethylfuran 99%

Sigma-Aldrich

428469

2,3-Dimethylfuran

Maleinsäureanhydrid 99%

Sigma-Aldrich

M188

Maleinsäureanhydrid

N-Phenylmaleimid 97%

Sigma-Aldrich

P27100

N-Phenylmaleimid

2-Methylfuran (stabilised) for synthesis

Sigma-Aldrich

8.20798

2-Methylfuran

2-Butylfuran AldrichCPR

Sigma-Aldrich

CDS001204

2-Butylfuran

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)
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)
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)
Alle zugehörigen Dokumente anzeigen

Artikel

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

1–2 of 2 Questions  

  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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