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Documenti

185922

Sigma-Aldrich

Furan

≥99%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C4H4O
Numero CAS:
110-00-9
Peso molecolare:
68.07
Beilstein:
103221
Numero CE:
203-727-3
Numero MDL:
MFCD00003222
Codice UNSPSC:
12352100
ID PubChem:
24851189
NACRES:
NA.22

Densità del vapore

2.35 (vs air)

Livello qualitativo

100

Tensione di vapore

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

Saggio

≥99%

Forma fisica

liquid

contiene

0.025 wt. % BHT as inhibitor

Limite di esplosione

14.3 %

Indice di rifrazione

n20/D 1.421 (lit.)

P. eboll.

32 °C/758 mmHg (lit.)

Solubilità

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

Densità

0.936 g/mL at 25 °C (lit.)

Condizioni di spedizione

wet ice

Temperatura di conservazione

2-8°C

Stringa SMILE

c1ccoc1

InChI

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

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Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Classi di pericolo

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

Rischi supp

EUH019

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

-32.8 °F - closed cup

Punto d’infiammabilità (°C)

-36 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves

Certificati d'analisi (COA)

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2,3-Dimethylfuran 99%

Sigma-Aldrich

428469

2,3-Dimethylfuran

Maleic anhydride 99%

Sigma-Aldrich

M188

Maleic anhydride

N-Phenylmaleimide 97%

Sigma-Aldrich

P27100

N-Phenylmaleimide

2-Methylfuran (stabilised) for synthesis

Sigma-Aldrich

8.20798

2-Methylfuran

2-Butylfuran AldrichCPR

Sigma-Aldrich

CDS001204

2-Butylfuran

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)
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Articoli

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.

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