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C112909

Sigma-Aldrich

2-Cyclopenten-1-on

98%

Synonym(e):

1-Cyclopenten-3-one, 1-Cyclopenten-5-one, 2-Cyclopentenone, Cyclopent-2-en-1-one, Cyclopenten-3-one

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About This Item

Empirische Formel (Hill-System):
C5H6O
CAS-Nummer:
930-30-3
Molekulargewicht:
82.10
Beilstein:
1446054
EG-Nummer:
213-213-0
MDL-Nummer:
MFCD00001401
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24892357
NACRES:
NA.22

Qualitätsniveau

200

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.481 (lit.)

bp

64-65 °C/19 mmHg (lit.)

Dichte

0.98 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

O=C1CCC=C1

InChI

1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2

InChIKey

BZKFMUIJRXWWQK-UHFFFAOYSA-N

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Anwendung

Versatile electrophile employed in a variety of addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with silyl enol ethers, and siloxanes, Diels-Alder cycloadditions, and phosphoniosilylations.

Piktogramme

Flame
GHS02

Signalwort

Warning

H-Sätze

H226

Gefahreneinstufungen

Flam. Liq. 3

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

107.6 °F - closed cup

Flammpunkt (°C)

42 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Yoshihiro Sumiyoshi et al.
The Journal of chemical physics, 125(12), 124307-124307 (2006-10-04)
Pure rotational transitions in the ground state for Ar-OH and Ar-OD [Y. Ohshima et al., J. Chem. Phys. 95, 7001 (1991) and Y. Endo et al., Faraday Discuss. 97, 341 (1994)], those in the excited states of the OH vibration
Marc Revés et al.
Organic letters, 14(13), 3534-3537 (2012-06-28)
1,2,3,4-Tetramethyl-bicyclo[2.2.1]hepta-2,5-diene (TMNBD, for tetramethylnorbornadiene) has been prepared and used successfully as an acetylene equivalent in the synthesis of substituted cyclopentenones. TMNBD is easily accessible on a multigram scale and displays excellent reactivity toward the intermolecular Pauson-Khand reaction. Conjugate additions on
Filippo De Simone et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(51), 14527-14538 (2011-11-25)
The Nazarov cyclization of divinyl ketones gives access to cyclopentenones. Replacing one of the vinyl groups by a cyclopropane leads to a formal homo-Nazarov process for the synthesis of cyclohexenones. In contrast to the Nazarov reaction, the cyclization of vinyl-cyclopropyl
Xiaoxun Li et al.
Organic letters, 14(6), 1584-1587 (2012-03-03)
Functionalized cyclopentenones were synthesized by a Rh-catalyzed carbonylation of 3-acyloxy-1,4-enynes, derived from alkynes and α,β-unsaturated aldehydes. The reaction involved a Saucy-Marbet 1,3-acyloxy migration of propargyl esters and a [4 + 1] cycloaddition of the resulting acyloxy substituted vinylallene with CO.
Daniel J Kerr et al.
Organic letters, 14(7), 1732-1735 (2012-03-30)
Oxazolidinones are powerful promoters of the Nazarov reaction, enabling the cyclization of conventionally resistant substrates to be achieved under mild conditions. They exert excellent regio- and torquoselective control in both the conventional Nazarov reaction giving cyclopentenones and in the "interrupted"
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