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Merck

29780

Sigma-Aldrich

Ethyl-2-oxocyclopentancarboxylat

purum, ≥97.0% (GC)

Synonym(e):

2-(Ethoxycarbonyl)cyclopentanon, Ethylcyclopentanon-2-carboxylat

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About This Item

Lineare Formel:
(O=)C5H7CO2C2H5
CAS-Nummer:
Molekulargewicht:
156.18
Beilstein:
387787
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:

Qualität

purum

Assay

≥97.0% (GC)

Brechungsindex

n20/D 1.452 (lit.)
n20/D 1.453

bp

102-104 °C/11 mmHg (lit.)

Dichte

1.054 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

CCOC(=O)C1CCCC1=O

InChI

1S/C8H12O3/c1-2-11-8(10)6-4-3-5-7(6)9/h6H,2-5H2,1H3

InChIKey

JHZPNBKZPAWCJD-UHFFFAOYSA-N

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Allgemeine Beschreibung

Phase-transfer benzylation reaction of ethyl 2-oxocyclopentanecarboxylate with benzyl bromide has been investigated in microreactor. Ethyl 2-oxocyclopentanecarboxylate participates in cobalt(II) Schiff′s base complex catalyzed oxidation of primary and secondary alcohols to aldehydes and ketones.

Anwendung

Ethyl 2-oxocyclopentanecarboxylate was used in stereoselective synthesis of (±)-cis,cis-spiro[4.4]nonane-1,6-diol. It was also used in synthesis of tanikolide.

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

170.6 °F - closed cup

Flammpunkt (°C)

77 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Die Dokumentenbibliothek aufrufen

A new synthesis of tanikolide.
Zhai H, et al.
Tetrahedron Letters, 44(14), 2893-2894 (2003)
An improved synthesis and resolution of (?)-< i> cis, cis</i>-spiro [4.4] nonane-1, 6-diol.
Nieman JA, et al.
Tetrahedron Asymmetry, 4(9), 1973-1976 (1993)
Masaharu Ueno et al.
Chemical communications (Cambridge, England), (8)(8), 936-937 (2003-05-15)
Phase-transfer alkylation in a microreactor proceeds smoothly, and the reaction has been found to be more efficient than that in a round-bottomed flask with vigorous stirring; we have observed by an optical microscope study that an interfacial area provided by
Cobalt (II) Schiff's base complex catalysed oxidation of alcohols with dioxygen in the presence of ethyl 2-oxocyclopentanecarboxylate.
Punniyamurthy T and Iqbal J.
Tetrahedron Letters, 35(23), 4007-4010 (1994)

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