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Ethyl 2-oxocyclopentanecarboxylate

Name: Ethyl 2-oxocyclopentanecarboxylate
Brand: SIAL

purum, ≥97.0% (GC)

Synonym(s):

2-(Ethoxycarbonyl)cyclopentanone, Ethyl cyclopentanone-2-carboxylate

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About This Item

Linear Formula:

(O=)C₅H₇CO₂C₂H₅

CAS Number:

611-10-9

Molecular Weight:

156.18

Beilstein/REAXYS Number:

387787

EC Number:

210-253-0

MDL number:

MFCD00001412

UNSPSC Code:

12352100

PubChem Substance ID:

329753390

grade

purum

assay

≥97.0% (GC)

refractive index

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

bp

102-104 °C/11 mmHg (lit.)

density

1.054 g/mL at 25 °C (lit.)

storage temp.

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

InChI key

JHZPNBKZPAWCJD-UHFFFAOYSA-N

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General description

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.

Application

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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A new synthesis of tanikolide.

Zhai H, et al.

Tetrahedron Letters, 44(14), 2893-2894 (2003)

Phase-transfer alkylation reactions using microreactors.

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

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)

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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