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Merck
CN

29780

2-氧代环戊羧酸乙酯

purum, ≥97.0% (GC)

别名:

2-乙氧羰基环戊酮, 环戊酮-2-羧酸乙酯

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线性分子式:
(O=)C5H7CO2C2H5
化学文摘社编号:
分子量:
156.18
EC Number:
210-253-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
387787
MDL number:
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InChI key

JHZPNBKZPAWCJD-UHFFFAOYSA-N

InChI

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

SMILES string

CCOC(=O)C1CCCC1=O

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

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.

存储类别

10 - Combustible liquids

wgk

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

法规信息

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分析证书(COA)

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A new synthesis of tanikolide.
Zhai H, et al.
Tetrahedron Letters, 44(14), 2893-2894 (2003)
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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