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Merck

252832

Sigma-Aldrich

环庚三烯酮

97%

别名:

2,4,6-环庚三烯-1-酮

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About This Item

经验公式(希尔记法):
C7H6O
CAS号:
分子量:
106.12
Beilstein:
1902335
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

形狀

liquid

折射率

n20/D 1.615 (lit.)

bp

113 °C/15 mmHg (lit.)

密度

1.094 g/mL at 25 °C (lit.)

官能基

ketone

儲存溫度

−20°C

SMILES 字串

O=C1C=CC=CC=C1

InChI

1S/C7H6O/c8-7-5-3-1-2-4-6-7/h1-6H

InChI 密鑰

QVWDCTQRORVHHT-UHFFFAOYSA-N

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一般說明

金属催化的[6+3]环烷与偶氮甲亚胺环加成反应已被报道

應用

环庚三烯酮已被用于合成:
  • 通过杂环卡宾催化的[8+3]环化途径合成双环δ-内酯
  • 通过热加成至苄基合成6,7-苯并双环[3.2.2]壬基-3,6,8-三烯-2-酮

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Marie Varin et al.
The Journal of organic chemistry, 72(17), 6421-6426 (2007-07-28)
In this paper we report the rearrangement of spirocyclohexadienones into dihydrotropones in basic conditions as a new method for the preparation of seven-membered ring ketones, which are key building blocks for the synthesis of tropoloalkaloids. DFT calculations and deuterium labeling
Barry M Trost et al.
Organic letters, 11(16), 3782-3785 (2009-07-18)
A concise approach to the core skeleton of the welwitindolinone alkaloids was developed on the basis of sequential cycloaddition reactions. First, a palladium catalyzed enantioselective [6 + 3] trimethylenemethane cycloaddition onto a tropone nucleus was used to generate the requisite
Honglei Liu et al.
Journal of the American Chemical Society, 136(6), 2625-2629 (2014-01-24)
The first metal-catalyzed [6 + 3] cycloaddition of tropone with azomethine ylides has been developed. With the use of a chiral ferrocenylphosphine-copper(I) complex as the catalyst, the asymmetric variant of the [6 + 3] cycloaddition has also been successfully achieved.
Strahil Berkov et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 59(3-4), 184-186 (2004-07-10)
The alkaloid spectra of Datura innoxia plants grown in Egypt and Bulgaria were investigated by GC-MS. Thirty-eight alkaloids were detected in the roots, leaves and fruits of the plants. Five new alkaloids for D. innoxia are reported. Alkaloid spectra of
Young-Sun Do et al.
The Journal of organic chemistry, 74(2), 917-920 (2008-12-05)
A ring-expansion protocol that consisted of the 1,2-addition of various enolate nucleophiles to 6-trimethylsiloxy-2-cyclohexene-1-one (1) and the NaIO(4)-promoted oxidative ring opening of the resulting diols 2, followed by an intramolecular Knoevenagel condensation, furnished versatile dihydrotropones 6. Maintaining Z-configuration in the

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