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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

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


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分析证书(COA)

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Barry M Trost et al.
Journal of the American Chemical Society, 130(45), 14960-14961 (2008-10-22)
The cyanosubstituted trimethylenemethane donor undergoes palladium-catalyzed [6 + 3] cycloaddition with a variety of tropones to yield bicyclo[4.3.1]decadienes in excellent regio-, diastereo-, and enantioselectivity. Products of the Pd-TMM [6 + 3] cycloaddition participate in a thermal [3,3] sigmatropic rearrangement to
Vijay Nair et al.
The Journal of organic chemistry, 71(23), 8964-8965 (2006-11-04)
A novel protocol for the annulation of tropone to enals involving nucleophilic heterocyclic carbene (NHC) catalyzed homoenolate formation has been developed. Interestingly, the reaction led to bicyclic delta-lactones instead of the expected gamma-spirolactones, presumably by the uncommon [8 + 3]
M Carmen Carreño et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(2), 621-636 (2007-10-09)
An efficient synthesis of 4-aminotropones has been achieved in excellent yields by simple treatment of 4-amino-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienones (p-quinamines) with NaH. The method allowed regiocontrolled access to 3-methyl, 5-methyl- and 3,5-dimethyl-substituted derivatives starting from p-quinamines with adequate substituents at the cyclohexadienone moiety
K P Randau et al.
Die Pharmazie, 64(5), 350-351 (2009-06-18)
Two tropone derivatives, orobanone (1), previously isolated from Orobanche rapum-genistae, and the new natural product pernambucone (3,8-dimethyl-5-isopropyl-2,3-dihydro-1H-azulene-1,6-dione, 2), were isolated from the sterm bark of Croton argyroglossum. The structures were elucidated from spectroscopic data.
L Isakovic et al.
Organic letters, 3(26), 4189-4192 (2002-01-11)
The carbocyclic core of CP-225,917 and CP-263,114 is accessible through the [6+4] cycloaddition of a tropone with a 2-substituted cyclopentadiene. Examination of this reaction has revealed for the first time that this cycloaddition process is catalyzed by Lewis acids, including

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