252832
环庚三烯酮
97%
别名:
2,4,6-环庚三烯-1-酮
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关于此项目
经验公式（希尔记法）:
C7H6O
化学文摘社编号:
分子量:
106.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-725-6
Beilstein/REAXYS Number:
1902335
MDL number:
Assay:
97%
Form:
liquid
InChI key
QVWDCTQRORVHHT-UHFFFAOYSA-N
InChI
1S/C7H6O/c8-7-5-3-1-2-4-6-7/h1-6H
SMILES string
O=C1C=CC=CC=C1
assay
97%
form
liquid
refractive index
n20/D 1.615 (lit.)
bp
113 °C/15 mmHg (lit.)
density
1.094 g/mL at 25 °C (lit.)
functional group
ketone
storage temp.
−20°C
Quality Level
General description
金属催化的[6+3]环烷与偶氮甲亚胺环加成反应已被报道。
Application
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
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
M Carmen Carreño et al.
Chemical communications (Cambridge, England), (8)(8), 1007-1009 (2005-02-19)
Synthesis of 4-aminotropones through a cyclization-ring expansion process occurs in a single step and with excellent yields from 4-amino-2,5-cyclohexadienones (p-quinamines) bearing a 4-sulfinyl or sulfonyl methyl group.
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
Reaction of tropone with benzyne. Formation and photoisomerization of 6, 7-benzobicyclo [3.2. 2] nona-3, 6, 8-trien-2-one.
Ciabattoni J, et al.
Journal of the American Chemical Society, 89(11), 2778-2779 (1967)
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
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
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