252832
Tropone
97%
Synonym(s):
2,4,6-Cycloheptatrien-1-one
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1 G
$89.00
5 G
$221.00
About This Item
Empirical Formula (Hill Notation):
C7H6O
CAS Number:
Molecular Weight:
106.12
Beilstein/REAXYS Number:
1902335
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
SMILES string
O=C1C=CC=CC=C1
InChI
1S/C7H6O/c8-7-5-3-1-2-4-6-7/h1-6H
InChI key
QVWDCTQRORVHHT-UHFFFAOYSA-N
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Related Categories
General description
Metal-catalyzed [6+3] cycloaddition of tropone with azomethine ylides has been reported[1].
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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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
Tohru Nishinaga et al.
Dalton transactions (Cambridge, England : 2003), 39(9), 2293-2300 (2010-02-18)
Heterotrinuclear Fe(II)-Cu(II)-Fe(II) complexes [Cu(FcTropOMe)(2)(H(2)O)(2)](OTf)(2) (FcTropOMe = 5-ferrocenyl-2-methoxytropone) (1), [Cu(FcTropNEt(2))(2)](OTf)(2) (FcTropNEt(2) = 2-(N,N-diethylamino)-5-ferrocenyltropone) (2) and [Cu(FcTropNEt)(2)] (FcTropNEt = 2-(N-ethylamino)-5-ferrocenyltroponate) (3) were synthesized. In addition, a hexafluorophosphate salt of heterotrinuclear Fe(III)-Cu(II)-Fe(III) complex [Cu(FcTropNEt)(2)](2+) (3(2+)) was successfully obtained as single crystals by electrochemical
Toxicity of microtubular drugs to leukemic lymphocytes.
R Schrek et al.
Experimental and molecular pathology, 34(3), 369-378 (1981-06-01)
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