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539-80-0
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???(??):
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TROPONE
???(??):
cyclohepta-2,4,6-trien-1-one;2,4,6-CYCLOHEPTATRIEN-1-ONE;cyclohepta-2,4,6-trienone;Tropon;TROPONE;Tropone,97%;Cycloheptatrienone;LABOTEST-BB LT00233179;2,4,6-CYCLOHEPTATRIENONE;2,4,6-Cycloheptatriene-1-one
CBNumber:
CB8724528
???:
C7H6O
??? ??:
106.12
MOL ??:
539-80-0.mol
MSDS ??:
SDS

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-7°C
?? ?
113 °C/15 mmHg (lit.)
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1.094 g/mL at 25 °C (lit.)
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n20/D 1.615(lit.)
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>110°C
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-20°C
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sol ether, dioxane, acetone, benzene, toluene, xylene, MeCN, CCl4; miscible with water.
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Liquid
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BRN
1902335
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
????? 24/25
WGK ?? 3
F ?????? 10-23
????(GHS): GHS hazard pictograms
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?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
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P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P270 ? ??? ??? ??? ???, ???? ???? ???.
P271 ?? ?? ??? ? ?? ???? ?????.
P280 ????/???/???/?????? ?????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P332+P313 ?? ??? ??? ???? ??· ??? ????.
P337+P313 ?? ?? ??? ???? ???? ??· ??? ????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
1
0 0

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Tropone has been used in synthesis of:

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Tropone can be used to prepare the synthon of cycloheptadiene-1-one; it is used as the basis for the synthesis of cycloheptadiene compounds, fluorene compounds, polycyclic compounds, and natural products.

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2,4,6-cycloheptatrien-1-one (1) is a functionalized conjugated carbocyclic compound  with diversified reactivity. The most popular and simple method of preparation involves oxidation of 1,3,5- Cycloheptatriene with Selenium(IV) Oxide-KH2PO4.  Several other procedures have also been  developed, among which electrooxidation of cycloheptatrienes and α-pyrone ring expansion via high-pressure cycloaddition of cyclopropenone acetals can be considered general methods of synthesis of  tropones.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 5442, 1956 DOI: 10.1021/ja01601a077
The Journal of Organic Chemistry, 29, p. 960, 1964
Organic Syntheses, Coll. Vol. 9, p. 396, 1998

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Metal-catalyzed [6+3] cycloaddition of tropone with azomethine ylides has been reported.

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