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Merck
CN
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文件

327972

Sigma-Aldrich

醋蒽醌

96%

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别名:
1,2-苯并苊醌
经验公式（希尔记法）:
C16H8O2
CAS号:
6373-11-1
分子量:
232.23
MDL编号:
MFCD00013265
UNSPSC代码:
12352100
PubChem化学物质编号:
24859705
NACRES:
NA.22

检测方案

96%

形式

solid

mp

270-273 °C (lit.)

SMILES字符串

O=C1C(=O)c2c3ccccc3cc4cccc1c24

InChI

1S/C16H8O2/c17-15-12-7-3-5-10-8-9-4-1-2-6-11(9)14(13(10)12)16(15)18/h1-8H

InChI key

YAIBDWAANBTYIA-UHFFFAOYSA-N

一般描述

醋蒽醌是一种环状 α-二酮。 在富勒烯C(60)存在下，它与六乙基亚磷酸胺反应，生成亚甲基富勒烯衍生物。 醋蒽醌与一系列芳烃的羟烷基化反应已有报道。

应用

醋蒽醌被用于合成spiro-tricyclic porphodimethene。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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M Harmjanz et al.
Organic letters, 3(15), 2281-2284 (2001-07-21)
[structure: see text] Acid-catalyzed [2 + 2] condensation reactions of polycyclic aromatic vicinal diketones including aceanthrenequinone, phenathrenequinone, and pyrene-4,5-dione with 5-mesityldipyrromethanes are outlined, and this methodology provides a flexible entry to spiro-tricyclic porphodimethenes. The porphodimethene products have been fully characterized
Douglas A Klumpp et al.
Applied catalysis. A, General, 336(1-2), 128-132 (2008-03-01)
The hydroxyalkylation reactions of aceanthrenequinone (6) and acenapthenequinone (7) with a series of arenes have been studied. In reactions with the Brønsted superacid CF(3)SO(3)H (triflic acid), the condensation products are formed in good yields (58-99%, 10 examples) with high regioselectivity.
Irina P Romanova et al.
The Journal of organic chemistry, 76(8), 2548-2557 (2011-03-12)
The reactions of such cyclic α-diketones as acenaphthenequinone, aceanthrenequinone, and N-alkylisatins, with hexaethyltriaminophosphine in the presence of the fullerene C(60), lead to the formation of methanofullerene derivatives under mild conditions. This process proceeds via deoxygenation of the dicarbonyl compound by
Janice L Hyatt et al.
Journal of medicinal chemistry, 50(23), 5727-5734 (2007-10-19)
Carboxylesterases (CE) are ubiquitous enzymes responsible for the detoxification of xenobiotics, including numerous clinically used drugs. Therefore, the selective inhibition of these proteins may prove useful in modulating drug half-life and bioavailability. Recently, we identified 1,2-diones as potent inhibitors of

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