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Merck

138924

Sigma-Aldrich

环辛四烯

98%

别名:

[8]轮烯

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About This Item

经验公式(希尔记法):
C8H8
CAS号:
分子量:
104.15
Beilstein:
2496800
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.23

化驗

98%

形狀

liquid

包含

0.1% hydroquinone as inhibitor

折射率

n20/D 1.537 (lit.)

bp

142-143 °C (lit.)

mp

−5-−3 °C (lit.)

密度

0.925 g/mL at 25 °C (lit.)

儲存溫度

−20°C

SMILES 字串

C1=CC=CC=CC=C1

InChI

1S/C8H8/c1-2-4-6-8-7-5-3-1/h1-8H/b2-1-,3-1-,4-2-,5-3-,6-4-,7-5-,8-6-,8-7-

InChI 密鑰

KDUIUFJBNGTBMD-BONZMOEMSA-N

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一般說明

环辛四烯 (COT) 是一种非芳香 4n π共轭体系,基态下具有非平面的桶形结构和势能面。
环辛四烯是一个 8p 电子系统,如果 p 电子离域,则具有三重态基态。它是反芳香的,因此非常不稳定,且具有高反应性。它采用非平面船形结构,通过交替的单键和双键获得稳定性,因此其性能与聚烯烃类似。

應用

  • 用于合成硅表面的高有机薄膜,以改善其化学和物理性能。
  • 用于液态有机染料激光器。
  • 用作三重态猝灭剂以减少染料闪烁。
COT可以通过两个侧链基团进行功能化修饰,可用作可充电电池的活性负极材料。将COT与碳分子融合起来可以开发出具有高容量和电压的有机正极。

訊號詞

Danger

危險分類

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

71.6 °F - closed cup

閃點(°C)

22 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Tyson E Graber et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 37(38), 9116-9131 (2017-08-20)
Neuronal mRNAs can be packaged in reversibly stalled polysome granules before their transport to distant synaptic locales. Stimulation of synaptic metabotropic glutamate receptors (mGluRs) reactivates translation of these particular mRNAs to produce plasticity-related protein; a phenomenon exhibited during mGluR-mediated LTD.
Aromaticity and antiaromaticity in the low-lying electronic states of cyclooctatetraene.
Karadakov PB.
The Journal of Physical Chemistry A, 112(49), 12707-12713 (2008)
Superposed Redox Chemistry of Fused Carbon Rings in Cyclooctatetraene-Based Organic Molecules for High-Voltage and High-Capacity Cathodes.
Zhao X, et al.
ACS Applied Materials & Interfaces, 10(3), 2496-2503 (2018)
Sarah Schols et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 10(7), 1071-1076 (2009-04-18)
Phosphorescence and delayed fluorescence of polyfluorene polymer films doped with cyclooctatetraene (COT) and anthracene are studied by means of time-resolved photoluminescence (PL) measurements. The occurrence of an anomalous nonvertical triplet energy transfer in solid conjugated polymer films is demonstrated for
About the Antiaromaticity of Planar Cyclooctatetraene I thank Jens Panitzky for the additional DFT calculations, and Professor Jay Siegel, La Jolla, CA, and Professor Otto Ermer, Cologne, for helpful comments.
Frank-Gerrit Klärner
Angewandte Chemie (International ed. in English), 40(21), 3977-3981 (2002-10-31)

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