138924
Cyclooctatetraene
98%
Synonym(s):
[8]Annulene
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About This Item
Empirical Formula (Hill Notation):
C8H8
CAS Number:
Molecular Weight:
104.15
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2496800
Assay:
98%
Form:
liquid
Quality Level
assay
98%
form
liquid
contains
0.1% hydroquinone as inhibitor
refractive index
n20/D 1.537 (lit.)
bp
142-143 °C (lit.)
mp
−5-−3 °C (lit.)
density
0.925 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
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 key
KDUIUFJBNGTBMD-BONZMOEMSA-N
General description
Cyclooctatetraene (COT) is a nonaromatic 4n π-conjugated system with a non-planar tub-shaped geometry and potential energy surfaces at the ground state.
Cyclooctatetraene is an 8p electron system and has a triplet ground state if the p electrons are delocalized. It is antiaromatic hence highly unstable and reactive. It adopts a non-planar boat conformation to attain stability with alternating single and double bonds and hence behaves like a polyolefin.
Application
COT may be functionalized by two side groups which can be used as active anode materials for rechargeable batteries. High capacity and voltage organic cathodes may be developed by using COT that can be fused with carbon molecules.
- Used in the synthesis of highly organic film for silicon surfaces to improve its chemical and physical properties.
- Used in liquid state organic dye lasers.
- Used as triplet state quencher to reduce dye blinking.
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
signalword
Danger
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
71.6 °F - closed cup
flash_point_c
22 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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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.
Erika A Riederer et al.
eLife, 7 (2018-06-12)
Membrane proteins such as ion channels and transporters are frequently homomeric. The homomeric nature raises important questions regarding coupling between subunits and complicates the application of techniques such as FRET or DEER spectroscopy. These challenges can be overcome if the
Structure and bonding of ordered organic monolayers of 1, 3, 5, 7-cyclooctatetraene on the Si (001) surface: Surface cycloaddition chemistry of an antiaromatic molecule
Hovis, Jennifer S., and Robert J. Hamers
The Journal of Physical Chemistry B, 102(4), 687-692 (1998)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 138924-1G | 04061838096272 |
| 138924-5G | 04061838732484 |