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138924 Sigma-Aldrich

Cyclooctatetraene

98%

  • CAS Number 629-20-9

  • Empirical Formula (Hill Notation) C8H8

  • Molecular Weight 104.15

  •  Beilstein/REAXYS Number 2496800

  •  MDL number MFCD00004161

  •  PubChem Substance ID 24848370

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Properties

Related Categories Alkanes, Building Blocks, Chemical Synthesis, Cyclic, Organic Building Blocks More...
InChI Key   KDUIUFJBNGTBMD-BONZMOEMSA-N
assay   98%
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

Description

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

• 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.

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.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2358 3 / PGII
WGK Germany 
3
Flash Point(F) 
71.6 °F
Flash Point(C) 
22 °C

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles
Peer-Reviewed Papers
15

References

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