Skip to Content
Merck

138924

Cyclooctatetraene

98%

Synonym(s):

[8]Annulene

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C8H8
CAS Number:
629-20-9
Molecular Weight:
104.15
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24848370
MDL number:
MFCD00004161
Beilstein/REAXYS Number:
2496800
Assay:
98%
Form:
liquid

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Cyclooctatetraene, 98%

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-

SMILES string

C1=CC=CC=CC=C1

InChI key

KDUIUFJBNGTBMD-BONZMOEMSA-N

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

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

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.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0250
MKCX7664
MKCX6918
MKCW6165
MKCW2977

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service