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Merck
모든 사진(2)

주요 문서

138924

Sigma-Aldrich

Cyclooctatetraene

98%

동의어(들):

[8]Annulene

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About This Item

실험식(Hill 표기법):
C8H8
CAS Number:
Molecular Weight:
104.15
Beilstein:
2496800
MDL number:
UNSPSC 코드:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

분석

98%

양식

liquid

포함

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.)

저장 온도

−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

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일반 설명

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.

애플리케이션

  • 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.

픽토그램

FlameHealth hazardExclamation mark

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

71.6 °F - closed cup

Flash Point (°C)

22 °C - closed cup

개인 보호 장비

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


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시험 성적서(COA)

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문서 라이브러리 방문

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)
Lauryn E Sass et al.
Biochemistry, 49(14), 3174-3190 (2010-02-26)
The first step in DNA mismatch repair (MMR) is the recognition of DNA mismatches or nucleotide insertions/deletions (IDLs) by MutS and MutS homologues. To investigate the conformational properties of MutS-mismatch complexes, we used single-molecule fluorescence resonance energy transfer (smFRET) to
Aromaticity and antiaromaticity in the low-lying electronic states of cyclooctatetraene.
Karadakov PB.
The Journal of Physical Chemistry A, 112(49), 12707-12713 (2008)

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