138924

Cyclooctatetraene

98%

• Synonyme(s) : [8]Annulene
• Formule empirique (notation de Hill): C₈H₈
• Numéro CAS: 629-20-9
• Poids moléculaire : 104.15
• Numéro Beilstein : 2496800
• Numéro MDL: MFCD00004161
• Code UNSPSC : 12352103
• ID de substance PubChem : 24848370
• Nomenclature NACRES : NA.23

Propriétés

• Niveau de qualité: 100
• Pureté: 98%
• Forme: liquid
• Contient: 0.1% hydroquinone as inhibitor
• Indice de réfraction: n20/D 1.537 (lit.)
• Point d'ébullition: 142-143 °C (lit.)
• Pf: −5-−3 °C (lit.)
• Densité: 0.925 g/mL at 25 °C (lit.)
• Température de stockage: −20°C
• Chaîne SMILES: 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-
• Clé InChI: KDUIUFJBNGTBMD-BONZMOEMSA-N

Description

Description générale

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.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H304,H315,H319,H335,H412
• Conseils de prudence: P210 - P273 - P301 + P310 - P303 + P361 + P353 - P305 + P351 + P338 - P331
• Classification des risques: Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 71.6 °F - closed cup
• Point d'éclair (°C): 22 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter