Cyclooctatetraen

Bezeichnung:Cyclooctatetraen

CAS-Nr629-20-9

Englisch Name:1,3,5,7-Cyclooctatetraene

CBNumberCB7164468

SummenformelC8H8

Molgewicht104.15

MOL-Datei629-20-9.mol

Synonyma

Cyclooctatetraen

Cyclooctatetraen physikalisch-chemischer Eigenschaften

Schmelzpunkt	?5-?3 °C (lit.)
Siedepunkt	142-143 °C (lit.)
Dichte	0.925 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.537(lit.)
Flammpunkt	72 °F
storage temp.	-20°C
Löslichkeit	Chloroform (Soluble), Methanol (Soluble)
Aggregatzustand	Liquid
Wichte	0.943
Farbe	Turbid yellow to yellow-brown
Wasserlöslichkeit	Not miscible or difficult to mix in water.
Sensitive	Light Sensitive
BRN	2496800
Dielectric constant	2.46
Stabilität	Stability Unstable - commercial product may be stabilized by the addition of a small amount of hydroquinone. May form explosive peroxides in storage. Do not distill to small volume. Readily forms explosive mixtures with air. Flammable. Incompatible with air, strong oxidizing agents.
LogP	3.080
CAS Datenbank	629-20-9(CAS DataBase Reference)
EPA chemische Informationen	1,3,5,7-Cyclooctatetraene (629-20-9)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi,T
R-Sätze:	10-36/37/38-65-61
S-Sätze:	26-62-45-53
RIDADR	UN 2358 3/PG 2
WGK Germany	3
RTECS-Nr.	GY0175600
F	8-10
TSCA	Y
HazardClass	3
PackingGroup	II
HS Code	29021900

Gefahreninformationscode (GHS)

1,3,5,7-Cyclooctatetraene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ärztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.
Chemische Eigenschaften
1,3,5,7-Cyclooctatetraene (COT) is an unsaturated derivative of cyclooctane, with the formula C8H8. It is also known as [8]annulene. This polyunsaturated hydrocarbon is a colorless to light yellow flammable liquid at room temperature. Because of its stoichiometric relationship to benzene, COT has been the subject of much research and some controversy.
Physikalische Eigenschaften
Cyclooctatetraene (COT) is a poster child for nonaromatic molecules. An isomer of tub-shaped COT, with one of the ring double bonds changed from the usual cis form to a trans one, lies some 23 kcal/mol higher in energy.
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.
Cyclooctatetraene is a nonaromatic 4n π-conjugated system with a non-planar tub-shaped geometry and potential energy surfaces at the ground state.
Verwenden
Used in the synthesis of highly organic film for silicon surfaces to improve its chemical and physical properties. 1 Used in liquid state organic dye lasers. 2 Used as triplet state quencher to reduce dye blinking. 3
Verwenden
1,3,5,7-Cyclooctatetraene is used in the synthesis of highly organic film for silicon surfaces to improve its chemical and physical properties. It is also used in liquid state organic dye lasers, as triplet state quencher to reduce dye blinking.
Verwenden
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.
Definition
ChEBI: An antiaromatic annulene that is cyclooctane having four double bonds at positions 1, 3, 5 and 7.
Synthesis Reference(s)
Tetrahedron Letters, 21, p. 4791, 1980 DOI: 10.1016/0040-4039(80)80141-9
Allgemeine Beschreibung
A colorless liquid. May irritate skin and eyes. Less dense than water and insoluble in water. Flash point 70°F. Vapors heavier than air. Used to make rubber.
Air & Water Reaktionen
Highly flammable. Insoluble in water.
Reaktivität anzeigen
1,3,5,7-CYCLOOCTATETRAENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
läuterung methode
Purify the triene by shaking 3mL with 20mL of 10% aqueous AgNO3 for 15minutes, then filtering off the AgNO3 complex which precipitates. The precipitate is dissolved in water and added to cold concentrated ammonia to regenerate the cyclooctatetraene which is fractionally distilled under vacuum onto molecular sieves and stored at 0o. It is passed through a dry alumina column before use [Broadley et al. J Chem Soc, Dalton Trans 373 1986]. [Beilstein 5 I 228, 5 IV 1331.]

1,3,5,7-Cyclooctatetraene Upstream-Materialien And Downstream Produkte

Cyclooctatetraen Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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