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931-87-3 - cis-Cyclooctene, 95%, stab. - A13477 - Alfa Aesar

A13477 cis-Cyclooctene, 95%, stab.

Codice CAS
931-87-3
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
50ml 27,50
100ml 33,30
250ml 62,60
500ml 112,00
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cis-Cyclooctene, 95%, stab.

MDL
MFCD00001753
EINECS
213-243-4

Proprietà chimiche

Formula
C8H14
Peso formula
110.20
Punto di fusione
-16°
Punto di ebollizione
145-146°
Punto di infiammabilità
25°(77°F)
Densità
0.848
Indice di rifrazione
1.4700
Sensibilità
Air Sensitive
Solubilità
Miscible with alcohol and ether. Immiscible with water.

Applicazioni

cis-Cyclooctene is used as a displaced ligand in chlorobis(cyclooctene)rhodium dimer and chlorobis(cyclooctene)iridium dimer in organometallic chemistry. It acts as a monomer used in synthetic chemistry. It is used to prepare 1-chloro-4-(trichloromethyl) cyclooctane by reaction with carbon tetrachloride using dichlorotris(triphenylphosphine) ruthenium(II) as a catalyst. Further, it is used to study the alkenes chemisorbed on silicon(100) by scanning tunneling microscopy.

Note

Air sensitive. Incompatible with strong oxidizing agents.

Letteratura

For example of the addition of NOCl to an alkene and subsequent cleavage of the ɑ-chloro oxime by the abnormal Beckmann reaction to the ω-cyanoaldehyde, see: Org. Synth. Coll., 5, 266 (1973).

Addition of dibromocarbene (see Bromoform, A11904) and ring-opening by reaction with MeLi leads to the cyclic allene 1,2-cyclononadiene: Org. Synth. Coll., 5, 306 (1973).

The epoxidation of alkenes by H2O2 in methanol in the presence of acetonitrile is described for cyclooctene. The active species is the peroxyimidic acid, and the reaction is, with proper precautions, suitable for scale-up: Org. Synth. Coll., 7, 126 (1990).

Bai, L.; Yao, L.; Yang, Y.; Lee, J. M. Microspheres with Au@SiO2 core and mesoporous aluminosilica shell as superior heterogeneous catalysts for the aerobic epoxidation of cis-cyclooctene. Chem. Commun. 2015, 51 (20), 4259-4262.

Yang, J. X.; Cui, J.; Long, Y. Y.; Li, Y. G.; Li, Y. S. Synthesis of novel cyclic olefin polymers with excellent transparency and high glass-transition temperature via gradient copolymerization of bulky cyclic olefin and cis-cyclooctene. J. Polym. Sci. A Polym. Chem. 2014, 52 (22), 3240-3249.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H226-H304

Flammable liquid and vapour. May be fatal if swallowed and enters airways.

Dichiarazioni precauzionali: P210-P280a-P301+P310a-P303+P361+P353-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves and eye/face protection. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1280166
Classe di rischio
3
Gruppo di imballaggio
III
Codice tariffe armonizzato
2902.19
TSCA
Yes

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