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

A13477 cis-Cyclooctene, 95%, stab.

Numéro CAS
931-87-3
Synonymes

Dimensions Prix ($) Quantité Disponibilité
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

Propriétés chimiques

Formule
C8H14
Poids formulaire
110.20
Point de fusion
-16°
Point d'ébullition
145-146°
Point d'éclair
25°(77°F)
Densité
0.848
Indice de réfraction
1.4700
Sensibilité
Air Sensitive
Solubilité
Miscible with alcohol and ether. Immiscible with water.

Applications

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.

Notes

Air sensitive. Incompatible with strong oxidizing agents.

Références bibliographiques

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H304-H226-H411-H401

May be fatal if swallowed and enters airways. Flammable liquid and vapour. Toxic to aquatic life with long lasting effects. Toxic to aquatic life.

Mentions de prudence: P210-P273-P280-P240-P241-P301+P310-P303+P361+P353-P405-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1280166
Classe de danger
3
Groupe d'emballage
III
Code tarifaire harmonisé
2902.19
TSCA
Yes

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Catalyseurs

Analytique et matériel de laboratoire