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1552-12-1 - cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076 - COD - B21196 - Alfa Aesar

B21196 cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076

CAS-Nummer
1552-12-1
Synonyme
COD

Größe Preis ($) Menge Verfügbarkeit
250ml 22,80
1000ml 68,50
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cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076

MDL
MFCD00001752
EINECS
216-291-4

Chemische Eigenschaften

Formel
C8H12
Molmasse
108.18
Schmelzpunkt
-70°
Siedepunkt
151-152°
Flammpunkt
32°(89°F)
Dichte
0.880
Brechungsindex
1.4940

Literaturverweise

Undergoes many interesting transannular reactions to give bicyclic derivatives. Reaction with chloroform under free-radical conditions gives 2-(trichloromethyl)bicyclo[3.3.0]octane: Org. Synth. Coll., 5, 93 (1973); J. Am. Chem. Soc., 86, 946, 1885 (1964); Tetrahedron, 20, 1843 (1964). With Iodosobenzene diacetate, B24531, gives 2,6-diacetoxybicyclo[3.3.0]octane: Org. Synth. Coll., 8, 43 (1993). Addition of borane gives the important hydroborating agent 9-borabicyclo[3.3.1]nonane (9-BBN): J. Am. Chem. Soc., 90, 5280, 5281 (1968); J. Org. Chem., 46, 3978, 4599 (1981). Sulfur dichloride gives 2,6-dichloro-9-thiabicyclo[3.3.1]nonane: J. Org. Chem., 31, 1663, 1669 (1966); Org. Synth. Coll., 9, 692 (1998).

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Allylic monobromination (NBS) followed by dehydrobromination gives 1,3,5-cyclooctatriene: Org. Synth. Coll., 9, 191 (1998). Addition of elemental bromine to the diene double bonds followed by dehydrobromination of the resulting tetrabromides with KO-t-Bu/ 18-crown-6 in THF gives the highly-reactive 1,5-cyclooctadiiyne. On prolonged base treatment, or in DMSO, conversion to cyclooctatetraene occurs: Chem. Ber., 127, 1529 (1994).

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Useful bidentate ligand in transition metal chemistry. For examples, see Chloro(1,5-cyclooctadiene)­iridium(I)­ dimer, 12749 and Chloro(1,5-cyclooctadiene)­rhodium(I)­ dimer, 10466.

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GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H226-H302-H332-H315-H319-H317-H335

Flammable liquid and vapour. Harmful if swallowed. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. May cause respiratory irritation.

Sicherheitshinweise: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
1209288
Gefahrenklasse
3
Verpackungsgruppe
III
Harmonized Tariff Code
2902.19
TSCA
Yes
RTECS
GX9620000

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