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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

Codice CAS
1552-12-1
Sinonimi
COD

Dimensioni Prezzo ($) Quantità Disponibilità
250ml 23,07
1000ml 60,48
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cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076

MDL
MFCD00001752
EINECS
216-291-4

Proprietà chimiche

Formula
C8H12
Peso formula
108.18
Punto di fusione
-70°
Punto di ebollizione
151-152°
Punto di infiammabilità
32°(89°F)
Densità
0.880
Indice di rifrazione
1.4940

Letteratura

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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Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H226-H302-H332-H315-H319-H317-H335-H411-H401

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. Toxic to aquatic life with long lasting effects. Toxic to aquatic life.

Dichiarazioni precauzionali: P210-P261-P273-P280-P303+P361+P353-P305+P351+P338-P304+P340-P362-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1209288
Classe di rischio
3
Gruppo di imballaggio
III
Codice tariffe armonizzato
2902.19
TSCA
Yes
RTECS
GX9620000

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