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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 Number
1552-12-1
Synonyms
COD

Size Price ($) Quantity Availability
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

Chemical Properties

Formula
C8H12
Formula Weight
108.18
Melting point
-70°
Boiling Point
151-152°
Flash Point
32°(89°F)
Density
0.880
Refractive Index
1.4940

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: 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.

Precautionary Statements: 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.

Other References

Beilstein
1209288
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2902.19
TSCA
Yes
RTECS
GX9620000

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