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

CAS Number
1552-12-1
Synonyms
COD

Stock No. Size Price ($) Quantity Availability
B21196-AK 250ml 24.40
B21196-AU 1000ml 73.40
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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
Storage & Sensitivity
Air Sensitive. Ambient temperatures.

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-H315-H317-H319-H332-H335

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

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P264b-P270-P271-P272-P280-P301+P312-P303+P361+P353-P304+P340-P305+P351+P338-P312-P330-P333+P313-P337+P313-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation or rash occurs: Get medical advice/attention. If eye irritation persists: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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