1,5-CYCLOOCTADIENE Property

Melting point:

−69 °C(lit.)

Boiling point:

149-150 °C(lit.)

Density 

0.882 g/mL at 25 °C(lit.)

vapor pressure 

25.8 mm Hg ( 37.7 °C)

refractive index 

n20/D 1.493

Flash point:

89 °F

storage temp. 

2-8°C

solubility 

water: soluble0.05g/L

form 

Liquid

BRN 

1209288

CAS DataBase Reference

1552-12-1(CAS DataBase Reference)

Safety

Hazard Codes 

Xn,N

Risk Statements 

10-36/38-42/43-65-51/53-20/22

Safety Statements 

26-36-62-36/37-23

RIDADR 

UN 2520 3/PG 3

WGK Germany 

3

RTECS 

GX9620000

F 

10-23

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

H401Toxic to aquatic life

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P331Do NOT induce vomiting.

P405Store locked up.

1,5-CYCLOOCTADIENE Chemical Properties,Usage,Production

Uses

cis,cis-1,5-Cyclooctadiene (COD) has been employed as ligand:

• during regio- and stereoselective synthesis of (Z)-1,2-dihaloalkenes
• in the preparation of metal complexes, e.g. bis-COD-nickel, a versatile reagent for preparing (PI)-allylnickel halides

General Description

Surface grafting of cis,cis-1,5-cyclooctadiene (cyclic olefin) with low strain energy was explored using ring-opening metathesis polymerization in the vapor phase. The inclusion complex of cis,cis-1,5-cyclooctadiene with β-cyclodextrin (β-CD) was studied by using proton NMR spectroscopy.

Purification Methods

Purify it by GLC. It has been purified via the AgNO3 salt. This is prepared by shaking with a solution of 50% aqueous AgNO3 w/w several times (e.g. 3 x 50mLand4x50mL) at 70ofor ca 20minutes to get a good separation of layers. The upper layers are combined and further extracted with AgNO3 at 40o (2 x 20 mL). The upper layer (19 mL) of original hydrocarbon mixture gives colourless needles of the AgNO3 complex on cooling. The adduct is recrystallised from MeOH (and cooling to 0o). The hydrocarbon is recovered by steam distilling the salt. The distillate is extracted with Et2O, dried (MgSO4), filtered, evaporated and distilled. [Jones J Chem Soc 312 1954,[Beilstein 5 H 116, 5 IV 403.]