| Identification | More | [Name]
1,5-Cyclooctadiene | [CAS]
111-78-4 | [Synonyms]
1,5-CYCLOOCTADIENE
CIS,CIS-1,5-CYCLOOCTADIENE
COD
Cycloocta-1,5-diene
1,5-CYCLOOCTADIENE, REDISTILLED, 99+%
1,5-Cyclooctadiene, stabilized, 97%
1,5-COD
CIS,CIS-1,5-CYCLOOCTADIENE , STABILIZED WITH 50-200PPM IRGANOX 1076
1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate]
Cyclooctadiene, 1,5-
1,5-Cyclooctanediene
cis,cis-1,5-Cyclooctadiene: 99%, stabilized with 50-200ppm Irganox 1076 | [EINECS(EC#)]
203-907-1 | [Molecular Formula]
C8H12 | [MDL Number]
MFCD00001752 | [Molecular Weight]
108.18 | [MOL File]
111-78-4.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N,Xi | [Risk Statements ]
R10:Flammable.
R36/38:Irritating to eyes and skin .
R42/43:May cause sensitization by inhalation and skin contact .
R65:Harmful: May cause lung damage if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R19:May form explosive peroxides. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S60:This material and/or its container must be disposed of as hazardous waste .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2520 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
GX9620000
| [F ]
10-23 | [Autoignition Temperature]
431 °F | [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29021990 | [Hazardous Substances Data]
111-78-4(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one-->Chloro(1,5-cyclooctadiene)iridium(I) dimer-->Dichloro(cycloocta-1,5-diene)ruthenium(II)-->Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate-->Chloro(1,5-cyclooctadiene)rhodium(I) dimer-->Dichloro(1,5-cyclooctadiene)platinum(II)-->Dichloro(1,5-cyclooctadiene)palladium(II)-->9-Oxabicyclo[6.1.0]nonan-4-one(8CI,9CI)-->1,3,6-Hexanetricarboxylic acid triethyl ester |
| Questions And Answer | Back Directory | [Chemical Properties]
1,5-Cyclooctadiene is the organic compound with the chemical formula C8H12.It is a colorless liquid with a strong odor. COD has a boiling point of 151°C and a vapor pressure of 6.8mm at 25°C.
| [Uses]
1,5-Cyclooctadiene is generally abbreviated COD, this diene is a useful precursor to other organic compounds and serves as a ligand in organometallic chemistry. 1,5-Cyclooctadiene can be prepared by dimerization of butadiene in the presence of a nickel catalyst, a coproduct being vinylcyclohexene. It is also a chemical intermediate in the production of Nylon.
|
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Tetrahedron Letters, 24, p. 3913, 1983 DOI: 10.1016/S0040-4039(00)94312-0 | [Carcinogenicity]
None of the components present
in this material at concentrations of 0.1% are listed by
IARC, NTP, or OSHA as a carcinogen. | [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.] |
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