cis-Cyclooctene Chemical Properties

Melting point:

−16 °C(lit.)

Boiling point:

32-34 °C12 mm Hg(lit.)

Density 

0.848 g/mL at 20 °C(lit.)

refractive index 

n20/D 1.470

Flash point:

77 °F

Water Solubility 

Insoluble in water

color 

Colorless to Almost colorless

BRN 

1901031

LogP

3.930

CAS DataBase Reference

931-88-4(CAS DataBase Reference)

NIST Chemistry Reference

Cyclooctene(931-88-4)

EPA Substance Registry System

Cyclooctene (931-88-4)

Safety Information

Hazard Codes 

Xn

Risk Statements 

10-65

Safety Statements 

29-33-62-16

RIDADR 

UN 3295 3/PG 3

WGK Germany 

3

HS Code 

2902.19.0050

HazardClass 

3.2

PackingGroup 

III

MSDS

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cis-Cyclooctene Usage And Synthesis

Purification Methods

The cis-isomer is freed from the trans-isomer by fractional distillation through a spinning-band column, followed by preparative gas chromatography on a Dowex 710-Chromosorb W GLC column. It is passed through a short alumina column immediately before use [Collman et al. J Am Chem Soc 108 2588 1986]. It has also been distilled in a dry N2 glove box from powdered fused NaOH through a Vigreux column (p 11), then passed through activated neutral alumina before use [Wong et al. J Am Chem Soc 109 4328 1987]. Alternatively it can be purified via the AgNO3 salt. This salt is obtained from crude cyclooctene (40 mL) by shaking at 70-80o with 50% w/w AgNO3 (2 x 15 mL) to remove cyclooctadienes (aqueous layer). Extraction is repeated at 40o (4 x 20 mL, of 50% AgNO3). Three layers are formed each time. The middle layer contains the AgNO3 adduct of cyclooctene which crystallises on cooling the layer to room temperature. The adduct (complex 2:1) is highly soluble in MeOH (at least 1g/mL) from which it crystallises in large flat needles when cooled at 0o. It is dried under slight vacuum for 1 week in the presence of CaCl2 and paraffin wax soaked in cyclooctene. It has m 51o and loses hydrocarbon on exposure to air. cis-Cyclooctene can be recovered by steam distillation of the salt, collected, dried (CaCl2) and distilled in vacuum. [Braude et al. J Chem Soc 4711 1957, AgNO3: Jones J Chem Soc 1808 1954, Cope & Estes J Am Chem Soc 72 1128 1950, Beilstein 5 I 35, 5 IV 263.] FLAMMABLE LIQUID.

cis-Cyclooctene(931-88-4)Related Product Information

• Ionone
• (Z)-1-Cyclooctene,cis-Cyclooctene,94%,cis-Cyclooctene, stabilized, 95%,cis-Cyclooctene, 95%, stab.,Cis-Cyclooctene, 95%, stabilized
• 6H,12H-5,11-Dioxadibenzo[a,e]cyclooctene-6,12-dione
• CYCLOOCTYL BROMIDE
• 2,2,6-Trimethyl-4H-1,3-dioxin-4-one
• Bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate
• (5S)-6α,7β-Dimethyl-1,2,3,12-tetramethoxy-10,11-methylenedioxy(5,6,7,8-tetrahydrodibenzo[a,c]cyclooctene)-5α,6β-diol 5-benzoate
• 6,7,8,9,10,11-HEXAHYDRO-5H-CYCLOOCTA[B]INDOLE
• CYCLOOCTENE OXIDE
• 1,2-EPOXY-5-CYCLOOCTENE
• Chlorobis(cyclooctene)rhodium(I) dimer
• Dibenzo[a,e]cyclooctene
• 5,6,11,12-Tetrahydrodibenzo[a,e]cyclooctene
• 1-METHYL-1-CYCLOOCTENE
• cis-Cyclooctene oxide
• 1,2-Epoxy-7-cyclooctene
• 1-Cyclooctene-3-ol,Cyclooctene-3-ol
• cis-Cyclooctene