Identification | More | [Name]
1,2-Epoxy-4-vinylcyclohexane | [CAS]
106-86-5 | [Synonyms]
1,2-EPOXY-4-VINYLCYCLOHEXANE 3-ETHENYL-7-OXABICYCLO[4.1.0]HEPTANE 3-VINYL-7-OXABICYCLO[4.1.0] HEPTANE 4-VINYL-1-CYCLOHEXENE 1,2-EPOXIDE VINYL(4-)-1-CYCLOHEXANE-1,2-EPOXIDE Vinyl cyclohexane monoxide 1-Vinyl-3,4-epoxycyclohexane 3,4-Epoxycyclohexylethylene 3-ethenyl-7-oxabicyclo[4.1.0]heptan 3-vinyl-7-oxabicyclo(4.1.0)heptan 4-Vinyl-1,2-epoxycyclohexane 4-Vinylcyclohexane 1,2-epoxide 4-Vinylcyclohexane monoepoxide 4-vinylcyclohexane,1,2-epoxide 4-Vinylcyclohexene monoxide 4-Vinylcyclohexene oxide 4-Vinylcyclohexene-1,2-epoxide 4-vinylcyclohexenemonoxide 7-Oxabicyclo(4.1.0)heptane, 3-vinyl- EP-101 | [EINECS(EC#)]
203-436-1 | [Molecular Formula]
C8H12O | [MDL Number]
MFCD00022356 | [Molecular Weight]
124.18 | [MOL File]
106-86-5.mol |
Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R45:May cause cancer. R10:Flammable. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use . S16:Keep away from sources of ignition-No smoking . S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3271 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
RN8770000
| [HazardClass ]
3.2 | [PackingGroup ]
III | [HS Code ]
29109000 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
Vinylcyclohexene monoxide is a chemical intermediate; it
can be copolymerized with other epoxides to yield polyglycols
having unsaturation available for further reaction. | [Definition]
ChEBI: 3-Vinyl-7-oxabicyclo[4.1.0]heptane is an oxacycle. | [Synthesis Reference(s)]
Tetrahedron Letters, 22, p. 2089, 1981 DOI: 10.1016/S0040-4039(01)93284-8 | [Synthesis]
General Steps:
1. Add known amounts of 4-vinyl-1-cyclohexene and TBHP (tert-butyl hydroperoxide) without co-solvent in a 0.25 L capacity jacketed four-neck glass reactor. Set the feed molar ratio (FMR) of olefin to TBHP from 1:1 to 10:1.
2. Start the stirrer and adjust the stirring rate to 300-600 rpm. Heat the reaction mixture through the water bath and reactor jacket, and monitor the temperature using a digital thermocouple to ensure that the temperature of the reaction mixture stabilizes in the range of 323-353 K, with a fluctuation of no more than ±0.5 K. 3. When the reaction mixture reaches a constant temperature, set the FMR to 1:1 to 10:1, without adding co-solvent.
3. When the reaction mixture reached a constant temperature, a known amount of polymer loaded catalyst (0.15-0.6 mol Mo) was added. The time of catalyst addition was recorded as the reaction onset time (t = 0) and an initial sample was taken immediately.
4. Samples were taken at specific time intervals during the reaction and analyzed using Shimadzu GC-2014 gas chromatography (GC).
5. The experimental results showed that the PBI.Mo and Ps.AMP.Mo catalysts exhibited high selectivity in the epoxidation reaction of 4-vinyl-1-cyclohexene, which predominantly yielded 1,2-epoxy-4-vinylcyclohexane, and the GC analyses did not detect terminal or dicyclic oxide products. Detailed results of the batch experiments are discussed in Sect. | [Toxics Screening Level]
The initial threshold screening level (ITSL) for 1,2-epoxy-4-vinylcyclohexane is 6.0 μg/m3 based on an annual averaging time. | [References]
[1] RSC Advances, 2014, vol. 4, # 61, p. 32054 - 32062 [2] Applied Catalysis A: General, 2013, vol. 466, p. 142 - 152 [3] Journal of the American Chemical Society, 2009, vol. 131, # 36, p. 12890 - 12891 [4] Patent: CN108101868, 2018, A. Location in patent: Paragraph 0027-0068 [5] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 21, p. 3115 - 3116 |
|
|