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1,2-Epoxy-4-vinylcyclohexane

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Products Intro: Product Name:1,2-Epoxy-4-vinylcyclohexane
CAS:106-86-5
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CAS:106-86-5
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1,2-Epoxy-4-vinylcyclohexane manufacturers

1,2-Epoxy-4-vinylcyclohexane Basic information
Product Name:1,2-Epoxy-4-vinylcyclohexane
Synonyms:1,2-EPOXY-4-VINYLCYCLOHEXANE;3-VINYL-7-OXABICYCLO[4.1.0] HEPTANE;3-ETHENYL-7-OXABICYCLO[4.1.0]HEPTANE;4-VINYL-1-CYCLOHEXENE 1,2-EPOXIDE;4-Vinyl-1,2-epoxycyclohexane;4-Vinylcyclohexane 1,2-epoxide;4-Vinylcyclohexane monoepoxide;4-vinylcyclohexane,1,2-epoxide
CAS:106-86-5
MF:C8H12O
MW:124.18
EINECS:203-436-1
Product Categories:Monomers;Polymer Science;Vinyl Halides, Amines, Amides, and Other Vinyl Monomers;Industrial/Fine Chemicals;106-86-5
Mol File:106-86-5.mol
1,2-Epoxy-4-vinylcyclohexane Structure
1,2-Epoxy-4-vinylcyclohexane Chemical Properties
Melting point -100°C(lit.)
Boiling point 169 °C(lit.)
density 0.952 g/mL at 25 °C(lit.)
refractive index n20/D 1.469(lit.)
Fp 115 °F
storage temp. 2-8°C
form clear liquid
color Colorless to Almost colorless
Specific Gravity0.952
InChIInChI=1S/C8H12O/c1-2-6-3-4-7-8(5-6)9-7/h2,6-8H,1,3-5H2
InChIKeySLJFKNONPLNAPF-UHFFFAOYSA-N
SMILESC12C(O1)CCC(C=C)C2
CAS DataBase Reference106-86-5(CAS DataBase Reference)
NIST Chemistry Reference7-Oxabicyclo[4.1.0]heptane, 3-ethenyl-(106-86-5)
EPA Substance Registry System7-Oxabicyclo[4.1.0]heptane, 3-ethenyl- (106-86-5)
Safety Information
Hazard Codes T,Xn
Risk Statements 45-10-20/21/22-40-36-22
Safety Statements 53-16-23-36/37/39-45-36/37-26
RIDADR UN 3271 3/PG 3
WGK Germany 3
RTECS RN8770000
TSCA TSCA listed
HazardClass 3.2
PackingGroup III
HS Code 29109000
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 4 Oral
Carc. 2
Eye Irrit. 2
Flam. Liq. 3
MSDS Information
ProviderLanguage
4-Vinyl-1-cyclohexene 1,2-epoxide English
SigmaAldrich English
1,2-Epoxy-4-vinylcyclohexane Usage And Synthesis
Chemical PropertiesColorless liquid
UsesVinylcyclohexene monoxide is a chemical intermediate; it can be copolymerized with other epoxides to yield polyglycols having unsaturation available for further reaction.
DefinitionChEBI: 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
4-Vinyl-1-cyclohexene

100-40-3

1,2-Epoxy-4-vinylcyclohexane

106-86-5

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 LevelThe 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
1,2-Epoxy-4-vinylcyclohexane Preparation Products And Raw materials
Raw materials4-Vinyl-1-cyclohexene
Preparation Products2-(3,4-epoxycyclohexyl)ethylmethyldiethosysilane-->2-(3,4-EPOXYCYCLOHEXYL) ETHYLMETHYL DIMETHOXYSILANE
Tag:1,2-Epoxy-4-vinylcyclohexane(106-86-5) Related Product Information
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