ChemicalBook--->CAS DataBase List--->106-86-5

106-86-5

106-86-5 Structure

106-86-5 Structure
IdentificationMore
[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
Chemical PropertiesBack Directory
[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 Gravity]

0.952
[InChI]

InChI=1S/C8H12O/c1-2-6-3-4-7-8(5-6)9-7/h2,6-8H,1,3-5H2
[InChIKey]

SLJFKNONPLNAPF-UHFFFAOYSA-N
[SMILES]

C12C(O1)CCC(C=C)C2
[CAS DataBase Reference]

106-86-5(CAS DataBase Reference)
[NIST Chemistry Reference]

7-Oxabicyclo[4.1.0]heptane, 3-ethenyl-(106-86-5)
[EPA Substance Registry System]

106-86-5(EPA Substance)
Safety DataBack 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
[TSCA ]

TSCA listed
[HazardClass ]

3.2
[PackingGroup ]

III
[HS Code ]

29109000
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Carc. 2
Eye Irrit. 2
Flam. Liq. 3
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Vinyl-1-cyclohexene 1,2-epoxide(106-86-5).msds
Hazard InformationBack 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]

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 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
Spectrum DetailBack Directory
[Spectrum Detail]

1,2-Epoxy-4-vinylcyclohexane(106-86-5)1HNMR
1,2-Epoxy-4-vinylcyclohexane(106-86-5)FT-IR
1,2-Epoxy-4-vinylcyclohexane(106-86-5)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

106-86-5(sigmaaldrich)
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