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Cas Database |
| Name |
1,2-Epoxy-4-vinylcyclohexane |
EINECS | 203-436-1 |
| CAS No. | 106-86-5 | Density | 1.06 g/cm3 |
| PSA | 12.53000 | LogP | 1.73990 |
| Solubility | N/A | Melting Point |
-100oC |
| Formula | C8H12O | Boiling Point | 169 °C at 760 mmHg |
| Molecular Weight | 124.183 | Flash Point | 48.1 °C |
| Transport Information | UN 3271 3/PG 3 | Appearance | Transparent Liquid |
| Safety | 53-16-23-36/37/39-45 | Risk Codes | 45-10-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 T
|
| Synonyms |
Epoxide 101;NSC 35409;Unoxat epoxide 101;Vinyl-3,4-epoxycyclohexane;7-Oxabicyclo[4.1.0]heptane,3-vinyl- (6CI,8CI);Cyclohexane, 1,2-epoxy-4-vinyl- (7CI);7-Oxabicyclo[4.1.0]heptane,3-ethenyl-;1-Ethenyl-3-cyclohexene oxide;1-Vinyl-3,4-epoxycyclohexane;3,4-Epoxycyclohexylethylene;3-Ethenyl-7-oxabicyclo[4.1.0]heptane;3-Vinyl-7-oxabicyclo[4.1.0]heptane;4-Vinyl-1-cyclohexene-1,2-epoxide;4-Vinylcyclohexane 1,2-epoxide;4-Vinylcyclohexane-1-oxide;4-Vinylcyclohexene monoepoxide;4-Vinylcyclohexeneoxide;Cyracure VCMX-C; |
Article Data | 52 |
1,2-Epoxy-4-vinylcyclohexane Synthetic route
| Conditions | Yield |
|---|---|
| With [(C18H37)2(CH3)2N]3[SiO4H(WO5)3]; dihydrogen peroxide In ethyl acetate at 59.84℃; for 2h; Green chemistry; | 99% |
| With tert.-butylhydroperoxide at 79.84℃; Reagent/catalyst; Temperature; Green chemistry; | 95% |
| With 3-chloro-benzenecarboperoxoic acid In benzene at 20℃; for 0.5h; | 94% |
- 632-21-3
1,1,3,3-tetrachloropropanone
- 100-40-3
4-ethenylcyclohexene
A
- 106-87-6
4-vinylcyclohexene dioxide
B
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
C
- 5116-65-4
7,8-Epoxy-1-Cyclohexene
D
- 78950-58-0
tetrachloroacetone hydrate
| Conditions | Yield |
|---|---|
| With disodium hydrogenphosphate; dihydrogen peroxide In chloroform for 24h; Ambient temperature; | A 2% B 60% C 2.5% D n/a |
| With disodium hydrogenphosphate; dihydrogen peroxide In chloroform for 24h; Ambient temperature; | A 2% B 60% C 1.5% D n/a |
- 100-40-3
4-ethenylcyclohexene
A
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
B
- 31646-64-7
3,4-dihydroxy-1-vinylcyclohexane
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; magnesium sulfate; methyltrioxorhenium(VII) In tert-butyl alcohol at 15℃; for 2h; | A 50% B 40% |
| With dihydrogen peroxide; magnesium sulfate; methyltrioxorhenium(VII) In tert-butyl alcohol at 15℃; for 2h; | A 40% B 50% |
| With dihydrogen peroxide; acetic acid In water at 70℃; for 4h; Temperature; |
- 100-40-3
4-ethenylcyclohexene
A
- 106-87-6
4-vinylcyclohexene dioxide
B
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
C
- 5116-65-4
7,8-Epoxy-1-Cyclohexene
| Conditions | Yield |
|---|---|
| With dimethylammonium tetrakis(diperoxotungsto)phosphate; dihydrogen peroxide In benzene at 60℃; for 1h; | A 3 % Chromat. B 83 % Chromat. C 2 % Chromat. |
| With dihydrogen peroxide; cetylpyridinium bromide; H3PMo10W2O40 In acetonitrile at 60℃; for 3h; Product distribution; Further Variations:; Catalysts; Solvents; Temperatures; |
- 100-40-3
4-ethenylcyclohexene
A
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
B
- 5116-65-4
7,8-Epoxy-1-Cyclohexene
C
- 31646-64-7
3,4-dihydroxy-1-vinylcyclohexane
| Conditions | Yield |
|---|---|
| With [π-C5H5N(+)(CH2)15CH3]3(PMo12O40)(3-); dihydrogen peroxide; magnesium sulfate In chloroform at 60℃; for 24h; Yield given. Yields of byproduct given; |
- 100-40-3
4-ethenylcyclohexene
A
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
B
- 5537-04-2
4-Vinylcyclohex-1-en-4-ol
- 88301-28-4
trans-4-Vinylcyclohex-1-en-3-ol
- 64248-92-6, 81457-32-1, 88301-27-3
trans-4-Vinylcyclohex-1-en-6-ol
- 64248-92-6, 81457-32-1, 88301-27-3
cis-4-Vinylcyclohex-1-en-6-ol
- 88301-29-5, 88301-30-8
cis-3-Vinylcyclohex-1-en-6-ol
| Conditions | Yield |
|---|---|
| With oxygen; sodium sulfite Product distribution; multistep reaction: 1) 80 deg C, 15 h, 101.3 kPa; | A 0.6 % Chromat. B 15.2 % Chromat. C 15.1 % Chromat. D 22.6 % Chromat. E 45.0 % Chromat. F n/a |
- 100-40-3
4-ethenylcyclohexene
A
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
- 24779-55-3
trans-3-Hydroperoxy-4-vinylcyclohex-1-en
- 24779-57-5
cis-6-Hydroperoxy-3-vinylcyclohex-1-en
D
- 3736-26-3
4-Hydroperoxy-4-vinylcyclohex-1-en
- 24779-56-4
trans-6-Hydroperoxy-4-vinylcyclohex-1-en
- 24779-56-4
cis-6-Hydroperoxy-4-vinylcyclohex-1-en
| Conditions | Yield |
|---|---|
| With oxygen at 80℃; under 759.8 Torr; for 15h; Product distribution; autoxidation; | A 4 % Chromat. B 13 % Chromat. C 6 % Chromat. D 13 % Chromat. E 18 % Chromat. F 45 % Chromat. |
- 100-40-3
4-ethenylcyclohexene
- 64-19-7
acetic acid
A
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
B
- 31646-64-7
3,4-dihydroxy-1-vinylcyclohexane
| Conditions | Yield |
|---|---|
| With MoOBr3; dihydrogen peroxide at 70℃; for 6h; Product distribution; other cyclohexene derivatives; other molybdenum complexes; |
- 100-40-3
4-ethenylcyclohexene
A
- 106-87-6
4-vinylcyclohexene dioxide
B
- 106-86-5
1,2-Epoxy-4-vinylcyclohexane
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; silica gel; molybdenum trioxide In decane at 50℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
| With air; bis(hexafluoroacetylacetonato)cobalt; isobutyraldehyde In 1,2-dichloro-ethane at 20℃; under 7600 Torr; for 24h; Product distribution; Further Variations:; Reagents; Pressures; | A 20 % Chromat. B 80 % Chromat. |
| With air; bis(hexafluoroacetylacetonato)cobalt; isobutyraldehyde In 1,2-dichloro-ethane at 20℃; under 7600 Torr; for 24h; | A 20 % Chromat. B 80 % Chromat. |
| With [Mn(CF3SO3)2(H,MePyTACN)]; dihydrogen peroxide; acetic acid In acetonitrile at 0℃; for 1.5h; chemoselective reaction; |
1,2-Epoxy-4-vinylcyclohexane Chemical Properties
The molecular structure of 1,2-Epoxy-4-vinylcyclohexane (CAS NO.106-86-5):
IUPAC Name: 3-Ethenyl-7-oxabicyclo[4.1.0]heptane
Molecular Weight: 124.18028 g/mol
Molecular Formula: C8H12O
Density: 1.06 g/cm3
Boiling Point: 169 °C at 760 mmHg
Flash Point: 48.1 °C
Index of Refraction: 1.564
Molar Refractivity: 38.1 cm3
Molar Volume: 117.1 cm3
Surface Tension: 36.7 dyne/cm
Enthalpy of Vaporization: 38.88 kJ/mol
Vapour Pressure: 2.09 mmHg at 25 °C
XLogP3-AA: 1.7
H-Bond Acceptor: 1
Rotatable Bond Count: 1
Exact Mass: 124.088815
MonoIsotopic Mass: 124.088815
Topological Polar Surface Area: 12.5
Heavy Atom Count: 9
Canonical SMILES: C=CC1CCC2C(C1)O2
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
EINECS: 203-436-1
Product Categories of 1,2-Epoxy-4-vinylcyclohexane (CAS NO.106-86-5): Industrial/Fine Chemicals; Monomers; Polymer Science; Vinyl Halides, Amines, Amides, and Other Vinyl Monomers
1,2-Epoxy-4-vinylcyclohexane Toxicity Data With Reference
| 1. | skn-rbt 10 mg/24H open MLD | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
| 2. | eye-rbt 20 mg/24H MOD | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,775. |
1,2-Epoxy-4-vinylcyclohexane Consensus Reports
Reported in EPA TSCA Inventory.
1,2-Epoxy-4-vinylcyclohexane Safety Profile
Hazard Codes: 
T
Risk Statements: 45-10-20/21/22
R45:May cause cancer.
R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 53-16-23-36/37/39-45
S53:Avoid exposure - obtain special instructions before use.
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
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 the label whenever possible.)
RIDADR: UN 3271 3/PG 3
WGK Germany: 3
RTECS: RN8770000
HazardClass: 3.2
PackingGroup: III
Experimental reproductive effects. A skin irritant. Flammable liquid when exposed to heat, sparks, or flame. To fight fire, use foam, alcohol foam, mist. When heated to decomposition it emits acrid smoke and irritating fumes.
1,2-Epoxy-4-vinylcyclohexane Specification
1,2-Epoxy-4-vinylcyclohexane (CAS NO.106-86-5) is also named as 1-Vinyl-3,4-epoxycyclohexane ; 3,4-Epoxycyclohexylethylene ; 3-Vinyl-7-oxabicyclo(4.1.0)heptane ; 4-17-00-00314 (Beilstein Handbook Reference) ; 4-Vinyl-1,2-epoxycyclohexane ; 4-Vinylcyclohexane monoepoxide ; 4-Vinylcyclohexane, 1,2-epoxide ; 4-Vinylcyclohexene monoxide ; 4-Vinylcyclohexene oxide ; 4-Vinylcyclohexene-1,2-epoxide ; AI3-26045 ; BRN 0107390 ; EP-101 ; Epoxide 101 ; NSC 35409 ; Unoxat epoxide 101 ; Vinylcyclohexane monoxide ; Vinylcyclohexene monoxide .
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