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Home > Encyclopedia > 4-Vinylcyclohexene oxide

4-Vinylcyclohexene oxide

4-Vinylcyclohexene oxide structure

4-Vinylcyclohexene oxide 

structure
  • CAS No:

    106-86-5

  • Formula:

    C8H12O

  • Chemical Name:

    4-Vinylcyclohexene oxide

  • Synonyms:

    7-Oxabicyclo[4.1.0]heptane,3-ethenyl-;7-Oxabicyclo[4.1.0]heptane,3-vinyl-;Cyclohexane,1,2-epoxy-4-vinyl-;3-Ethenyl-7-oxabicyclo[4.1.0]heptane;Epoxide 101;1,2-Epoxy-4-vinylcyclohexane;Unoxat epoxide 101;4-Vinylcyclohexane 1,2-epoxide;1-Vinyl-3,4-epoxycyclohexane;3-Vinyl-7-oxabicyclo[4.1.0]heptane;3,4-Epoxycyclohexylethylene;4-Vinylcyclohexene monoepoxide;4-Vinylcyclohexene oxide;4-Vinylcyclohexane-1-oxide;4-Vinyl-1-cyclohexene-1,2-epoxide;Vinyl-3,4-epoxycyclohexane;1-Ethenyl-3-cyclohexene oxide;NSC 35409;Cyracure VCMX-C;4-Vinylcyclohexene-1,2-oxide;4-Vinylcyclohexene-1,2-epoxide;4-Vinyl-1-cyclohexane 1,2-epoxide;4-Vinyl-1,2-epoxycyclohexane;Vinylcyclohexene oxide;Vinylcyclohexene monoxide;4-Vinyl 1,2-cyclohexane oxide;TTA 11;29087-40-9;1629602-29-4

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

Liquid

4-Vinylcyclohexene oxide Basic Attributes

124.18000

124.18

203-436-1

35409

2932999099

Characteristics

12.53000

1.7

Liquid

0.9598 g/cm3 @ Temp: 20 °C

<-100 °C

169 °C

48.1ºC

1.469

Keep tightly closed. Keep away from heat and open flame. Store in a cool dry place. Store at 2-8ºC

Safety Information

III

3.2

UN 3271

3

R45; R10; R20/21/22

53-16-23-36/37/39-45

RN8770000

T

P281-P305 + P351 + P338

H226-H302-H319-H351

|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 151 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

1,2-Epoxy-4-vinylcyclohexane has known human metabolites that include VCH-diepoxide.

1,2-epoxy-4-vinylcyclohexane

4-Vinylcyclohexene oxide Use and Manufacturing

Methods of Manufacturing

General procedure: Fig. 1 shows reaction scheme for alkene epoxidation. Epoxi-dation of 1-hexene and 4-vinyl-1-cyclohexene with TBHP as anoxidant in the presence of polymer supported catalyst was car-ried out in a jacketed four necked glass reactor of 0.25 L capacity.The batch reactor was equipped with agitator, condenser, digitalthermocouple and water bath. Known quantities of alkene andTBHP were weighed out and introduced into the reactor vessel(no cosolvent was added). Feed mole ratio (FMR) of alkene toTBHP of 1:1–10:1 was selected for charging the reactor. Agita-tion was started at the desired rate, i.e. between 300 and 600 rpmand heating to the reaction mixture was supplied through waterbath via the reactor jacket and monitored by a digital thermo-couple. The temperature of the reaction mixture was allowed toreach the desired value, i.e. 323–353 K and was maintained inthe range of ±0.5 K throughout the batch experiment. A knownamount of catalyst (0.15–0.6 molpercent Mo) was weighed and addedinto the reactor when the reaction mixture achieved a constantdesired temperature. The time at which the catalyst was addedwas noted as zero time and a sample was withdrawn, which wasnoted as t = 0. The samples were taken at specific time intervalsand were analysed by Shimadzu GC-2014 gas chromatography(GC). Both PBI.Mo and Ps.AMP.Mo catalysed epoxidations of 1-hexene and 4-vinyl-1-cyclohexene have found to be selective inthe formation of respective epoxides i.e. 1, 2-epoxyhexane and4-vinyl-1-cyclohexane 1, 2-epoxide. The GC analysis of the reac-tion mixture showed no evidence of either terminal or diepoxidesproducts. Batch experimental results are discussed in Section 3 indetail.(1) To 1000 ml three-mouth flask is added in 105 g 4 - vinyl cyclohexene, 305 g toluene, 113 g acetic anhydride and 10 g sodium acetate, under stirring cooling to 5 °C -15 °C;(2) Then starting to drop the 100 g 45percent hydrogen peroxide, control drop acceleration reaction system temperature is maintained not more than 25 °C, about 1.5 hours after the completion of the dropping, after dropping reaction 6 hours;(3) In the system is slowly added 35 g of the commercially available 50percent liquid alkali to adjust the pH to 10 - 12, stirring 5 minutes left standstill phase-splitting, separating the upper organic phase;(4) Add 60 g 10percent sodium sulfite aqueous solution, stirring 5 minutes left standstill phase-splitting, separating the upper organic phase (pH=10 - 12, starch potassium iodide paper display no peroxide residual), desolution recovery toluene to get the crude product;(5) The crude product of rectification and purification, charge purity of 99percent or more fraction 92 g, product yield is up to 92percent, the selectivity 99percent.

Uses

Corrosion inhibitors and anti-scaling agents

Construction|7-Oxabicyclo[4.1.0]heptane, 3-ethenyl-: ACTIVE

Computed Properties

Molecular Weight:124.18
XLogP3:1.7
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:124.088815002
Monoisotopic Mass:124.088815002
Topological Polar Surface Area:12.5
Heavy Atom Count:9
Complexity:131
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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