1,2-Epoxy cyclohexane

CAS 286-20-4 EINECS/ELINCS 206-007-7 Synonyms Bicycle [4.1.0] heptane, 7-oxa- CCHO Cyclohexane, 1,2-epoxy- Cyclohexane oxide Cyclohexene epoxide Cyclohexene-1-oxide 1,2-Cyclohexene oxide Cyclohexylene oxide Epoxycyclohexane 1,2-Epoxycyclohexane 7-Oxabicyclo [4.1.0] heptane Tetramethyleneoxirane Empirical CeHioO... 

Benzene, toluene, and xylene are made mosdy from catalytic reforming of naphthas with units similar to those already discussed. As a gross mixture, these aromatics are the backbone of gasoline blending for high octane numbers. However, there are many chemicals derived from these same aromatics thus many aromatic petrochemicals have their beginning by selective extraction from naphtha or gas—oil reformate. Benzene and cyclohexane are responsible for products such as nylon and polyester fibers, polystyrene, epoxy resins (qv), phenolic resins (qv), and polyurethanes (see Fibers Styrene plastics Urethane POLYiffiRs). 

Construct a molecular model of rra i-2-bromocyclohexanol in its most stable conformation. This conformation is ill-suited to undergo epoxide formation on treatment with base. Why What must happen in order to produce 1,2-epoxy cyclohexane from rra i-2-bromocyclohexanol ... 

The synthesis of the trisubstituted cyclohexane sector 160 commences with the preparation of optically active (/ )-2-cyclohexen-l-ol (199) (see Scheme 49). To accomplish this objective, the decision was made to utilize the powerful catalytic asymmetric reduction process developed by Corey and his colleagues at Harvard.83 Treatment of 2-bromocyclohexenone (196) with BH3 SMe2 in the presence of 5 mol % of oxazaborolidine 197 provides enantiomeri-cally enriched allylic alcohol 198 (99% yield, 96% ee). Reductive cleavage of the C-Br bond in 198 with lithium metal in terf-butyl alcohol and THF then provides optically active (/ )-2-cyclo-hexen-l-ol (199). When the latter substance is treated with wCPBA, a hydroxyl-directed Henbest epoxidation84 takes place to give an epoxy alcohol which can subsequently be protected in the form of a benzyl ether (see 175) under standard conditions. 

Cyclohexane, methyl, 55, 112 CYCLOHEXANECARBOXYLIC ACID, 1 cyano-2-methyl-, ethyl ester, 55, 57 CYCLOHEXANONE, 2,3-epoxy- [7-Oxa-bityUo[4 1 0]heptan-2-one], 55, 52 2-Cyclohexen-l-one, 55, 52 5-Cyclohexene-l,4-dione, 2,3-dichloro-2,5-di-fm-butyl- [5-Cyclohexene-l,4-dione, 2,3-dichloro-2,5-bis( 1,1-di-methylethyl)-], 55, 32 5-Cyclohexene-l, 4-dione, 2,3,5-tnchloro-... 

Dagegen werden mit Triathyl-silan/Bortrifluorid (s.S. 412) gesattigte Kohlenwasser-stoffe erhalten. Allerdings ist die Reaktionsgeschwindigkeit stark strukturabhangig. So erhalt man z.B. aus 1,2-Epoxy-cyclohexan bei 20° erst nach mehreren Wochen Cyclohexan und aus 2,3-Diphenyl-oxiran innerhalb einer Woche bei 20° quantitativ l, 2-Diphenyl-dthan5. 

For example, the parent bicyclo[2.2.1] system 9 affords the epoxy-aldehyde 64 in high yield (97 %) in nonpolar solvents (cyclohexane)62). The mechanism is rationalized in equation 52. Small amounts (ca. 1 %) of the bicyclic ether 65 are also formed, but it is known that 64 rearranges into 65 on heating 62). 

Epoxy-4-epoxyethyl cyclohexane 1.2- Epoxypropane, see Propylene oxide 2.3- Epoxy-1-propanol, see Clycidol ... 

Structure and Reactivity Relationships in the Photoinitiated Cationic Polymerization of 3,4-Epoxy cyclohexylmethyl-3, 4 -epoxy cyclohexane... 

As shown in Eq. 9.48, optically active alkylidene lactones having an iodoalkyl substituent were prepared from the corresponding optically active epoxy alcohol by means of the Sharpless epoxidation. These represent precursors of optically active functionalized cyclopentanes and cyclohexanes, respectively, as shown in the equation [92]. 

Phase Separation Mechanism in Hexane-Epoxy Systems. . Influence of Reaction Parameters on the Morphology of Cyclohexane-Modified Epoxy Networks Prepared via CIPS... 

Characteristics of Epoxy Networks Prepared with Hexane and Cyclohexane via CIPS. 

Fig. 23a. SEM micrographs of macroporous epoxy networks prepared via CIPS with 15 wt % cyclohexane at a curing temperature of 40 °C. Reprinted from Polymer, 37(25). J. Kiefer, J.G. HUborn and J.L. Hedrick, Chemically induced phase separation a new technique for the synthesis of macroporous epoxy networks p 5721, Copyright (1996), with permission from Elsevier Science...

Fig. 23b. SEM micrographs of macroporous epoxy networks prepared via CIPS with 20 wt % cyclohexane at a curing temperature of 40 °C...

Fig. 24. Pore size distributions of macroporous epoxies prepared via CIPS with cyclohexane obtained from image analysis...

Fig. 28. Weight loss of epoxies prepared with 20 wt % cyclohexane before and after the drying procedure measured with TGA...

Fig. 29. Weight loss of cyclohexane modified epoxies by holding at T=200 °C...

Fig. 38. Glass transition temperature of epoxies prepared with cyclohexane via CIPS before and after the drying procedure...

The numerical simulations of the stress distributions are carried out on porous materials submitted to uniaxial loading. In order to check the validity of the numerical simulations, macroporous epoxies are prepared via the CIPS technique. Cyclohexane is selected as the solvent, thus resulting in the formation of a closed porosity, and the statistical distribution of the voids coincides with the random distribution of the model system. The structural characteristics of these materials prepared by curing at T=80 °C are summarized in Table 4. 

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