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Cyclohexene is used as a solvent. It is employed as a precursor to caprolactam, adipic acid, maleic acid, dicyclohexyladipate and cyclohexeneoxide. It is used as an intermediate for the production of cyclohexanol and cyclohexeneoxide.
Protection of the phenolic OH of tyrosine as the cyclohexyl ether has been effected with BF3 etherate. The group can be cleaved with HF or HBr/AcOH: J. Am. Chem. Soc., 100, 3559 (1978).
Hydrogen donor in catalytic hydrogen-transfer reactions, usually with palladium. For reviews, see: Chem. Rev., 74, 567 (1974); 85, 129 (1985). Examples:
Hydrogenolysis of benzyloxycarbonyl groups: Synthesis, 685 (1976). Simultaneous cleavage of benzyl and benzyloxycarbonyl groups: J. Chem. Soc., Perkin 1, 490 (1977). Cleavage of benzyl ethers: Synthesis, 396 (1981). With FeCl3, reduction of aryl carbonyl groups to methylene: J. Chem. Soc., Chem. Commun., 757 (1976).
Conditions have been described for work-up of the ozonide to give the monoacetal of the dialdehyde, the aldehydo-ester, or the dimethyl acetal of the methyl ester: Org. Synth. Coll., 7, 168 (1990).
Undergoes allylic acetoxylation, catalyzed by Palladium(II) acetate, 10516 , in the presence of MnO2 and 1,4-benzoquinone: Org. Synth. Coll., 8, 137 (1993).
Xu, L. Q.; Chen, J. C.; Qian, S. S.; Zhang, A. K.; Fu, G. D.; Li, C. M.; Kang, E. T. PEGylated Metalloporphyrin Nanoparticles as a Promising Catalyst for the Heterogeneous Oxidation of Cyclohexene in Water. Macromol. Chem. Phys. 2015, 216 (4), 417-426.
Hu, X.; Shi, Y.; Zhang, Y.; Zhu, B.; Zhang, S.; Huang, W. Nanotubular TiO2-supported amorphous Co-B catalysts and their catalytic performances for hydroformylation of cyclohexene. Catal. Commun. 2015, 59, 45-49.
Hazard Statements: H225-H302-H304
Highly flammable liquid and vapour. Harmful if swallowed. May be fatal if swallowed and enters airways.
Precautionary Statements: P210-P280a-P301+P310a-P303+P361+P353-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves and eye/face protection. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.