Cyclohexanone Cyclohexene

Cresol p-Cresol Cumene Cyanogen Cyclobutane Cyclohexane Cyclohexanol Cyclohexanone Cyclohexene Cyclopentane Cyclopentene Cyclopropane Cyclohexyl mercaptan Decanal... 

Caustic potash Chloric acid Chlorine, dry Chloroacetic acid Chloroacetone Chloroform Chlorosilanes Chlorosulfonic acid Chromic acid Chromic chloride Chromic fluorides Chromic hydroxide Chromic nitrates Chromic oxides Chromic phosphate Chromic sulfate Coconut oil Cod liver oil Coke oven gas Copper carbonate Copper chloride Copper cyanide Copper nitrate Copper oxide Copper sulfate Corn oil Coconut oil Cresylic acid Crude oil Cutting oils Cyclohexane Cyclohexanol Cyclohexanone Cyclohexene Denatured alcohol Detergent solution Dex train Dextrose Diacetone Diallyl ether Diallyl phthalate Dichloroacetic acid Dichloroaniline o-Dichlorobenzene Dichloroethane Dichloroethylene Dichloromethane Dichlorophenol Diesel oil... 

CHLDROTHENE solvent Cyclohexanol Cyclohexanone Cyclohexene Dehydrated Castor Dll 9-11 Acids ... 

Phenol Vi Cyclohexene. In 1989 Mitsui Petrochemicals developed a process in which phenol was produced from cyclohexene. In this process, benzene is partially hydrogenated to cyclohexene in the presence of water and a mthenium-containing catalyst. The cyclohexene then reacts with water to form cyclohexanol or oxygen to form cyclohexanone. The cyclohexanol or cyclohexanone is then dehydrogenated to phenol. No phenol plants have been built employing this process. 

Photolysis of pyridazine IV-oxide and alkylated pyridazine IV-oxides results in deoxygenation. When this is carried out in the presence of aromatic or methylated aromatic solvents or cyclohexane, the corresponding phenols, hydroxymethyl derivatives or cyclohexanol are formed in addition to pyridazines. In the presence of cyclohexene, cyclohexene oxide and cyclohexanone are generated. 

Hydroxymethylmethyldiazirine (209 unprotonated) formed propionaldehyde as the sole product by thermal nitrogen extrusion 4-hydroxy-l,2-diazaspiro[2.5]oct-l-ene (218) formed a mixture of cyclohexanone (73%), cyclohexenol (21%) and cyclohexene oxide (5%). Thermal decomposition of difluorodiazirine (219) was investigated intensively. In this case there is no intramolecular stabilization possible. On heating for three hours to 165-180 °C hexafluorocyclopropane and tetrafluoroethylene were formed together with perfluorofor-maldazine 64JHC59). 

Other methods for the preparation of cyclohexanecarboxaldehyde include the catalytic hydrogenation of 3-cyclohexene-1-carboxaldehyde, available from the Diels-Alder reaction of butadiene and acrolein, the reduction of cyclohexanecarbonyl chloride by lithium tri-tcrt-butoxy-aluminum hydride,the reduction of iV,A -dimethylcyclohexane-carboxamide with lithium diethoxyaluminum hydride, and the oxidation of the methane-sulfonate of cyclohexylmethanol with dimethyl sulfoxide. The hydrolysis, with simultaneous decarboxylation and rearrangement, of glycidic esters derived from cyclohexanone gives cyclohexanecarboxaldehyde. 

Johnson and Whitehead have further shown that the reductive elimination of the pyrrolidine group from the pyrrolidine enamine of 2,4-dimethyl-cyclohexanone (16), which involved treating it with a mixture of lithium aluminum hydride and aluminum chloride (9), gave the trans isomer of 3,5-dimethyl-/l -cyclohexene (17) which on subsequent hydrogenation on a platinum catalyst led to the // onr-3,5-dimethylcyclohexane (18). 

Acryloyl chloride can be used to cause ring enlargement with the production of a bicyclodiketone when it is treated with a cyclohexanone enamine. This is shown by the reaction of acryloyl chloride (25) with 1-N-morpholino-1-cyclohexene (26), affording diketone 27 upon hydrolysis (32,33). 

Draw a Lewis structure for cyclohexenone that involves charge separation for the most polar bond. Then, draw a Lewis structure that will delocalize one or both charges. Next, examine the actual geometry of cyclohexenone. Are the bond distances consistent with the Lewis structure shown above, or have they altered in accord with your alternative (charge separated) Lewis structure (Structures for cyclohexene and cyclohexanone are available for reference.)... 

Infrared spectrum, benzaldehyde, 730 butanoic acid, 771 cyclohexane., 436 cyclohexanol, 633 cyclohexanone, 730 cyclohexene. 436 cyclohexylamine, 952 diethyl ether, 671 ethanol, 421 hexane. 424 1-hexene, 424 1-hexyne, 424 phenol, 633... 

Cyclohexanone, 5-methyl-2-(2-propenyl)-[36300-104], 55 Cyclohexene [110-83-8], 34 Cyclohexene, 1,6-dibromo- [17202-32-3],... 

Cyclohexanones, 2-alkyl-5 methyl-, 56 Cyclohexene, 34 Cyclohexene, 1,6-dibromo-, 34 CYCLOHEXENE, 3-METHYL-, 101 Cyclohexene, 1-phenyl- [Benzene, (1-eyclohexen-l-yl)-], 106 2-Cyclohexen-l-ol, 2-bromo-, 34 2-Cyclohexen-l-ol, 3-methyl-, 101 2-Cyclohexen-l-one, 2-allyl-3-methyl-[2-Cyclohexen-l-one, 3-methyl-2-(2-piopenyl)-], 55... 

Cyclohexanone, 23,35 Cyclohexene oxide, 137 Cyclohcxyl methyl ether, 137 l-Cydohexyl-2-methylpropene, 68-9 ( )-l-Cyclohexyl-2-trimethyl ilylethene, 12 (Z)-l-Cyclohexyl-2-trimethylsilylelhene, 12 l-Cydohcxyl-2-trimethylsilylethyne, 12 (2-Cyclohexylidene-eihyl)trimethylsilane, 29 Cyclopentadec-2-ynone, 48 Cydopentadiene, 25 Cyclopentanone, 72 Cyclopentenones, 15 Cyclopropanone, 133... 

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-... 

Cyclohexanon Mesityloxid I - Acetyl-cyclohexen 3-Oxo- l-phenyl-buten-( 1)... 

The principles involved in the conformational analysis of six-membered rings containing one or two trigonal atoms, for example, cyclohexanone and cyclohexene are similar. The barrier to interconversion in cyclohexane has been calculated to be 8.4-12.1 kcal mol . Cyclohexanone derivatives also assume a chair conformation. Substituents at C2 can assume an axial or equatorial position depending on steric and electronic influences. The proportion of the conformation with an axial X group is shown in Table 4.4 for a variety of substituents (X) in 2-substituted cyclohexanones. 

The preparation of Pans-1,2-cyclohexanediol by oxidation of cyclohexene with peroxyformic acid and subsequent hydrolysis of the diol monoformate has been described, and other methods for the preparation of both cis- and trans-l,2-cyclohexanediols were cited. Subsequently the trans diol has been prepared by oxidation of cyclohexene with various peroxy acids, with hydrogen peroxide and selenium dioxide, and with iodine and silver acetate by the Prevost reaction. Alternative methods for preparing the trans isomer are hydroboration of various enol derivatives of cyclohexanone and reduction of Pans-2-cyclohexen-l-ol epoxide with lithium aluminum hydride. cis-1,2-Cyclohexanediol has been prepared by cis hydroxylation of cyclohexene with various reagents or catalysts derived from osmium tetroxide, by solvolysis of Pans-2-halocyclohexanol esters in a manner similar to the Woodward-Prevost reaction, by reduction of cis-2-cyclohexen-l-ol epoxide with lithium aluminum hydride, and by oxymercuration of 2-cyclohexen-l-ol with mercury(II) trifluoro-acetate in the presence of ehloral and subsequent reduction. ... 

Because of the many examples of such activation of metal powders by TCS 14 only a limited and arbitrary number will be discussed here. The Clemmensen-type reduction of ketones such as cyclohexanone with Zn powder in the presence of TCS 14 affords, via 2082, 2084, and 2085, cyclohexene and, via 2082, O-silylated pinacol 2083 [19, 20]. Ketones such as 5a-cholestan-3-one 2086 are reduced by Zn dust-TCS 14 in TFIF, in ca 65-70% yield, to give 5a-cholest-2-ene 2087 and ca 5% 5a-cholest-3-ene [21] (Scheme 13.8). 

The role of oxygen on the allyhc oxidation of cyclohexene over the FePcCli6-S/TBHP catalytic system was determined by using 2 labelled oxygen. Since more than 70% of the main cyclohexene oxidation products, 4,11, and 12, had labelled oxygen, we can assure that molecular oxygen acts as co-oxidant. However, under the reaction conditions the over-oxidation of 4 seems to be unavoidable. Labelled 2, 3- epoxy-l-cyclohexanone (13), 2-cyclohexen-l, 4-dione (14), and 4-hydroxy-2-cyclohexen-l-one (15) were detected as reaction products. 

The formation of crystal inclusion of 47 and 48 with cyclic ketones of suitable ring size (cyclopentanone, cyclohexanone) and with cyclohexene oxide are also important facts. Corresponding inclusion compounds with alcohols or amines could not be obtained. With reference to the heterocyclic guest molecules, the suitability of the ring size is likely to be the decisive factor for guest inclusion. 

Cyclohexanone oxime, 32, 15 Cyclohexene, 31, 66 1-Cyclohexene-l-acetonitrile, 31, 25, 26 4-Cyclohexene-1,2-dicarboxylic... 

---