Cyclohexene 3,3-dimethyl

Cyclohexyl-cyclohexen 1,2-Dimethyl-cyclohexen 1 -Methyl-4-isopropyl-cyolohexen 1 -Athyl-4-isopropyl-cyclohexen 3,7,7-Trimethyl-bicyclo[4.1.0]hepten-(3)... 

A breakthrough was achieved by Slaugh and MuUineaux at Shell, who discovered the beneficial effect of trialkylphosphines such as PEtj, P( Bu)3, or P(Cy)3 on the cobalt-catalyzed hydroformylation-hydrogenation tandem reaction with several olefins as substrates (1- and 2-pentene, 1-butene, propylene, methyl-pentenes, cyclohexenes, dimethyl-butenes, and higher olefins) [31, 36]. Large substituents at the phosphorus, as present in tris(2-ethylhexyl)phosphine, reduce... 

Chlorobenzene Cycio hexanone Cyclohexene Dimethyl formamide... 

Thietans substituted with two trifluoromethyl groups (143) are obtained by treatment of hexafluorothioacetone dimer (142) and olefins (e.g. cyclohexene, dimethyl maleate) with potassium fluoride-DMF. ... 

Construct a molecular model of the product formed by anti addition of Br2 to 1 2 dimethyl cyclohexene... 

The stmcture of vitamin A [11103-57-4] and some of the important derivatives are shown in Figure 1. The parent stmcture is aH-Zra/ j -retinol [68-26-8] and its lUPAC name is (all-E)-3,7-dimethyl-9-(2,6,6-trimethyl-l-cyclohexen-l-yl)-2,4,6,8-nonatetraen-l-ol (1). The numbering system for vitamin A derivatives parallels the system used for the carotenoids. In older Hterature, vitamin A compounds are named as derivatives of trimethyl cyclohexene and the side chain is named as a substituent. For retinoic acid derivatives, the carboxyl group is denoted as C-1 and the trimethyl cyclohexane ring as a substituent on C-9. The stmctures of vitamin A and -carotene were elucidated by Karrer in 1930 and several derivatives of the vitamin were prepared by this group (5,6). In 1935, Wald isolated a substance found in the visual pigments of the eye and was able to show that this material was identical with Karrer s retinaldehyde [116-31-4] (5) (7). 

Conversion of 2-cyano-5,5-dimethyl-3-ethoxy-2-cyclohexene (601) into (602) by hydroxylamine has been accomplished (73MI41604). Reduction of the homocyclic ring in the 3-substituted 2,1-benzisoxazole occurred with H2/Pd-C to give the tetrahydro analogs (equation 65) (74JHC395). 

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). 

Chemical Name 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1 yl]-2,4,6,8-nonatetraenoic acid... 

Problem 7.3 What product would you expect to obtain from addition of Cl2 to 1,2-dimethyl-cyclohexene Show the stereochemistry of the product. 

Azetidines 19 and 21 resulted (81M12) from photocycloaddition of 1,3-dimethyl-6-azathymine 17 with 1-heptene. The reaction could also be extended to the irradiation of 17 with 2-heptene, cyclohexene, and 1-, 3-, or 4-methylcyclohexene to give 20 and 22, respectively (87MI2). Photocycloaddition of dihalomaleimides 23 with 18 gave tricyclic 24 (83AG156) (Scheme 6). 

The anion of nonracemic l,4-dimethyl-3-(phenylsulfinyl)-1-cyclohexene underwent conjugate addition to methyl 2-methyl-5-oxo-Tcyclopentenecarboxylate with high diastereoselectivity22. 

Hydroxy-9-methoxy-3,7-dimethyl-1 - [2,6,6-trimethyl-cyclohexen-( 1 )-yl ]-nonatrien-(I,4,6)... 

So erhalt man z. B. aus 6-Oxo-3,3-dimethyl-cyclohexen/Athylendiamin zu 47% d.Th. 4-Oxo-l,1 -dimethyl-cyclohexan [23 Stdn./25° mit Chrom(II)-acetat, Essigsaure, Metha-... 

Wahrend l-ChIor-6-oxo-3,3-dimethyI-cyclohexen bei -2,05 Vin wasserfreiem Aceto-nitril zum 6-Oxo-3,3-dimethyl-cyclohexen (66% d.Th.) reduziert wird, erhalt man in was-serhaltigem Acetonitril, ebenfalls bei -2,05 V, 2,12-Dichlor-l-hydroxy-3-oxo-6,6,9,9-tetramethyl-tricyclo[6.3.1.02 7]dodecan (18% d. Th.)2 ... 

Ahnliche heterocyclische Dimere werden aus Tetramethyl-l,4-benzochinon (s. S. 644) bzw. l-Chlor-6-oxo-3,3-dimethyl-cyclohexen (s.S. 643) erhalten. 

Bis- 3-(bzw.4)-[2,2-dimethyl-2-(2-hydroxy-propyl)-1 -dehydro-hydrazinocarbonyl]-phenyl - 687 Bis-[2-methy]-phenyl]- 538 -bis-phosphonsaure-diester 523 Bis-[trifluormethy]]- 538 tert.-Butyl-( 1-hydroperoxy-cyclopentyl)- 571 tert.-Butyl-( 1 -hydroxy-cyclopentyl)- 571 (4-Chlor-phenyl)-(2-nitro-phenyl)- 693 (4-Chlor-phenylthio)-(4-nitro-phenyl)- 700 [Cyclohexen-(l)-yl]-phenyl- 368 Diaryl- 550, 552, 558, 567 Diphenyl-... 

Enantioselective bromination of cyclohexene (11) in an inclusion complex with the optically active host compound, (i, i )-(-)-trans-4,5-bis(hydroxy-diphenylmethyl)-2,2-dimethyl-l,3-dioxacyclopentane (10a) was accomplished. 

---