Tert-butyl cyclohexane

P. Terech, P. Maldivi, C. Dammer. Living polymers in organic solvents Stress relaxation in bicopper tetracarboxylate/tert-butyl cyclohexane solutions. J Phys II (France) 4 1799-1811, 1994. 

Tab. 24 Hydrid-Rcduktion des ungehinderten 4-Oxo-l-tert.-butyl-cyclohexans untcr asymmetrischer Induktion zu trans- und cis-4-Hydroxy-l-tert.-butyl-cyclohexan...

Oxo-l-tert.-butyl-cyclohexan tert.-Butyl-cyclohexan 77% d.Th. 

Die Reduktion von cis- Oder frans-4-Chlor-4-methyl-l-tert.-butyl-cyclohexan mit Chrom(II)-Athylendiamin-Komplexen mit oder ohne 1-Butanthiol zeigt, daB bei Zugabe des H-Donators iiberwiegend das trans-4-Methyl- I-tert.-butyl-cyclohexan, ohne H-Dona-tor iiberwiegend (jedoch nicht mit der gleich hohen Selektivitat) cis-4-Methyl- 1-tert.-butyl-cyclohexan gcbildct wird2 ... 

Zur Reduktion von l,3,5-Tri-tert.-butyl-l,4-benzochinol zum 4,6-Dioxo-l, 3,5-tri-tert.-butyl-cyclohexan s. Bd. VII/3b, S. 736. 

H3C]3C- >-Cl 0,13 Mol Olefin + 0.245 Mol HBr Hg-Mitteldruck-Lampe. Pentan -78° 1 Stde. t-4-Chlor-t-3-brom-r-l-tert.-butyl-cyclohexan + t-4-Chlor-c-3-broni-r-l-tert.-butyl-cyclohexctn 77 (95 5) 64-71 (F 31,5-32,5°) 0,1 i... 

HaC)3C— ) IrCl4, H,IrCl6, P(OH)3 trans-3-Hydroxy-1 -tert. -butyl-cyclohexan 4-6... 

If a disubstituted cyclohexane has two different substituents then the most stable conformation is the chair that has the larger substituent m an equatorial orientation This IS most apparent when one of the substituents is a bulky group such as tert butyl Thus the most stable conformation of cis 1 tert butyl 2 methylcyclohexane has an equatorial tert butyl group and an axial methyl group... 

Make molecular models of the two chair conformations of cis 1 tert butyl 4 phenyl cyclohexane What is the strain energy calculated for each conformation by molecular mechanics Which has a greater preference for the equatorial onentation phenyl or tert butyD... 

The same kind of conformational analysis just carried out for cis- and fraus-l,2-dimethylcydohexane can be done for any substituted cyclohexane, such as as-l-tert-butyl-4-chlorocydohexane (see Worked Example 4.3). As you might imagine, though, the situation becomes more complex as the number of... 

Spray solution 1 Mix 1 ml tert-butyl hypochlorite with 100 ml cyclohexane. 

A recent stndy (13,27) describes the use of Co-Si-TUD-1 for the liquid-phase oxidation of cyclohexane. Several other metals were tested as well. TBHP (tert-butyl hydroperoxide) was used as an oxidant and the reactions were carried out at 70°C. Oxidation of cyclohexane was carried out using 20 ml of a mixture of cyclohexane, 35mol% TBHP and 1 g of chlorobenzene as internal standard, in combination with the catalyst (0.1 mmol of active metal pretreated overnight at 180°C). Identification of the products was carried out using GC-MS. The concentration of carboxylic side products was determined by GC analysis from separate samples after conversion into the respective methyl esters. Evolution and consumption of molecular oxygen was monitored volumetrically with an attached gas burette. All mass balances were 92% or better. 

The trityl radical (gold-coloured) is readily oxidized to peroxide (white) the comparable 2,4,6-tri-(tert-butyl)phenoxy radical (blue) in, e.g., cyclohexane was applied by Paris et al." to so-called free radical titration (either potentiometric or photometric) of oxygen or antioxidant (the latter by hydrogen abstraction). 

Treatment of either the cis or trans isomer of 4-/m-bu(yl-1 -phenylcyclohexanol with trifluoroacetic acid and one of a variety of organosilicon hydrides in dichloromethane yields a mixture of cis- and trans-4-tert-butyl-l-phenyl-cyclohexane and the elimination product, 4-/er/-butyl -1 -phenylcyclohexene... 

Bis(aminomethyl)cyclohexane, c349 l,2-Bis(benzylamino)ethane, d74 Bis(3-tert-butyl-4-hydroxy-5-ethylplienyl) sulfide, tl40... 

While the DCJTB series replaced the active methyl group with tert-butyl or iso-propyl substituents to avoid bis-Knovenagel condensation reactions during the synthesis of DCM or DCJ series, Zhang et al. came up with the idea of using substituted cyclohexane rings to block the reactive site of the pyran ring. They then synthesized a series of 4H-benzopyran-based red emitters (158-160) as shown in Scheme 3.49 [210]. 

However, this multistep procedure is experimentally complex. A simpler variation described in 199127 consists of the reaction of an aldehyde and a nitro compound in the presence of triethylamine, TBAF and tert-butyl-dimethylsilyl chloride. Under these conditions, nitro sugars are obtained in good yieds and higher diastereoselectivities than those afforded by the standard conditions. This procedure was used in several synthesis of 2-nitro-2-deoxyaldoses, as for the condensation of l,l-diethoxy-2-nitroethane and l,2 3,4-di-0-isopropylidene-a-D-galacto-hexodialdo-l,5-piranose.28 More recently, it was applied to the addition of ethyl nitroacetate to the D-glucose derived aldehyde 18, to give nitro sugar derivatives 26, key precursors of polysubstituted cyclohexane a-amino acids (Scheme 10).29... 

Materials. Methylene 4,4 -diphenyldiisocyanate (MDI, Mobay) was recrystallized from cyclohexane. Toluenediisocyanate (TDI— represents mixture of 2,4- and 2,6-isomers in 80/20 ratio), p-toluidine (Aldrich) and aniline (Aldrich) were purified by vacuum distillation before use. Diphenylmethane, tert-butyl peroxide (TBP), 4-bromoaniline, butyl lithium in hexane, and ethyl chloroformate, were obtained from Aldrich and used as received. Spectrograde tetrahydrofuran (THF) and benzene from Burdick and Jackson were used as received. Poly(tetramethylene ether glycol) with MW 1000 was obtained from polysciences and dehydrated under a rough vacuum at 50 °C for 24 h. 

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