15649-46-4

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 

Downstream Products

• 21661-46-1 trans-2,2,6,6-tetradeuterio-4-tert-butylcyclohexanol 
• 54789-06-9 2,2,6,6-d4-4-tert.-Butylmethylencyclohexan 
• 146384-30-7 4-tert-butylcyclohexene-2,6,6-d3 
• 21661-44-9 cis-2,2,6,6-tetradeuterio-4-tert-butylcyclohexanol 
• 94466-83-8 4-tert-butylcyclohexanol-2,2,6,6-d4 
• 84736-42-5 4-t-butyl-morpholino(2,6,6-D₃)cyclohexene 

Relevant academic research and scientific papers

Visible-Light Controlled Divergent Catalysis Using a Bench-Stable Cobalt(I) Hydride Complex

While the use of visible light in conjunction with transition metal catalysis offers powerful opportunities to switch between on/-off states of catalytic activity, the next frontier would be the ability to switch the actual function of the catalyst and resulting products. Here we report such an example of multi-dimensional catalysis. Featuring an easily prepared, bench-stable cobalt(I) hydride complex in conjunction with pinacolborane, we can switch the reaction outcome between two widely employed transformations, olefin migration and hydroboration, with visible light as the trigger.

Lithium diisopropylamide solvated by hexamethylphosphoramide: Substrate-dependent mechanisms for dehydrobrominations

Lithium diisopropylamide-mediated dehydrobrominations of exo-2-bromonorbornane, 1-bromocyclooctene, and cis-4-bromo-tert-butylcyclohexane were studied in THF solutions and THF solutions with added hexamethylphosphoramide (HMPA). Rate studies reveal a diverse array of mechanisms based on mono-, di-, and trisolvated monomers as well as triple ions. The results are contrasted with analogous eliminations in THF in the absence of HMPA.

Michael addition-elimination mechanism for nucleophilic substitution reaction of cycloalkenyl iodonium salts and selectivity of 1,2-hydrogen shift in cycloalkylidene intermediate

(Chemical Equation Presented) Reactions of cyclohexenyl and cyclopentenyl iodonium salts with cyanide ion in chloroform give cyanide substitution products of allylic and vinylic forms. Deuterium-labeling experiments show that the allylic product is formed via the Michael addition of cyanide to the vinylic iodonium salt, followed by elimination of the iodonio group and 1,2-hydrogen shift in the 2-cyanocycloalkylidene intermediate. The hydrogen shift preferentially occurs from the methylene rather than the methine β-position of the carbene, and the selectivity is rationalized by the DFT calculations. The Michael reaction was also observed in the reaction of cyclopentenyliodonium salt with acetate ion in chloroform. The vinylic substitution products are ascribed to the ligand-coupling (via λ3-iodane) and elimination-addition (via cyclohexyne) pathways.

Effect on conformation on proton affinities of stereoisomeric ethers

The proton affinity (PA) of cis-4-tert-butylcyclohexyl methyl ether with an axial methoxy group is higher by ~ 0.1 kcal mol-1 (1 kcal = 4.184 kJ) than the trans isomer with the equatorial ether group. The gas-phase basicity shows a similar smal

The question of vertical or nonvertical participation of silicon β to a cation in the antiperiplanar stereochemistry

The mechanism of stabilization of a β positive charge by silicon in the antiperiplanar stereochemistry has been clarified by the β secondary deuterium kinetic isotope effect. A kH /kD of 1.17 ± 0.01 has been observed for the trifluor

Effect of the Orientation of an α-Substituent on Vicinal 13C-1H Spin-Spin Coupling Constants

The magnitude of the NMR spin-spin coupling constant, 3J(CH), between a vicinal 13C-1H pair depends, inter alia, on the value of the torsion angle Φ(13C-C-C-H) and is influenced by the presence of an electronegative substituent located on the c