2979-37-5

Basic information

• Product Name: 4-tert-butyl-2-deuterio-cyclohexanone
• Synonyms: 4-tert-butyl-2-deuterio-cyclohexanone
• CAS NO: 2979-37-5
• Molecular Weight: 155.244
• Mol File: 2979-37-5.mol

Chemical Properties

• CAS DataBase Reference: 4-tert-butyl-2-deuterio-cyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butyl-2-deuterio-cyclohexanone(2979-37-5)
• EPA Substance Registry System: 4-tert-butyl-2-deuterio-cyclohexanone(2979-37-5)

Safety Data

• Hazardous Substances Data: 2979-37-5(Hazardous Substances Data)

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 
• 21862-63-5 trans-4-tert-butylcyclohexanol 
• 937-05-3 cis-4-tert-butyl-1-cyclohexanol 
• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 

Relevant articles and documents

Investigations into the mechanism of regioselective C-deuteriation of enolates under 'base-free' conditions

Regioselective C-deuteriation of enolates was efficiently achieved by quenching the corresponding base-free enolate in the presence of a carbonyl chelating deuterium source. We comment on factors (such as the presence of base and the structural nature of the deuterium reagent) that are responsible for this observed regioselectivity and comment on the role of the deuterium source. (C) 2000 Elsevier Science Ltd.

Identifying the roles of amino acids, alcohols and 1,2-diamines as mediators in coupling of haloarenes to arenes

Coupling of haloarenes to arenes has been facilitated by a diverse range of organic additives in the presence of KOtBu or NaOtBu since the first report in 2008. Very recently, we showed that the reactivity of some of these additives (e.g., compounds 6 and 7) could be explained by the formation of organic electron donors in situ, but the role of other additives was not addressed. The simplest of these, alcohols, including 1,2-diols, 1,2-diamines, and amino acids are the most intriguing, and we now report experiments that support their roles as precursors of organic electron donors, underlining the importance of this mode of initiation in these coupling reactions.

Investigations on the efficiency of regioselective C-deuteration of Endocyclic enolates

Regioselective C-deuteration of a series of Endocyclic enolates (derived from cyclic aryl ketones) was efficiently achieved by quenching the corresponding "base-free" enolate in the presence of a suitable deuterium source. We discuss the structural nature of the deuterium donor and comment on the use of additives within this deuteration step.

Stereochemistry of Dithianyllithium Addition to Cyclohexanone

The reaction of 2-phenyl-1,3-dithianyllithium (1-Li) with 4-tert-butylcyclohexanone in cyclohexane and tetrahydrofuran may proceed either with kinetic or thermodynamic control.In the latter case carbinol formation involves exclusively equatorial attack.In contrast, only kinetic control is seen in the reaction of the same ketone with 1,3-dithianyllithium (2-Li) or its mono-S-oxide (3-Li).No addition but only enolate formation occurs in solvent hexamethylphosphoric triamide; with 1--4-tert-butylcyclohexanol reversal of the addition reaction is seen in this solvent.