169294-55-7

Basic information

• Product Name: 4-tert-butyl-1-methoxy-cyclohexyl hydroperoxide
• Synonyms: 4-tert-butyl-1-methoxy-cyclohexyl hydroperoxide
• CAS NO: 169294-55-7
• Molecular Weight: 202.294
• Mol File: 169294-55-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-tert-butyl-1-methoxy-cyclohexyl hydroperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butyl-1-methoxy-cyclohexyl hydroperoxide(169294-55-7)
• EPA Substance Registry System: 4-tert-butyl-1-methoxy-cyclohexyl hydroperoxide(169294-55-7)

Safety Data

• Hazardous Substances Data: 169294-55-7(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 13294-73-0 1-tert-butyl-4-methylenecyclohexane 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 126781-85-9 1-(tert-butyl)-4-(methoxymethylene)cyclohexane 

Downstream Products

• 98-53-3 4-tercbutyl-cyclohexanone 
• 229323-96-0 1,1-dihydroperoxy-(4-tert-butyl)cyclohexane 

Relevant articles and documents

Hydroperoxide-mediated C-C bond formation: Synthesis of 1,2-dioxolanes from alkoxyhydroperoxides in the presence of Lewis acids

Lewis-acid activation of ozonolysis-derived hydroperoxyketals affords intermediate hydroperoxycarbenium ions (protonated carbonyl oxides) which undergo addition of allyltrimethylsilane to directly afford 1,2-dioxolanes.

A mild one-pot conversion of alkenes into amines through tandem ozonolysis and reductive amination

The selective reduction of hydroperoxyacetals to aldehydes by sodium triacetoxyborohydride provides the basis for a mild one-pot synthesis of amines from alkenes. Georg Thieme Verlag Stuttgart.

The effect of iodine on the peroxidation of carbonyl compounds

(Chemical Equation Presented) Peroxidation of ketones and aldehydes with iodine as a catalyst was studied. Ketones reacted with 30% aq hydrogen peroxide in the presence of 10 mol % of iodine to yield gem-dihydroperoxides in acetonitrile and hydroperoxyketals in methanol. The yield of hydroperoxidation of various cyclic ketones was 60-98%, including androstane-3,17-dione, while acyclic ketones were converted with a similar efficiency. Aromatic aldehydes were also converted to gem-dihydroperoxides with hydrogen peroxide and iodine as catalyst in acetonitrile and to hydroperoxyacetal in methanol, while the reactivity of aliphatic ones remained the same as in noncatalyzed reactions. tert-Butylhydroperoxide reacted in a similar manner, giving the corresponding perether derivatives. A study was also made of the relative kinetics of dihydroperoxidation from which the Hammet equation gave a reaction constant (ρ) of -2.76, indicating the strong positive charge development in the transition state and the important role of rehybridization in the conversion of hydroperoxyhemiketal to gem-dihydroperoxide. In acetonitrile, the iodine catalyst is apparently able to discriminate between the elimination of a hydroxy, methoxy, and hydroperoxy group and addition of water, methanol, and H2O2 to a carbonyl group.