244237-78-3

Basic information

• Product Name: α-Hydroperoxybenzyl hydroperoxide
• Synonyms: α-Hydroperoxybenzyl hydroperoxide
• CAS NO: 244237-78-3
• Molecular Weight: 156.138
• Mol File: 244237-78-3.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: α-Hydroperoxybenzyl hydroperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: α-Hydroperoxybenzyl hydroperoxide(244237-78-3)
• EPA Substance Registry System: α-Hydroperoxybenzyl hydroperoxide(244237-78-3)

Safety Data

• Hazardous Substances Data: 244237-78-3(Hazardous Substances Data)

Upstream product

• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 100-52-7 benzaldehyde 
• 27005-97-6 6-phenyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 1262765-35-4 3-ethoxy-6-phenyl-1,2,4,5-tetroxane 
• 1262765-29-6 3-methoxy-6-phenyl-1,2,4,5-tetroxane 
• 16204-37-8 3,6-diphenyl-1,2,4,5-tetraoxane 
• 1018987-88-6 8-phenyl-6,7,9,10-tetraoxaspiro[4.5]decane 
• 1394206-96-2 3-isopropyl-3-methyl-6-phenyl-1,2,4,5-tetraoxane 
• 244237-81-8 α,α-Bis(trimethylsilyldioxy)toluene 

Relevant articles and documents

A simple and efficient synthesis of gem-dihydroperoxides from ketones using aqueous hydrogen peroxide and catalytic ceric ammonium nitrate

Ketones were efficiently converted into the corresponding gem-dihydroperoxides in high yields within a short period of time on treatment with aqueous H2O2 (50%) in the presence of a catalytic amount of CAN in acetonitrile at room temperature.

Synthesis of Primary gem-Dihydroperoxides and Their Peroxycarbenium [3 + 2] Cycloaddition Reactions with Alkenes

It is long known that dihydroperoxidation of aliphatic aldehydes is extremely difficult and normally stops halfway at the hydroxyhydroperoxide stage. This strange phenomenon now has been explored, and a highly effective protocol for conversion of aliphatic aldehydes into gem-dihydroperoxides has been developed. Silyl protection of primary gem-dihydroperoxides, which is also a challenge due to unexpected based-induced decomposition, was achieved using 2,6-lutidine as the base. The silyl-protected gem-dihydroperoxides were then examined in a peroxycarbenium [3 + 2] cycloaddition reaction with alkenes for the first time. Aromatic substrates normally reacted smoothly, affording the expected 1,2-dioxolanes smoothly. Aliphatic aldehydes generally failed to yield 1,2-dioxolane. In all cases, unexpected formation of either a chlorohydrin or a 1,2-dichloride (with Cl atoms derived from TiCl4) depending on the alkene employed was observed, which displays some so far unknown facets of the cycloaddition and helped to gain many mechanistic insights.

Heteropoly acid/NaY zeolite as a reusable solid catalyst for highly efficient synthesis of gem-dihydroperoxides and 1,2,4,5-Tetraoxanes

Gem-Dihydroperoxides and 1,2,4,5-Tetraoxanes were synthesised from aldehydes and ketones catalysed by heteropoly acid/NaY zeolite (HPA/NaY) as a new, effective and reusable solid catalyst using 30% aqueous hydrogen peroxide at room temperature. The reactions proceeded with high rates and excellent yields.

Synthesis of gem-dihydroperoxides from ketones and aldehydes using silica sulfuric acid as heterogeneous reusable catalyst

Silica sulfuric acid (SSA) was found to efficiently catalyze the conversion of aldehydes and ketones directly into the corresponding gem-dihydroperoxides (DHPs) on treatment with aqueous 30% H2O2 at room temperature. Mild reaction conditions, good to excellent yields, short reaction times, low environmental impact, and recyclability of the catalyst are the main advantages of this synthetic method.