4096-33-7

Basic information

• Product Name: 1-HYDROXYPEROXY-1-CYCLOHEXENE-3
• Synonyms: 1-HYDROXYPEROXY-1-CYCLOHEXENE-3;3-Cyclohexen-1-yl hydroperoxide;3-Cyclohexenyl hydroperoxide
• CAS NO: 4096-33-7
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.16
• Mol File: 4096-33-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 173.66°C (rough estimate)
• Flash Point: 75.7°C
• Appearance: /
• Density: 1.0353 (rough estimate)
• Vapor Pressure: 0.0751mmHg at 25°C
• Refractive Index: 1.4495 (estimate)
• CAS DataBase Reference: 1-HYDROXYPEROXY-1-CYCLOHEXENE-3(CAS DataBase Reference)
• NIST Chemistry Reference: 1-HYDROXYPEROXY-1-CYCLOHEXENE-3(4096-33-7)
• EPA Substance Registry System: 1-HYDROXYPEROXY-1-CYCLOHEXENE-3(4096-33-7)

Safety Data

• Hazardous Substances Data: 4096-33-7(Hazardous Substances Data)

Usage

Cyclic organic peroxide

It is a cyclic organic peroxide, meaning it contains a cyclic structure with peroxide (-O-O-) functional groups.

Hydroxyl and peroxy functional groups

The compound has both hydroxyl (-OH) and peroxy (-O-O-) functional groups, which contribute to its unique chemical properties and reactivity.

Radical initiator in polymerization reactions

1-Hydroxyperoxy-1-cyclohexene-3 is known for its potential as a radical initiator, which means it can help start polymerization reactions by generating free radicals that initiate the reaction process.

Industrial applications

The compound is used in various industrial processes as a source of reactive oxygen species, which can be useful in different chemical reactions and processes.

Research on potential applications

1-Hydroxyperoxy-1-cyclohexene-3 has been the subject of research for its potential applications in antimicrobial, antioxidant, and anti-inflammatory products due to its unique chemical structure and properties.

Antimicrobial properties

The compound may have antimicrobial properties, which could make it useful in the development of products designed to inhibit or kill microorganisms such as bacteria, viruses, and fungi.

Antioxidant properties

1-Hydroxyperoxy-1-cyclohexene-3 may exhibit antioxidant properties, which could help prevent or slow down the oxidation of other molecules, potentially leading to longer-lasting and more stable products.

Anti-inflammatory properties

The compound may also have anti-inflammatory properties, which could be beneficial in the development of products designed to reduce inflammation and alleviate pain or discomfort.

InChI:InChI=1/C6H10O2/c7-8-6-4-2-1-3-5-6/h1-2,6-7H,3-5H2

Upstream product

• 3310-62-1 2,3-diazabicyclo<2.2.2>oct-2-ene 
• 110-83-8 cyclohexene 
• 4096-34-8 cyclohex-3-enone 
• 1085-95-6 Δ³-Cyclohexenon-p-toluolsulfonylhydrazon 

Downstream Products

• 80778-31-0 trans-3,cis-4-dibromocyclohexyl hydroperoxide 
• 80778-31-0 cis-3,trans-4-dibromocyclohexyl hydroperoxide 

Relevant articles and documents

Oxidation with the "O2 - H2O2 - Vauauium complex - Pyrazine-2-carboxylic acid" reagent 9. Oxidation of cyclohexene and decalin

The oxidation of cyclohexene with hydrogen peroxide catalyzed by a vanadium complex and pyrazine-2-carboxylic acid (PCA) in air results in the formation of cyclohex-2-enyl hydroperoxide as the main product and cyclohex-2-enol, cyclohex-2-enone, cyclohex-3-enyl hydroperoxide, cyclohex-3-enol, cyclohexanol, cyclohexane, and 1,2-epoxycyclohexane in lesser amounts. The composition of the products of oxidation of decalin isomers with the system in question is similar to those obtained in the photochemical oxidation with hydrogen peroxide in air and in the oxidation with air in the presence of anthraquinone. A proposed mechanism for the oxidation includes the initiation by hydroxyl radicals generated from hydrogen peroxide under the action of the V - PCA system.

Prostaglandin Endoperoxide Model Compounds. Part 2. Stereospecific Synthesis of Isomeric 5-Bromo-2,3-dioxabicycloheptanes and 2-Bromo-6,7-dioxabicyclooctanes

Cyclopent-3-enyl hydroperoxide (9) has been prepared from cyclopentadiene via hydroboration and autoxidation, and converted by bromination into trans-3,cis-4-dibromocyclopentyl hydroperoxide (10).Reaction of compound (10) with silver oxide has afforded endo-5-bromo-2,3-dioxabicycloheptane (11) (42percent), whereas treatment of compound (10) with silver trifluoroacetate has provided exo-5-bromo-2,3-dioxabicycloheptane (15) (6percent) and exo-5-trifluoroacetoxy-2,3-dioxabicycloheptane (16) (14percent).The exo-bromide (15) (11percent) has also been prepared from cyclopent-3-enyl bromide by trans-hydroperoxybromination and ring closure with silver oxide.The configurations of the peroxides have been confirmed by catalytic hydrogenation.Cyclohex-3-enyl hydroperoxide (26) has been prepared from anisole by a 5-step procedure ending with oxidation of N-cyclohex-3-enyl-N'-tosylhydrzide, and converted by bromination into a mixture of two diastereoisomeric 3,4-dibromocyclohexyl hydroperoxides.Treatment of the trans-3,cis-4-dibromide (27) with silver oxide has afforded endo-2-bromo-6,7-dioxabicyclooctane (29) (40percent), whereas reaction of the cis-3,trans-4-dibromide (28) with silver trifluoroacetate has provided exo-2-bromo-6,7-dioxabicyclooctane (30) (18percent).Treatment of compound (27) with silver trifluoroacetate yielded a 9:1 mixture of peroxides (30) and (29) (19percent), but compound (28) did not react with silver oxide.It is suggested that the silver oxide-induced dioxabicyclizations proceed by an SN2 mechanism whereas the silver trifluoroacetate reactions involve a bromonium ion intermediate.