3-Cyclohexenyl hydroperoxide

Base Information

• Chemical Name: 3-Cyclohexenyl hydroperoxide
• CAS No.: 4096-33-7
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• Hs Code.: 2909600000
• UNII: 3F4V7479IQ
• DSSTox Substance ID: DTXSID30961337
• Nikkaji Number: J34.016B
• Wikidata: Q27257141
• Mol file: 4096-33-7.mol

Synonyms:3-Cyclohexenyl hydroperoxide;1-Hydroperoxycyclo-3-hexene;3-Cyclohexene, 1-hydroperoxy-;Hydroperoxide, 3-cyclohexen-1-yl;4096-33-7;3-Cyclohexen-1-yl hydroperoxide;3F4V7479IQ;1-Hydroperoxycyclohex-3-ene;BRN 4956289;UNII-3F4V7479IQ;SCHEMBL6442399;DTXSID30961337;CYCLOHEX-3-ENE-1-PEROXOL;J34.016B;Q27257141

Chemical Property of 3-Cyclohexenyl hydroperoxide

Chemical Property:

• Vapor Pressure: 0.0751mmHg at 25°C
• Refractive Index: 1.4495 (estimate)
• Boiling Point: 201.6°Cat760mmHg
• Flash Point: 75.7°C
• PSA: 29.46000
• Density: 1.06g/cm³
• LogP: 1.58470
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 88.5

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC=C1)OO

Technology Process of 3-Cyclohexenyl hydroperoxide

There total 5 articles about 3-Cyclohexenyl hydroperoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 0.4%

2,3-diazabicyclo<2.2.2>oct-2-ene (3310-62-1) → 1,5-Hexadien (592-42-7) + cyclohex-3-enone (4096-34-8) + bicyclo[2.2.0]hexane (186-04-9) + 2,3-dioxabicyclo[2.2.2]octane (280-53-5) + cyclohex-3-enyl hydroperoxide (4096-33-7)

Guidance literature:

With benzophenone; oxygen; In trichlorofluoromethane; at -20 ℃; for 8h; under 7600 Torr; Mechanism; Irradiation; oxygen trapping of the intermediate triplet biradical 1,4-cyclohexadiyl;

DOI:10.1021/ja00336a069

Reference yield:

cyclohexene (110-83-8) → cyclohexenone (930-68-7) + cyclohex-2-enyl hydroperoxide (4845-05-0) + cyclohex-3-enyl hydroperoxide (4096-33-7) + Cyclohex-2-enol (822-67-3) + 3-cyclohexen-1-ol (822-66-2,72137-22-5) + cyclohexanol (108-93-0)

Guidance literature:

With 2-pyrazylcarboxylic acid; VO₃; dihydrogen peroxide; oxygen; In acetonitrile; at 23 ℃; Product distribution; Mechanism; kinetic curves;

DOI:10.1007/BF02498943

Reference yield:

N-cyclohex-3-enyl-N'-tosylhydrazide → cyclohexyl hydroperoxide (766-07-4) + cyclohex-3-enyl hydroperoxide (4096-33-7)

Guidance literature:

With sodium peroxide; dihydrogen peroxide; In tetrahydrofuran; Yield given. Yields of byproduct given;

DOI:10.1039/P19810003272

upstream raw materials:

2,3-diazabicyclo<2.2.2>oct-2-ene

cyclohexene

cyclohex-3-enone

Δ³-Cyclohexenon-p-toluolsulfonylhydrazon

Downstream raw materials:

trans-3,cis-4-dibromocyclohexyl hydroperoxide

cis-3,trans-4-dibromocyclohexyl hydroperoxide

Refernces

• 1、 Adam, Waldemar,Hannemann, Klaus,Wilson, R. Marshall. "UV-Laser Photochemistry of the Azoalkane 2,3-Diazabicyclooct-2-ene: Trapping of the Short-Lived, Triplet Biradical 1,4-Cyclohexadiyl by Molecular Oxygen". . p. 7646 - 7647. Retrieved 2007/10/02.