2-Cyclohexenyl hydroperoxide

Base Information

• Chemical Name: 2-Cyclohexenyl hydroperoxide
• CAS No.: 4845-05-0
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• DSSTox Substance ID: DTXSID70440232
• Nikkaji Number: J246.854I
• Mol file: 4845-05-0.mol

Synonyms:2-CYCLOHEXENYL HYDROPEROXIDE;4845-05-0;2-cyclohexen-1-yl hydroperoxide;3-hydroperoxy-cyclohexene;cyclohexene-3-hydroperoxide;SCHEMBL2600387;DTXSID70440232;Hydroperoxide, 2-cyclohexen-1-yl

Chemical Property of 2-Cyclohexenyl hydroperoxide

Chemical Property:

• Refractive Index: 1.4495 (estimate)
• Boiling Point: 173.66°C (rough estimate)
• PKA: 11.73±0.20(Predicted)
• PSA: 29.46000
• Density: 1.0353 (rough estimate)
• LogP: 1.58470
• XLogP3: 1
• 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): 3
• Hazard Codes: 3

MSDS Files:

Useful:

• Canonical SMILES: C1CC=CC(C1)OO

Technology Process of 2-Cyclohexenyl hydroperoxide

There total 41 articles about 2-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: 89.0%

cyclohexene (110-83-8) → cyclohexenone (930-68-7) + cyclohex-2-enyl hydroperoxide (4845-05-0) + cyclohexane-1,2-epoxide (286-20-4) + Cyclohex-2-enol (822-67-3)

Guidance literature:

With [(TAML)Fe^III]^-; oxygen; In acetonitrile; at 24.84 ℃; for 4h;

DOI:10.1021/acs.inorgchem.7b00220

Reference yield: 54.0%

cyclohexene (110-83-8) → cyclohexenone (930-68-7) + cyclohex-2-enyl hydroperoxide (4845-05-0) + Cyclohex-2-enol (822-67-3) + cyclohexanol (108-93-0)

Guidance literature:

With oxygen; Cu(II)chelate; In benzene; at 60 ℃; for 7h; under 760 Torr; Further byproducts given;

Reference yield: 39.3%

cyclohexene (110-83-8) → cyclohexenone (930-68-7) + cyclohex-2-enyl hydroperoxide (4845-05-0) + 1,2-Cyclohexanediol (931-17-9) + Cyclohex-2-enol (822-67-3)

Guidance literature:

With tert.-butylhydroperoxide; In acetonitrile; at 70 ℃; Time; Catalytic behavior;

DOI:10.1021/acs.cgd.5b00755

upstream raw materials:

cyclohexene

6,7-Diazabicyclo<3.2.1>oct-6-ene

9,10-phenanthrenequinone

acenaphthene quinone

Downstream raw materials:

cyclohexenone

1-cyclopentene-1-carboxaldehyde

Cyclohex-2-enol

rac-cyclohexane-1,2,3-triol

Refernces

• 1、 Stephens. "-". . . Retrieved 1931.
• 2、 Ma, Ang,Cheng, YangYang,Bai, Yijia,Hao, Jianmin,Chu, Fumin,Han, Limin,Zhou, Huacong. "Facile Synthesis of CuO–Ni/Al Composites for Catalytic Oxidation of Cyclohexene". . p. 1337 - 1344. Retrieved 2019.
• 3、 Chambers, Richard D.,Sandford, Graham,Shah, Aneela. "Perfluorocarbons as novel reaction media for photooxidation reactions". . p. 1861 - 1866. Retrieved 1996.
• 4、 Kuznetsova,Kuznetsova,Yakovina,Babushkin,Bal'zhinimaev. "The N-Hydroxyphthalimide catalyzed oxidation of cyclohexene to cyclohexenyl hydroperoxide: Reasons for deactivation and stability of the catalyst". . p. 84 - 88. Retrieved 2018.
• 5、 Dungan, Victoria J.,Poon, Belinda M.-L.,Barrett, Elizabeth S.,Rutledge, Peter J.. "L-Proline derived mimics of the non-haem iron active site catalyse allylic oxidation in acetonitrile solutions". . p. 1236 - 1238. Retrieved 2013.
• 6、 Arzoumanian,H. et al.. "-". . p. 261 - 270. Retrieved 1974.
• 7、 Büker, Julia,Bitzer, Johannes,Huang, Xiubing,Kleist, Wolfgang,Muhler, Martin,Peng, Baoxiang. "Synthesis of Cu Single Atoms Supported on Mesoporous Graphitic Carbon Nitride and Their Application in Liquid-Phase Aerobic Oxidation of Cyclohexene". . p. 7863 - 7875. Retrieved 2021.
• 8、 Chen, Yunzhou,Shi, Huatian,Lee, Chi-Sing,Yiu, Shek-Man,Man, Wai-Lun,Lau, Tai-Chu. "Room Temperature Aerobic Peroxidation of Organic Substrates Catalyzed by Cobalt(III) Alkylperoxo Complexes". supporting information. p. 14445 - 14450. Retrieved 2021/09/18.
• 9、 Maksimchuk, Nataliya V.,Ivanchikova, Irina D.,Cho, Kyung Ho,Zalomaeva, Olga V.,Evtushok, Vasiliy Yu.,Larionov, Kirill P.,Glazneva, Tatiana S.,Chang, Jong-San,Kholdeeva, Oxana A.. "Catalytic Performance of Zr-Based Metal–Organic Frameworks Zr-abtc and MIP-200 in Selective Oxidations with H2O2". supporting information. p. 6985 - 6992. Retrieved 2021/03/17.