Cumene hydroperoxide

Base Information

• Chemical Name: Cumene hydroperoxide
• CAS No.: 80-15-9
• Deprecated CAS: 79568-78-8
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 29096000
• European Community (EC) Number: 201-254-7
• ICSC Number: 0761
• UN Number: 3109,3107
• UNII: PG7JD54X4I
• DSSTox Substance ID: DTXSID3024869
• Nikkaji Number: J2.835E
• Wikipedia: Cumene_hydroperoxide
• Wikidata: Q414439,Q82982496
• Metabolomics Workbench ID: 123583
• ChEMBL ID: CHEMBL1518369
• Mol file: 80-15-9.mol

Synonyms:cumene hydroperoxide;cumene hydroperoxide, sodium salt;cumyl hydroperoxide;cumylhydroperoxide;isopropyl benzene hydroperoxide

Chemical Property of Cumene hydroperoxide

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: <0.03 mm Hg ( 20 °C)
• Melting Point: -30 °C
• Refractive Index: n20/D 1.5230
• Boiling Point: 225.1 °C at 760 mmHg
• PKA: pK1:12.60 (25°C)
• Flash Point: 56.1 °C
• PSA: 29.46000
• Density: 1.06 g/cm³
• LogP: 2.41130
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 115
• Transport DOT Label: Organic Peroxide

Purity/Quality:

99% ^*data from raw suppliers

CumeneHydroperoxide(80%,Technicalgrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): O,T,N
• Hazard Codes: O,T,N
• Statements: 7-21/22-23-34-48/20/22-51/53-66-65-10-37
• Safety Statements: 14-3/7-36/37/39-45-50-61-14A-26-62-47-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Curing Agents (Aromatic)
• Canonical SMILES: CC(C)(C1=CC=CC=C1)OO
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause lung oedema. The effects may be delayed. Medical observation is indicated.
• Uses: Production of acetone and phenol; polymerization catalyst, particularly in redox systems, used for rapid polymerization. Cumene hydroperoxide is used for the manufactureof acetone and phenols; for studyingthe mechanism of NADPH-dependent lipidperoxidation; and in organic syntheses. Cumene hydroperoxide is used in the preparation of polystyrene nanocapsules. It acts as a curing agent for polyester resins and as an oxidizer in organic chemical reactions. It serves as an initiator for radical polymerization especially for acrylate and methacrylate monomers. It also employed as an intermediate in the cumene process for developing phenol and acetone from benzene and propene. Further, it is used as an epoxidation reagent for allylic alcohols and fatty acid esters. In addition to this, it is also used to prepare methylstyrene, acetophenone and cumyl alcohol.

Technology Process of Cumene hydroperoxide

There total 82 articles about Cumene 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: 58.0%

→ 1-methyl-1-phenylethyl alcohol (617-94-7) + Cumene hydroperoxide (80-15-9)

Guidance literature:

With HSiPh₃; In 1,2-dichloro-ethane; for 2h;

DOI:10.1016/j.tet.2005.08.025

Reference yield: 49.0%

(2-phenylpropan-2-ylperoxy)methyl(phenyl)silane (70996-44-0) → 1-methyl-1-phenylethyl alcohol (617-94-7) + Cumene hydroperoxide (80-15-9)

Guidance literature:

With silica gel; In diethyl ether; hexane;

DOI:10.1016/j.tet.2005.08.025

Reference yield: 38.0%

Isopropylbenzene (98-82-8) → 1-methyl-1-phenylethyl alcohol (617-94-7) + Cumene hydroperoxide (80-15-9) + acetophenone (98-86-2)

Guidance literature:

With oxygen; 1,10-Phenanthroline; zinc pyrazolonate; at 110 ℃; for 5h; Product distribution; effect of further monodentate and bidentate activators;

upstream raw materials:

methanol

Isopropylbenzene

cumenyl chloride

1-methyl-1-phenylethyl alcohol

Downstream raw materials:

cumyl peracetate

methane

1-methyl-1-phenylethyl alcohol

acetone

Refernces

• 1、 Burghardt, Aleksandra,Kulicki, Zdzislaw. "The Initiation Properties of 2-Cyano-2-propyl Hydroperoxide in Oxidation Processes". . p. 87 - 92. Retrieved 1984.
• 2、 Yang, Wei-Jun,Guo, Can-Cheng,Tao, Neng-Ye,Cao, Jun. "Aerobic oxidation of cumene to cumene hydroperoxide catalyzed by metalloporphyrins". . p. 194 - 199. Retrieved 2010.
• 3、 -. "LIGHT INDUCED CATALYTIC C-H OXYGENATION OF ALKANES". Paragraph 00201; 00207; 00211-00217. . Retrieved 2021/04/02.
• 4、 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.