tert-Butyl Hydroperoxide

Base Information

• Chemical Name: tert-Butyl Hydroperoxide
• CAS No.: 75-91-2
• Molecular Formula: C4H10O2
• Molecular Weight: 90.1222
• Hs Code.: 29094990
• European Community (EC) Number: 200-915-7
• ICSC Number: 0842
• NSC Number: 672
• UN Number: 3109,3103
• UNII: 955VYL842B
• DSSTox Substance ID: DTXSID9024693
• Nikkaji Number: J2.397C
• Wikipedia: Tert-Butyl hydroperoxide,Tert-Butyl_hydroperoxide
• Wikidata: Q286326
• Metabolomics Workbench ID: 63139
• ChEMBL ID: CHEMBL348399
• Mol file: 75-91-2.mol

Synonyms:Hydroperoxide, t-Butyl;Hydroperoxide, tert-Butyl;t Butyl Hydroperoxide;t Butylhydroperoxide;t-Butyl Hydroperoxide;t-Butylhydroperoxide;tert Butyl Hydroperoxide;tert Butylhydroperoxide;tert-Butyl Hydroperoxide;tert-Butylhydroperoxide;tertiary Butylhydroperoxide;tertiary-Butylhydroperoxide

Chemical Property of tert-Butyl Hydroperoxide

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 7.38mmHg at 25°C
• Melting Point: -2.8 °C
• Refractive Index: n20/D 1.403
• Boiling Point: 120.44 °C at 760 mmHg
• PKA: pK1: 12.80 (25°C)
• Flash Point: 35 °C
• PSA: 29.46000
• Density: 0.915 g/cm³
• LogP: 1.27450
• Storage Temp.: 2-8°C
• Water Solubility.: Miscible
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 90.068079557
• Heavy Atom Count: 6
• Complexity: 35.3
• Transport DOT Label: Organic Peroxide

Purity/Quality:

99.9% ^*data from raw suppliers

tert-Butyl Hydroperoxide (70% in Water) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): O, C
• Hazard Codes: O,C,N,T
• Statements: 7-10-20/21/22-34-65-52/53-43-67-53-68-51/53-23-21/22
• Safety Statements: 14-3/7-61-45-36/37/39-24-17-16-14A-26-62-47-43

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Peroxides, Organic
• Canonical SMILES: CC(C)(C)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.
• Description: tert-Butyl hydroperoxide (TBHP) is an organic peroxide widely used in a variety of oxidation processes.
• Uses: TBHP is an intermediate in the production of propylene oxide and t-butyl alcohol from isobutane and propylene. It is primarily used as an initiator and finishing catalyst in the solution and emulsion polymerization methods for polystyrene and polyacrylates. Other uses are for the polymerization of vinyl chloride and vinyl acetate and as an oxidation and sulfonation catalyst in bleaching and deodorizing operations. It is a strong oxidant and reacts violently with combustible and reducing materials, and metallic and sulfur compounds. tert-Butyl hydroperoxide is used as an initiator for radical polymerization and in various oxidation process such as sharpless epoxidation. It is involved in osmium catalyzed vicinal hydroxylation of olefins under alkaline conditions. Furthermore, it is used in catalytic asymmetric oxidation of sulfides to sulfoxides using binaphthol as a chiral auxiliary and in the oxidation of dibenzothiophenes. It plays an important role for the introduction of peroxy groups in organic synthesis.

Technology Process of tert-Butyl Hydroperoxide

There total 107 articles about tert-Butyl 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: 94.0%

cyclohexane (110-82-7,25012-93-5) + 1-tert-butylperoxy-5-methyl-3,3-bistrifluoromethyl-1H-1,2-benziodoxole (187939-68-0) → 1,1,1,3,3,3-hexafluoro-2-(2-iodo-5-methylphenyl)-propan-2-ol (65653-64-7) + tert.-butylhydroperoxide (75-91-2) + Cyclohexyl iodide (626-62-0) + 1,1,1,3,3,3-hexafluoro-2-m-tolylpropan-2-ol

Guidance literature:

at 81 ℃; for 30h; Further byproducts given;

DOI:10.1021/ja9636404

Reference yield:

t-butoxymethylbenzene (3459-80-1) → tert.-butylhydroperoxide (75-91-2) + benzaldehyde (100-52-7)

Guidance literature:

With Trimethylacetic acid; tetrakis(acetonitrile)iron(II) perchlorate; In acetonitrile; at 5 ℃; for 0.166667h; various peroxides;

DOI:10.1021/ja00306a018

Reference yield:

azo-t-butane (15464-01-4) → tert.-butylhydroperoxide (75-91-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetone (67-64-1) + tert-butyl alcohol (75-65-0)

Guidance literature:

With oxygen; In gas; at 39.9 ℃; for 1.33333h; under 200 Torr; Product distribution; Mechanism; Irradiation; further temperature time and oxygen pressure;

upstream raw materials:

tert-Butyl peroxybenzoate

sodium methylate

tert-butyl hydrogen sulfate

Isobutane

Downstream raw materials:

2-Methyl-2-(tert-butylperoxy)cyclohexanon

acetone di-tert-butylperoxyketal

tert-butylperoxymethyl-dicyclohexyl-amine

tert-butyl peroxyacetate

Refernces

• 1、 Onuma et al.. "". . p. 2900. Retrieved 1967.
• 2、 -. "Waste liquid treatment process in TPO production process and device thereof". Paragraph 0148-0169. . Retrieved 2021/03/31.
• 3、 -. "Waste liquid treatment device in TPO production technology". Paragraph 0142; 0148-0162; 0169. . Retrieved 2021/09/29.