tert-Butyl hydroperoxide, 70% aq. soln., Thermo Scientific Chemicals
tert-Butyl hydroperoxide, 70% aq. soln., Thermo Scientific Chemicals
tert-Butyl hydroperoxide, 70% aq. soln., Thermo Scientific Chemicals
tert-Butyl hydroperoxide, 70% aq. soln., Thermo Scientific Chemicals
Thermo Scientific Chemicals

tert-Butyl hydroperoxide, 70% aq. soln., Thermo Scientific Chemicals

CAS: 75-91-2 | C4H10O2 | 90.122 g/mol
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Catalog number ALFA13926.AE
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Chemical Identifiers
CAS20349-89-7
IUPAC Namemethyl 3-(2-hydroxyphenyl)propanoate
Molecular FormulaC10H12O3
InChI KeyYHXYRISRGHSPNV-UHFFFAOYSA-N
SMILESCOC(=O)CCC1=CC=CC=C1O
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SpecificationsSpecification SheetSpecification Sheet
FormCrystals or powder or crystalline powder and/or lumps/chunks
Appearance (Color)White to pale cream or pale pink to pink
Assay (GC)≥96.0%
Melting Point (clear melt)38-49°C
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Miscible with water and diethyl ether.

Notes
Light sensitive. Store in cool place. Incompatible with powdered metals, strong oxidizing agents, reducing agents, acids, alkalis and heavy metals.
RUO – Research Use Only

General References:

  1. Li, D.; Yang, T.; Su, H.; Yu, W. tert-Butyl Hydroperoxide and Tetrabutylammonium Iodide-Promoted Free Radical Cyclization of α-Imino-N-arylamides and alfa-Azido-N-arylamides. Adv. Synth. Catal. 2015, 357 (11), 2529-2539.
  2. Sousa, C.; Moita, E.; Valentão, P.; Fernandes, F.; Monteiro, P.; Andrade, P. B. Effects of Colored and Noncolored Phenolics of Echium plantagineum L. Bee Pollen in Caco-2 Cells under Oxidative Stress Induced by tert-Butyl Hydroperoxide. J. Agric. Food. Chem. 2015, 63 (7), 2083-2091.