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416665

Sigma-Aldrich

tert-Butyl hydroperoxide solution

5.0-6.0 M in decane

Synonym(s):

1,1-Dimethylethyl hydroperoxide, 2-Hydroperoxy-2-methylpropane, TBHP

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About This Item

Linear Formula:
(CH3)3COOH
CAS Number:
Molecular Weight:
90.12
Beilstein:
1098280
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

form

liquid

Quality Level

reaction suitability

reagent type: oxidant

concentration

5.0-6.0 M in decane
55.4-65.1% (Thiosulphate, titration)

impurities

<4% water

refractive index

n20/D 1.402

density

0.808 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)(C)OO

InChI

1S/C4H10O2/c1-4(2,3)6-5/h5H,1-3H3

InChI key

CIHOLLKRGTVIJN-UHFFFAOYSA-N

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General description

tert-Butyl hydroperoxide is an organic peroxide, used in oxidation processes.

Application

tert-Butyl hydroperoxide may be used in:
osmium catalyzed vicinal hydroxylation of olefins under alkaline conditions
catalytic asymmetric oxidation of sulfides to sulfoxides using binaphthol as a chiral auxiliary
oxidation of dibenzothiophenes

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Muta. 2 - Org. Perox. D - Skin Corr. 1C - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

109.4 °F - closed cup

Flash Point(C)

43 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class II Designated Chemical Substances

FSL

Group 5: Self-reactive substances
Organic peroxides
Hazardous rank II
2nd self-reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

416665-BULK:
416665-25ML:
416665-500ML:
416665-100ML:
416665-VAR:


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Catalytic asymmetric oxidation of sulfides to sulfoxides with tert-butyl hydroperoxide using binaphthol as a chiral auxiliary
Komatsu N, et al.
The Journal of Organic Chemistry, 58(17), 4529-4533 (1993)
Osmium catalyzed vicinal hydroxylation of olefins by tert-butyl hydroperoxide under alkaline conditions.
Sharpless KB and Akashi K
Journal of the American Chemical Society, 98(7), 1986-1987 (1976)
Oxidative desulfurization of fuel oil: Part I. Oxidation of dibenzothiophenes using tert-butyl hydroperoxide.
Wang D, et al.
Applied Catalysis A: General, 91-99 (2003)
Grace McCambridge et al.
Biomolecules, 9(2) (2019-03-03)
Circulating fatty acids (FAs) increase with obesity and can drive mitochondrial damage and inflammation. Nicotinamide nucleotide transhydrogenase (NNT) is a mitochondrial protein that positively regulates nicotinamide adenine dinucleotide phosphate (NADPH), a key mediator of energy transduction and redox homeostasis. The
Aldrichimica Acta, 12, 63-63 (1979)

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