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19999

Sigma-Aldrich

tert-Butyl hydroperoxide solution

packed in FEP bottles, ~5.5 M in nonane (over molecular sieve 4 Å)

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)3COOH
CAS Number:
75-91-2
Molecular Weight:
90.12
Beilstein:
1098280
MDL number:
MFCD00002130
UNSPSC Code:
12352120
PubChem Substance ID:
57647816
NACRES:
NA.22

form

liquid

quality

packed in FEP bottles

reaction suitability

reagent type: oxidant

concentration

~5.5 M in nonane (over molecular sieve 4 Å)

refractive index

n20/D 1.400

density

0.82 g/mL at 20 °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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Other Notes

Safe and stable oxidant for the Sharpless epoxidation

Reactant also used as a redox initiator and oxidant

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system, Respiratory system

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

84.2 °F - closed cup

Flash Point(C)

29 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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X. Zhu, et al.,
Huaxue Xuebao, 69, 1107-1114 (2011)
K. Alagiri and K. R. Prabhu,
Tetrahedron, 67, 8544-8551 (2011)
B. Chaband, K.B. Sharpless
The Journal of Organic Chemistry, 44, 4202-4202 (1979)
Ramya Sivangala Thandi et al.
Nature communications, 11(1), 3535-3535 (2020-07-17)
Macrophages are professional phagocytes known to play a vital role in controlling Mycobacterium tuberculosis (Mtb) infection and disease progression. Here we compare Mtb growth in mouse alveolar (AMs), peritoneal (PMs), and liver (Kupffer cells; KCs) macrophages and in bone marrow-derived monocytes (BDMs).
Qicai Xue et al.
Chemical communications (Cambridge, England), 49(35), 3700-3702 (2013-03-29)
A new synthetic approach toward direct C-N bond formation through sp(3) C-H activation has been developed under metal-free conditions. Both primary and secondary benzylic C-H substrates could react smoothly with various amines to give only mono-amination products with good to
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