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458139

Sigma-Aldrich

tert-Butyl hydroperoxide solution

tert-Butyl hydroperoxide solution

70 wt. % in H2O

Synonym(s):

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

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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
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form

liquid

Quality Level

reaction suitability

reaction type: C-H Activation
reagent type: catalyst
reagent type: oxidant

concentration

12.25-13.31% (active oxygen)
69.0-75.0% (Na2S2O3, titration)
70 wt. % in H2O

refractive index

n20/D 1.386

pH

4.3

bp

96.2 °C

density

0.93 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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Application

Iron-Catalyzed Efficient Synthesis of Amides from Aldehydes and Amine Hydrochloride Salts

Iron-Catalyzed Efficient Synthesis of Amides from Aldehydes and Amine Hydrochloride Salts
Versatile reagent for oxidations.[1][2][3][4]

Legal Information

Product of Arkema Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 3 - Muta. 2 - Org. Perox. F - 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)

107.6 °F - closed cup

Flash Point(C)

42 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

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Inorgorganica Chimica Acta, 357, 2237-2244 (2004)
J. Catal., 224, 288-296 (2004)
Sci. Synth., 3, 91-131 (2004)
Laura Parma et al.
Cells, 9(2) (2020-02-07)
Unstable atherosclerotic plaques frequently show plaque angiogenesis which increases the chance of rupture and thrombus formation leading to infarctions. Hypoxia plays a role in angiogenesis and inflammation, two processes involved in the pathogenesis of atherosclerosis. We aim to study the
J. Chem. Res. Synop., 7, 390-394 (2003)

Questions

1–5 of 5 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What does "percent active oxygen" on the COA for product 458139 mean? Shouldn't the specified range (12.25%-12.61%) be higher?

    1 answer
    1. Approximately 70% of product 458139 is tert-Butyl hydroperoxide, and about 35.6% of the tert-Butyl hydroperoxide is oxygen, which might suggest that the oxygen content in the solution is about 24.9%. However, only one of the two oxygen atoms is considered 'active', leading to an active oxygen specification of around 12.4%. This concept is related to the energy content and is used to specify the amount of peroxide present in the formulation.

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  4. Is t-BHP also stable at lower concentrations (at 4°C) diluted in H2O, e.g. 1M ? Or would you recommend to always prepare fresh (pre-) dilutions when lower concentrations are needed? Thanks!

    1 answer
    1. Stability studies of dilute solutions have not been performed. To assure optimum quality, it is recommended that further dilutions be prepared fresh and not stored.

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  5. Could you share the molarity of 70% TBHP solution?

    1 answer
    1. The concentration range for this product is 69.0 - 75.0%. With the density of 0.93 g/mL, at 70% the calculated molarity of the product is 7.224.

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Reviews

Active Filters

    • Review 1
    • Votes 0
    3 out of 5 stars.

    Wrong Structure

    The structure of the product is incorrect. Please change it.

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    Helpful?

    1. Response from MilliporeSigma:

      Thank you for your review. We are sorry to hear that your experience did not match your product expectations. We encourage customers who experience problems with our products to contact us for additional technical support. Please visit https://www.sigmaaldrich.com/US/en/support/customer-support to submit a Product Technical Inquiry.

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