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159042

Sigma-Aldrich

Luperox® P, tert-Butyl peroxybenzoate

98%

Synonym(s):

tert-Butyl peroxybenzoate, tert-Butyl perbenzoate

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About This Item

Linear Formula:
C6H5COOOC(CH3)3
CAS Number:
Molecular Weight:
194.23
Beilstein:
1342734
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

vapor density

6.7 (vs air)

vapor pressure

3.36 mmHg ( 50 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.499 (lit.)

bp

75-76 °C/0.2 mmHg (lit.)

solubility

water: soluble 1.18 g/L

density

1.021 g/mL at 25 °C (lit.)

functional group

peroxide
phenyl

SMILES string

CC(C)(C)OOC(=O)c1ccccc1

InChI

1S/C11H14O3/c1-11(2,3)14-13-10(12)9-7-5-4-6-8-9/h4-8H,1-3H3

InChI key

GJBRNHKUVLOCEB-UHFFFAOYSA-N

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General description

tert-butyl peroxybenzoate (TBPB)-mediated 2-isocyanobiaryl insertion with 1,4-dioxane has been reported.[1]

Application

Luperox was employed as polymerization and cross-linking catalyst. It was also was employed as initiator during:
  • grafting of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)-4-oxyacetamido-(3 propyltriethoxysilane) to poly(ethylene co-octene)[2]
  • preparation of conformal poly(cyclohexyl methacrylate) thin films via initiated chemical vapor deposition[3]

Legal Information

Product of Arkema Inc.
Luperox is a registered trademark of Arkema Inc.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 3 - Org. Perox. C - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 2

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Jia-Jia Cao et al.
Chemical communications (Cambridge, England), 50(49), 6439-6442 (2014-04-05)
An efficient method for the construction of 6-alkyl phenanthridines by tert-butyl peroxybenzoate (TBPB)-mediated 2-isocyanobiaryl insertion with 1,4-dioxane was established. Two new C-C bonds were formed in this reaction via a sequential C(sp(3))-H/C(sp(2))-H bond functionalization under metal-free conditions.
Structural comparison of products from peroxide-initiated grafting of vinylsilane and silane-functionalized nitroxyl to hydrocarbon and polyolefin substrates.
Weaver JD, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 46(13), 4542-4555 (2008)
Chengguo Liu et al.
Polymers, 11(5) (2019-05-10)
New tung oil (TO)-based, unsaturated, co-ester (Co-UE) macromonomers bearing steric hindrance were synthesized by modifying a TO-based maleate (TOPERMA) monomer with an anhydride structure with hydroxyethyl methacrylate (HEMA) and methallyl alcohol (MAA), respectively. The obtained Co-UE monomers (TOPERMA-HEMA and TOPERMA-MAA)
Jingjing Xu et al.
ACS applied materials & interfaces, 3(7), 2410-2416 (2011-06-08)
Conformal poly(cyclohexyl methacrylate) (pCHMA) thin films were synthesized via initiated chemical vapor deposition (iCVD), with tert-butyl peroxybenzoate (TBPOB) as the initiator, representing the first time that TBPOB has been used as an initiator for iCVD synthesis. Using TBPOB instead of
Margaret Hanausek et al.
Carcinogenesis, 25(3), 431-437 (2003-11-25)
Screening of newly synthesized organic peroxides for tumor initiating/promoting activity would be greatly facilitated if predictive methodologies could be developed using topical exposures shorter than those required for definitive tumor assessment in mouse skin models. Nine organic peroxides [benzoyl peroxide

Questions

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  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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