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tert-Butyl peroxybenzoate
[CAS# 614-45-9]

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Complete supplier list of tert-Butyl peroxybenzoate
Identification
Classification Chemical reagent >> Organic reagent >> Ester >> Butyl ester compound
Name tert-Butyl peroxybenzoate
Synonyms tert-Butyl perbenzoate; TBPB
Molecular Structure CAS # 614-45-9, tert-Butyl peroxybenzoate, tert-Butyl perbenzoate, TBPB
Molecular Formula C11H14O3
Molecular Weight 194.23
CAS Registry Number 614-45-9
EC Number 210-382-2
SMILES CC(C)(C)OOC(=O)C1=CC=CC=C1
Properties
Density 1.021
Melting point 8 ºC
Boiling point 75-76 ºC (0.2 mmHg)
Flash point 200 ºF
Refractive index 1.498-1.500
Water solubility Immiscible
Safety Data
Hazard Symbols symbol symbol symbol   GHS02;GHS07;GHS09 Danger    Details
Hazard Statements H242-H315-H317-H332-H400-H412    Details
Precautionary Statements P210-P234-P235-P240-P261-P264-P271-P272-P273-P280-P302+P352-P304+P340-P317-P321-P332+P317-P333+P317-P362+P364-P370+P378-P391-P403-P410-P411-P420-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Organic peroxidesOrg. Perox.CH242
Skin sensitizationSkin Sens.1H317
Acute hazardous to the aquatic environmentAquatic Acute1H400
Acute toxicityAcute Tox.4H332
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Organic peroxidesOrg. Perox.FH242
Oxidising liquidsOx. Liq.3H272
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Eye irritationEye Irrit.2H319
Organic peroxidesOrg. Perox.BH241
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.4H302
Flammable liquidsFlam. Liq.1H224
Organic peroxidesOrg. Perox.DH242
Oxidising liquidsOx. Liq.2H272
Self-reactive substances or mixturesSelf-react.CH242
Transport Information UN 3103
SDS Available
up Discovory and Applicatios
Tert-butyl peroxybenzoate (TBPB) is an organic peroxide widely used in polymer chemistry as a free radical initiator in a variety of chemical processes. Its ability to decompose and release free radicals makes it valuable in polymer production and other chemical reactions.

TBPB was first synthesized in the mid-20th century as part of a wider exploration of organic peroxides for industrial applications. Organic peroxides have attracted attention for their potential to decompose and generate free radicals under mild conditions. TBPB, in particular, has been developed for its effectiveness in initiating polymerization reactions. Its ability to generate free radicals at moderate temperatures and its liquid state at room temperature have made it a versatile choice for a variety of industrial processes.

The primary application of TBPB is as a free radical initiator, but it can also be used in other areas. TBPB is widely used in the polymer industry as an initiator for the polymerization of monomers such as styrene, acrylates, and methacrylates. Its ability to effectively generate free radicals helps control the polymerization process, resulting in high-quality polymers with desired properties. TBPB is particularly useful in the production of polystyrene and various resins.

In the rubber and plastics industry, TBPB is used as a crosslinking agent. It helps form cross-linked structures in rubber, which enhances its mechanical properties, heat resistance, and elasticity. This application is essential for making durable rubber products such as tires and industrial belts.

TBPB is used in the curing of unsaturated polyester resins. By initiating the polymerization of the resin with monomers such as styrene, TBPB helps form hard thermoset plastics. This process is essential for producing fiberglass reinforced plastics used in automotive, marine, and construction applications.

As an organic peroxide, TBPB needs to be handled with care as it can decompose explosively under certain conditions. It should be stored away from heat sources with appropriate safety precautions, including protective clothing and adequate ventilation.

References

2022. Radical C(sp3)-H Functionalization and Cross-Coupling Reactions. *Nature Reviews Chemistry*, 6. DOI: 10.1038/s41570-022-00388-4

2022. Copper-Catalyzed Alkylation of Quinoxalin-2(1H)-ones with Styrenes and tert-Butyl Peroxybenzoate. *Synlett*, 33(10). DOI: 10.1055/a-1815-3539

2022. TBPEH-TBPB Initiate the Radical Addition of Benzaldehyde and Allyl Esters. *International Journal of Molecular Sciences*, 23(22). DOI: 10.3390/ijms232213704
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