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tert-Butyl peroxyisobutyrate

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tert-Butyl peroxyisobutyrate Basic information

Product Name:
tert-Butyl peroxyisobutyrate
Synonyms:
  • Lupersol 8
  • Perbutyl IB
  • Propaneperoxoic acid, 2-methyl-, 1,1-dimethylethyl ester
  • tert-Butyl 2-methylpropaneperoxoate
  • Trigonox 41C75
  • 2-Methylperpropionic acid tert-butyl ester
  • 2-Methylpropaneperoxoic acid 1,1-dimethylethyl
  • 2-Methylpropaneperoxoic acid 1,1-dimethylethyl ester
CAS:
109-13-7
MF:
C8H16O3
MW:
160.21
EINECS:
203-650-5
Mol File:
109-13-7.mol
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tert-Butyl peroxyisobutyrate Chemical Properties

Boiling point:
226.12°C (rough estimate)
Density 
1.0227 (rough estimate)
vapor pressure 
5.04hPa at 37℃
refractive index 
1.4370 (estimate)
Water Solubility 
3.96g/L at 20℃
LogP
2.68 at 25℃
CAS DataBase Reference
109-13-7
EPA Substance Registry System
Propaneperoxoic acid, 2-methyl-, 1,1-dimethylethyl ester (109-13-7)
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Safety Information

RIDADR 
UN 2142/2562
HazardClass 
5.2
PackingGroup 
II

MSDS

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tert-Butyl peroxyisobutyrate Usage And Synthesis

Uses

Polymerization catalyst.

General Description

tert-Butyl peroxyisobutyrate is particularly sensitive to temperature rises. Above a given "Control Temperature" they decompose violently. tert-Butyl peroxyisobutyrate is generally stored or transported in a solvent slurry. Solvent is usually benzene. Responders must regard hazards of the peroxide as well as the benzene solvent.

Reactivity Profile

TERT-BUTYL PEROXYISOBUTYRATE explodes with great violence when rapidly heated to a critical temperature; pure form is shock sensitive and detonable [Bretherick 1979 p. 602].

Hazard

Flammable, dangerous fire risk. Oxidizing agent.

Flammability and Explosibility

Not classified

Purification Methods

After diluting 90mL of the material with 120mL of pet ether, the mixture is cooled to 5o and shaken twice with 90mL portions of 5% NaOH solution (also at 5o). The non-aqueous layer, after washing once with cold water, is dried at 0o with a mixture of anhydrous MgSO4 and MgCO3 containing ca 40% MgO. After filtering, this material is passed, twice, through a column of silica gel at 0o (to remove tert-butyl hydroperoxide). The solution is then evaporated at 0o/0.5-1mm to remove the solvent, and the residue is recrystallised several times from pet ether at -60o, then subjected to high vacuum to remove traces of solvent [Milos & Golubovic J Am Chem Soc 80 5994 1958]. Handle with adequate protection due to possible EXPLOSIVE nature.

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