Description

O,O-tert-Butyl O-(2-ethylhexyl) peroxycarbonate (CAS No. 34443-12-4) is a high-purity organic peroxide widely used as a free-radical initiator in polymerization reactions. With the molecular formula C₁₃H₂₆O₄, this compound is a clear, colorless to pale yellow liquid under standard conditions, offering excellent solubility in organic solvents. Its IUPAC name, 2-ethylhexyl (2-methylpropan-2-yl)oxy carbonate, reflects its structural precision. Known commercially as Trigonox 117 or Luperox TBEC, it is valued for its controlled decomposition properties, making it ideal for applications requiring moderate-temperature initiation (typically 60-90°C). Packaged under inert gas to ensure stability, this product is rigorously tested for peroxide content, impurities, and reactivity to meet industry standards (e.g., ASTM E298). Handle with care—store in a cool, well-ventilated area away from reducing agents and heat sources.

Properties

• CAS Number: 34443-12-4
• Complexity: 208
• IUPAC Name: tert-butoxy 2-ethylhexyl carbonate
• InChI: InChI=1S/C13H26O4/c1-6-8-9-11(7-2)10-15-12(14)16-17-13(3,4)5/h11H,6-10H2,1-5H3
• InChI Key: BRQMAAFGEXNUOL-UHFFFAOYSA-N
• Exact Mass: 246.18310931
• Molecular Formula: C13H26O4
• Molecular Weight: 246.34
• SMILES: CCCCC(CC)COC(=O)OOC(C)(C)C
• Topological: 44.8
• Monoisotopic Mass: 246.18310931
• Physical Description: Liquid
• Synonyms: tert-Butylperoxy 2-ethylhexyl carbonate, 34443-12-4, Trigonox 117, Luperox TBEC, OO-tert-butyl O-(2-ethylhexyl) peroxycarbonate, 2H9JK72OB3, DTXSID2044921, PEROXAN BEC, tert-Butylperoxy 2-ethylhexyl monocarbonate, EINECS 252-029-5, O,O-tert-Butyl O-(2-ethylhexyl) peroxycarbonate, ESPEROX C-496, DTXCID0024921, EC 252-029-5, Carbonoperoxoic acid, OO-(1,1-dimethylethyl) O-(2-ethylhexyl) ester, J250.892C, 2-ETHYLHEXYL TERT-BUTYL PEROXY CARBONATE, PEROXYCARBONIC ACID, OO-TERT-BUTYL O-(2-ETHYLHEXYL) ESTER, 2-ethylhexyl (2-methylpropan-2-yl)oxy carbonate, UNII-2H9JK72OB3, SCHEMBL217482, CHEMBL3185717, BRQMAAFGEXNUOL-UHFFFAOYSA-N, Tox21_301285, NCGC00256065-01, CAS-34443-12-4, NS00001348, O,O-t-Butyl O-(2-ethylhexyl) monoperoxy carbonate, Q27254744, Luperox(R) TBEC, tert-Butylperoxy 2-ethylhexyl carbonate, 95%

Application

O,O-tert-Butyl O-(2-ethylhexyl) peroxycarbonate is primarily employed as a low-temperature initiator for the polymerization of ethylene, styrene, and acrylic monomers. It is particularly effective in suspension and bulk polymerization processes, where its half-life characteristics ensure consistent reaction kinetics. The compound also finds use in crosslinking reactions for elastomers and plastics, enhancing mechanical properties. Its moderate decomposition temperature makes it suitable for applications requiring precise control over radical generation, such as in specialty adhesives or coatings.

Safety and Hazards

GHS Hazard Statements

• H242 (46.7%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
• H400 (38.6%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H412 (27%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P210, P234, P235, P240, P273, P280, P370+P378, P391, P403, P410, P411, P420, and P501

Hazard Classes and Categories

• Org. Perox. D (46.7%)
• Aquatic Acute 1 (38.6%)
• Aquatic Chronic 3 (27%)

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