Description
1,1,3,3-Tetramethylbutyl 2-ethylperoxyhexanoate (CAS No. 22288-43-3) is a high-purity organic peroxide with the molecular formula C16H32O3. This specialized compound, also known by its IUPAC name 2,4,4-trimethylpentan-2-yl 2-ethylhexaneperoxoate, is widely utilized as a radical initiator in polymerization reactions. Its unique branched alkyl structure enhances solubility in organic matrices while maintaining excellent thermal stability. Supplied as a clear to pale yellow liquid, this reagent is rigorously tested for peroxide content and purity to ensure consistent performance in demanding applications. Proper storage at recommended temperatures is essential to maintain stability. Handle with extreme caution – this peroxide compound requires specialized safety protocols including temperature control and avoidance of contamination.
Properties
- CAS Number: 22288-43-3
- Complexity: 264
- IUPAC Name: 1,1,3,3-tetramethylbutyl 2-ethylhexaneperoxoate
- InChI: InChI=1S/C16H32O3/c1-8-10-11-13(9-2)14(17)18-19-16(6,7)12-15(3,4)5/h13H,8-12H2,1-7H3
- InChI Key: RFLMOBVJXKBPQW-UHFFFAOYSA-N
- Exact Mass: 272.23514488
- Molecular Formula: C16H32O3
- Molecular Weight: 272.42
- SMILES: CCCCC(CC)C(=O)OOC(C)(C)CC(C)(C)C
- Topological: 35.5
- Monoisotopic Mass: 272.23514488
- Synonyms: EINECS 244-894-2, Hexaneperoxoic acid, 2-ethyl-, 1,1,3,3-tetramethylbutyl ester, EC 244-894-2, 1,1,3,3-Tetramethylbutyl 2-ethylperoxyhexanoate, 244-894-2, 22288-43-3, 2,4,4-trimethylpentan-2-yl 2-ethylhexaneperoxoate, SCHEMBL1284591, DTXSID30944943, RFLMOBVJXKBPQW-UHFFFAOYSA-N, DB-240186, NS00006326, 1,1,3,3-tetramethyl butyl peroxy-2-ethyl hexanoate, 2-Ethyl-hexaneperoxoic acid 1,1,3,3-tetramethylbutyl ester
Application
This peroxide compound serves as an efficient free radical initiator for polymerization of styrenics, acrylates, and other vinyl monomers. It finds particular utility in high-temperature polymerization processes (typically 80-120°C range) due to its favorable decomposition characteristics. The compound is employed in production of specialty polymers, elastomers, and resin systems where controlled initiation is required. Its structural properties make it suitable for applications requiring good solubility in hydrophobic matrices.
Safety and Hazards
GHS Hazard Statements
- H242 (100%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
- H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]
- H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
- H319 (25%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P210, P234, P235, P240, P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403, P410, P411, P420, and P501
Hazard Classes and Categories
- Org. Perox. D (100%)
- Skin Irrit. 2 (25%)
- Skin Sens. 1 (100%)
- Eye Irrit. 2 (25%)
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