Description
1,1,3,3-Tetramethylbutyl hydroperoxide (CAS No. 5809-08-5), also known as tert-octyl hydroperoxide, is a highly reactive organic peroxide with the molecular formula C8H18O2. This technically pure compound is widely utilized as a radical initiator in polymerization reactions, including the production of polystyrene, polyethylene, and acrylic resins. Its high thermal stability and controlled decomposition properties make it an essential reagent for industrial and research applications requiring precise radical generation. Available in liquid form, this hydroperoxide is commonly stabilized for safe handling and storage. Suitable for use in both batch and continuous processes, it is a preferred choice for scientists and engineers working in advanced material synthesis, coatings, and specialty chemical manufacturing.
Key Features:
- High purity for consistent performance
- Effective radical initiator for polymerization
- Thermally stable with controlled decomposition
- Compatible with various monomer systems
- Stabilized for safe handling and storage
Properties
- CAS Number: 5809-08-5
- Complexity: 100
- IUPAC Name: 2-hydroperoxy-2,4,4-trimethyl-pentane
- InChI: InChI=1S/C8H18O2/c1-7(2,3)6-8(4,5)10-9/h9H,6H2,1-5H3
- InChI Key: MIRQGKQPLPBZQM-UHFFFAOYSA-N
- Exact Mass: 146.130679813
- Molecular Formula: C8H18O2
- Molecular Weight: 146.23
- SMILES: CC(C)(C)CC(C)(C)OO
- Topological: 29.5
- Monoisotopic Mass: 146.130679813
- Physical Description: This liquid peroxide is heat and contamination sensitive.
- Synonyms: 1,1,3,3-Tetramethylbutyl hydroperoxide, Hydroperoxide, 1,1,3,3-tetramethylbutyl, DTXSID3064011, EINECS 227-369-2, EC 227-369-2, 1,1,3,3-TETRAMETHYLBUTYL HYDROPEROXIDE, (TECHNICALLY PURE), 1,1,3,3-TETRAMETHYLBUTYL HYDROPEROXIDE, [TECHNICALLY PURE], TRIGONOX TMPH, PEROCTA H, tert-octyl hydroperoxide, LUPERSOL 215, DTXCID1042314, 2-NEOPENTYL-2-PROPYL HYDROPEROXIDE, 2,4,4-TRIMETHYL-2-HYDROPEROXYPENTANE, 2,4,4-TRIMETHYL-2-PENTYL HYDROPEROXIDE, 227-369-2, 5809-08-5, 2-hydroperoxy-2,4,4-trimethylpentane, SCHEMBL75111, SCHEMBL3301649, AKOS006278788, 1,1,3,3-tetramethylbutyl-hydroperoxide, NS00046978, A831734, ethyl (2E)-2-[(4-nitrophenyl)hydrazono]-3-oxo-3-(5-oxo-[1,3,4]thiadiazolo[3,2-a]quinazolin-2-yl)propanoate
1,1,3,3-Tetramethylbutyl hydroperoxide is primarily used as a free-radical initiator in the polymerization of styrene, acrylates, and other vinyl monomers. It is also employed in crosslinking reactions for elastomers and thermosetting resins. Due to its controlled decomposition kinetics, it is suitable for high-temperature processes in industrial and laboratory settings. Additionally, it finds application in organic synthesis as an oxidizing agent for selective transformations.
Safety and Hazards
GHS Hazard Statements
- H226 (65%): Flammable liquid and vapor [Warning Flammable liquids]
- H242 (100%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H314 (75%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
- H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]
- H317 (75%): May cause an allergic skin reaction [Warning Sensitization, Skin]
- H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H331 (75%): Toxic if inhaled [Danger Acute toxicity, inhalation]
- H411 (75%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P210, P233, P234, P235, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P332+P317, P333+P317, P362+P364, P363, P370+P378, P391, P403, P403+P233, P403+P235, P405, P410, P411, P420, and P501
Hazard Classes and Categories
- Flam. Liq. 3 (65%)
- Org. Perox. D (100%)
- Acute Tox. 4 (100%)
- Skin Corr. 1B (75%)
- Skin Irrit. 2 (20%)
- Skin Sens. 1B (75%)
- Eye Dam. 1 (100%)
- Acute Tox. 3 (75%)
- Aquatic Chronic 2 (75%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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