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Shandong Do Sender Chemicals Co.,Ltd.
- Organic Peroxide
- Hydroperoxides
- Ketone Peroxides
- Alkyl Peroxides
- Acyl Peroxides
- Ester Peroxides
- …
- Organic Peroxide
- Hydroperoxides
- Ketone Peroxides
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- Ester Peroxides

Perodox® 22 - 1,1-Di(tert-butylperoxy) cyclohexane
CAS: 3006-86-8
High-Purity Organic Peroxide | Polymerization Initiator & Crosslinking Agent
Product Overview
Perodox® 22, also known as 1,1-Di(tert-butylperoxy)cyclohexane (CAS Registry Number 3006-86-8) is a high-purity, dialkyl organic peroxide. It is a clear, colorless to pale yellow liquid, widely recognized for its effectiveness as a free radical initiator and crosslinking agent in polymer chemistry.
This compound features two tert-butylperoxy groups attached to a single carbon atom of a cyclohexane ring, giving it a unique decomposition profile. Its symmetrical structure contributes to its stability under storage conditions and predictable decomposition kinetics at elevated temperatures, making it a preferred choice for controlled polymerization and crosslinking processes in industrial applications.
CAS Number: 3006-86-8
Molecular Weight: 260.4
EINECS Number:221-111-2
Applications
The primary utility of 1,1-Di(tert-butylperoxy)cyclohexane stems from its ability to generate tert-butoxy radicals upon thermal decomposition.
These radicals are highly effective in initiating chain-growth polymerizations and forming crosslinks between polymer chains.
Polymerization Initiator
Used in the high-pressure free-radical polymerization of ethylene to produce
Low-Density Polyethylene (LDPE). It also serves as an initiator for the polymerization of styrene, vinyl chloride, and (meth)acrylates.
Crosslinking Agent (Curing Agent)
Critical for crosslinking (curing) saturated and unsaturated polymers like
polyethylene (PE),ethylene-propylene-diene monomer (EPDM) rubber
, and silicone elastomers to enhance thermal, chemical, and mechanical properties.
Organic Synthesis
Employed as a radical source in organic synthesis for oxidation reactions and C-H functionalization under thermal conditions.
Composite Materials
Used in the manufacture of fiber-reinforced plastics and composites, where it initiates the curing of resin systems.
Product Technical Specifications
Typical specifications and properties for 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8). Data is for reference only; always consult the specific supplier's MSDS and TDS.
Physical & Chemical Properties
CAS Number:3006-86-8
EC Number:221-110-7
Molecular Formula:C₁₄H₂₈O₄
Molecular Weight:260.37 g/mol
Appearance:Clear, colorless to pale yellow liquid
Assay (Purity):Typically ≥ 95% (stabilized)
Active Oxygen Content:~ 12.3% (theoretical)
Density (at 20°C):~ 0.95 - 0.97 g/cm³
Refractive Index (n20/D):~ 1.430 - 1.435
Decomposition Temperature:Begins > 100°C; rapid decomposition at 140-180°C
Half-life (t1/2):e.g., ~10 hours at 115°C, ~1 hour at 130°C (solvent dependent)
Flash Point:> 50°C (varies with formulation)
Storage Temperature:Recommend ≤ 25°C (or as per supplier)
Stabilizer:Usually contains a small amount of a stabilizer (e.g., BHT) for safe storage.
Major decomposition products
Carbon dioxide, tert-Butanol, Isomers of isooctane
Frequently Asked Questions
Comprehensive Q&A designed to provide detailed, structured information about 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8)
What is the chemical 1,1-Di(tert-butylperoxy)cyclohexane?
1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is an organic dialkyl peroxide compound. Its molecular structure consists of a cyclohexane ring where one carbon atom is bonded to two tert-butylperoxy (-OOt-Bu) groups. It is primarily used as a source of free radicals in industrial polymer processes.
What is the CAS number for 1,1-Di(tert-butylperoxy)cyclohexane?
The unique CAS Registry Number assigned to 1,1-Di(tert-butylperoxy)cyclohexane is 3006-86-8. This number is a universal identifier for this specific chemical substance.
What is the primary industrial application of CAS 3006-86-8?
The primary application of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is as a free-radical initiator in the high-pressure polymerization of ethylene to manufacture Low-Density Polyethylene (LDPE). It is also a key crosslinking agent for polyolefins and elastomers.
How does 1,1-Di(tert-butylperoxy)cyclohexane function as a polymerization initiator?
Upon heating, the relatively weak -O-O- peroxy bond in 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) undergoes homolytic cleavage, generating two tert-butoxy radicals. These radicals attack the double bond of monomers like ethylene, initiating a chain reaction that leads to polymer formation.
What are the key safety hazards associated with this peroxide?
1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is classified as an organic peroxide, which is thermally unstable. Primary hazards include: potential for exothermic decomposition if heated, confined, or contaminated, which can lead to fire or explosion; it is an oxidizer and can intensify fire; and it may cause skin, eye, and respiratory irritation.
What is the recommended storage condition for 1,1-Di(tert-butylperoxy)cyclohexane?
Store 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, and ignition sources. Temperature is critical; storage below 25°C (or as specified by the supplier) is typically recommended. Keep away from incompatible materials like acids, bases, reducing agents, and heavy metal compounds.
What is the molecular formula and weight of CAS 3006-86-8?
Store 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) in its original, tightly sealed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, and ignition sources. Temperature is critical; storage below 25°C (or as specified by the supplier) is typically recommended. Keep away from incompatible materials like acids, bases, reducing agents, and heavy metal compounds.
Can 1,1-Di(tert-butylperoxy)cyclohexane be used for crosslinking polyethylene?
Yes, 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is an effective crosslinking agent for polyethylene (PE). During processing (e.g., in rotational molding or pipe extrusion under heat and pressure), it decomposes to generate radicals that abstract hydrogen from PE chains, creating macroradicals that combine to form carbon-carbon crosslinks, thereby improving the polymer's thermal and mechanical properties.
What is the typical half-life (t1/2) of this peroxide at 115°C?
The half-life of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is solvent and concentration dependent. In common organic solvents, its half-life at 115°C is typically in the range of 8 to 12 hours. Always consult the specific technical data sheet from your supplier for precise kinetic data relevant to your formulation.
How is 1,1-Di(tert-butylperoxy)cyclohexane typically supplied and shipped?
It is typically supplied as a stabilized liquid. For safety, it is often shipped in small, non-returnable containers (e.g., 1 kg, 5 kg, 25 kg plastic or metal containers) that comply with transport regulations for organic peroxides (UN Class 5.2). The packaging is designed to prevent pressure buildup and contamination.
What is the role of stabilizers in commercial 1,1-Di(tert-butylperoxy)cyclohexane?
Commercial 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) contains small amounts of stabilizers (e.g., BHT - butylated hydroxytoluene) to inhibit premature, low-temperature decomposition during storage and handling. These stabilizers scavenge any free radicals that may form spontaneously, enhancing shelf-life and safety.
What polymers can be polymerized using CAS 3006-86-8 as an initiator?
Besides LDPE, 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) can initiate the free-radical polymerization of monomers like styrene (to form polystyrene), vinyl acetate, methyl methacrylate (MMA), and acrylonitrile. Its decomposition temperature makes it suitable for high-temperature bulk or suspension processes.
What is the difference between 1,1-Di(tert-butylperoxy)cyclohexane and Dicumyl Peroxide?
Both are dialkyl peroxides used for crosslinking. Key differences: 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is a liquid with a cyclohexane backbone, while dicumyl peroxide is a solid with aromatic (cumyl) groups. Their decomposition temperatures and half-lives differ, making them suitable for different processing conditions. The liquid form of CAS 3006-86-8 can be easier to mix into some formulations.
What is the active oxygen content of this peroxide?
The theoretical active oxygen content of pure 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is approximately 12.3%. This value represents the mass percentage of oxygen available from the peroxy groups for radical generation. The actual content in commercial products may be slightly lower due to stabilizers and purity.
How should spills of CAS 3006-86-8 be handled?
Evacuate the area. Wear appropriate PPE (chemical-resistant suit, gloves, eye/face protection). Eliminate all ignition sources. Contain the spill with inert, non-combustible material (e.g., sand, vermiculite). Collect spillage carefully and place in a suitable container for disposal as hazardous waste according to local regulations. Do not use combustible materials like sawdust. Ventilate the area thoroughly. Contaminated surfaces may need cleaning with a suitable solvent.
What is the flash point of 1,1-Di(tert-butylperoxy)cyclohexane?
The flash point (the lowest temperature at which vapors can ignite) for 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is typically reported as above 50°C (122°F). However, as an organic peroxide, its primary hazard is decomposition, not flammability of the liquid itself. Always consult the specific MSDS for the exact value.
Can it be used for curing silicone rubber?
While some peroxides (like dicumyl peroxide) are standard for curing silicone rubber (HVIC), 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is less common for this application. Its decomposition products and curing profile may not be optimal for all silicone formulations. Specific grade datasheets from silicone manufacturers should be consulted for recommended peroxide types.
What are the first aid measures for skin contact?
Immediately remove contaminated clothing. Rinse skin thoroughly with plenty of water and soap for at least 15 minutes. Seek medical attention if irritation occurs or if the chemical has been absorbed through the skin (e.g., prolonged contact). Wash contaminated clothing before reuse.
What is the recommended personal protective equipment (PPE) for handling?
Minimum PPE includes: chemical-resistant gloves (e.g., nitrile, neoprene), safety goggles or a face shield, protective clothing (lab coat or apron), and closed shoes. Use in a well-ventilated area or fume hood. For larger-scale handling, additional protection like chemical-resistant suits and respiratory protection may be required as per the risk assessment and MSDS
How does temperature affect the decomposition rate of CAS 3006-86-8?
The decomposition of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) follows the Arrhenius equation: the rate of decomposition increases exponentially with temperature. A 10°C rise can double or triple the decomposition rate. Therefore, precise temperature control during both storage and processing is critical for safety and achieving the desired reaction kinetics.
What are the main decomposition products of this peroxide?
The primary thermal decomposition products of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) are tert-butoxy radicals, which further decompose to yield acetone and methyl radicals. Other volatile organic compounds (VOCs) like ethane, methane, and tert-butanol may also form. The cyclohexane-derived fragment yields cyclohexanone and other products. Adequate ventilation is essential during use.
What is the shelf life of 1,1-Di(tert-butylperoxy)cyclohexane, and how is it determined?
When stored under recommended conditions (cool, away from contaminants), the shelf life is typically 6 to 12 months. The supplier determines shelf life through accelerated stability testing (storing at elevated temperatures and measuring active oxygen loss or decomposition). The expiry date should be marked on the container. Do not use material past its expiry date.
Is CAS 3006-86-8 soluble in common solvents?
Yes, 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is generally soluble in most common organic solvents such as aliphatic and aromatic hydrocarbons (hexane, toluene), chlorinated solvents (dichloromethane), and many esters and ketones. It has limited solubility in water. Solubility should be confirmed for specific formulation needs.
How is the purity of this peroxide typically assayed?
Purity is commonly determined by analytical techniques like Gas Chromatography (GC) or High-Performance Liquid Chromatography (HPLC). Iodometric titration is a classical method used to measure the active oxygen content, which correlates with the peroxide concentration. NMR spectroscopy can also be used for structural confirmation.
What regulatory information (GHS, HazCom) applies to this chemical?
Under the Globally Harmonized System (GHS), 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is typically classified with hazard pictograms for: Oxidizing Liquids (Category 2/3), Skin Irritation (Category 2), and Eye Irritation (Category 2). It may also carry the signal word "Danger" and hazard statements like H242 (Heating may cause a fire), H315 (Causes skin irritation), and H319 (Causes serious eye irritation).
Can it be used in food-contact polymer applications?
The use of any initiator, including 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8), in polymers intended for food contact is highly regulated. Its permissibility depends on the specific polymer, application, and regional food contact regulations (e.g., FDA in the USA, EFSA in EU). The manufacturer must ensure that any decomposition residues in the final polymer are within specified limits. Always verify compliance for the intended use.
What is the typical dosage for crosslinking polyethylene?
The typical loading level of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) for crosslinking polyethylene varies with the PE type, desired gel fraction, and processing conditions. It generally ranges from 1 to 3 parts per hundred resin (phr). Optimal dosage should be determined through laboratory trials for the specific formulation and process.
How does it compare to 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane?
Both are liquid dialkyl peroxides. 2,5-Dimethyl-2,5-di(tert-butylperoxy)hexane (often called "Luperox 101") has a linear C6 chain, while CAS 3006-86-8 has a cyclohexane ring. This structural difference affects their physical properties (viscosity, solubility) and slightly alters their decomposition kinetics (half-life at a given temperature). The choice depends on the specific polymer matrix and desired processing window.
What is the heat of decomposition for 1,1-Di(tert-butylperoxy)cyclohexane?
The heat of decomposition for organic peroxides like 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is significant. While the exact value (in J/g) is product-specific, it is sufficiently high that adiabatic decomposition (in a large mass or confined space) can lead to a rapid temperature and pressure increase, posing a runaway reaction hazard. This is why storage and handling guidelines emphasize avoiding contamination, heat, and confinement.
Are there any common incompatible materials to avoid?
YES. 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) must be kept away from: Strong acids/bases (can catalyze decomposition), reducing agents (e.g., metals, metal ions, amines, thiols), combustible materials, and other free-radical sources. Contamination with even trace amounts of these can lead to violent decomposition. Use dedicated, clean equipment.
What is the vapor pressure of this chemical?
1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) has a low vapor pressure at room temperature. However, as temperature increases, vapor pressure rises, increasing inhalation risk and the potential for vapor-phase decomposition. Always handle in well-ventilated areas and refer to the specific MSDS for vapor pressure data.
How is waste containing this peroxide disposed of?
Waste containing 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) must be treated as hazardous waste. Small quantities can sometimes be destroyed by controlled, slow addition to a large excess of a reducing agent solution (e.g., sodium sulfite) under cold conditions with stirring. However, disposal must be performed by licensed professionals in accordance with all local, state, and federal regulations. Never pour down the drain.
What is the IUPAC name for CAS 3006-86-8?
The systematic IUPAC name for the compound commonly called 1,1-Di(tert-butylperoxy)cyclohexane is 1,1-Bis(tert-butylperoxy)cyclohexane. Both names refer to the same chemical structure with CAS 3006-86-8.
Can it be used in emulsion or suspension polymerization?
While primarily used in bulk or solution polymerizations, 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) can potentially be used in suspension polymerization if it is adequately dissolved in the monomer droplets. Its effectiveness in emulsion polymerization is limited due to its hydrophobicity and the aqueous environment; water-soluble or oil-soluble initiators with appropriate surfactants are more common for emulsion systems.
What is the typical boiling point of 1,1-Di(tert-butylperoxy)cyclohexane?
Organic peroxides like CAS 3006-86-8 typically decompose before reaching a normal boiling point. Therefore, a standard boiling point at atmospheric pressure is not a meaningful or safe parameter. The focus is always on its decomposition temperature. Distillation is NOT a recommended operation for this material.
How does the presence of the cyclohexane ring influence its properties?
The cyclohexane ring in 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) increases the molecular weight and size compared to simpler dialkyl peroxides. This can influence its solubility parameters, viscosity, and the nature of its decomposition fragments. The ring structure may also impart slightly different compatibility/reactivity in certain polymer matrices compared to linear analogues.
What fire-fighting measures are recommended for a fire involving this material?
In case of fire involving 1,1-Di(tert-butylperoxy)cyclohexane, evacuate immediately and let the fire burn if safe to do so. Fight fire from a protected position (e.g., behind an explosion-resistant barrier). Use copious amounts of water from a distance to cool exposed containers and prevent them from exploding. Do not attempt to move burning containers. Standard foam, CO2, or dry chemical may be ineffective on deep-seated peroxide fires. Alert firefighters that organic peroxides are present.
What is the "Self-Accelerating Decomposition Temperature" (SADT) for this peroxide?
The Self-Accelerating Decomposition Temperature (SADT) is the lowest temperature at which self-accelerating decomposition may occur in the substance in its shipping packaging. The SADT for 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is specific to its commercial formulation, packaging type, and quantity. It is a critical parameter for safe transport and storage, typically determined by the manufacturer and found in the MSDS. It is usually below 50°C.
Are there any common synonyms or trade names for this chemical?
Yes. Common synonyms include: 1,1-Bis(tert-butylperoxy)cyclohexane, Di(tert-butyl) 1,1-cyclohexanediperoxide. It is sold under various trade names by different manufacturers, such as Perkadox PDH (from Nouryon, formerly AkzoNobel), Luperox 331 (from Arkema), and other brand names. The CAS number 3006-86-8 uniquely identifies the substance regardless of the trade name.
How is the quality control of commercial batches performed?
Quality control involves testing multiple parameters: Assay/Purity (by GC/HPLC), Active Oxygen Content (by iodometric titration), Appearance/Color, Density, and Stabilizer Content. Additional tests may include checking for impurities (like moisture or acidic content) and verifying the identity via FTIR or NMR. Batch certificates of analysis (CoA) are provided by suppliers.
What is the effect of metal ions on the stability of CAS 3006-86-8?
Metal ions, especially heavy metal ions (e.g., iron, copper, cobalt) and their salts, are strong promoters (catalysts) for the decomposition of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8). They can drastically lower the decomposition temperature, leading to rapid, uncontrolled exothermic reactions. Therefore, contact with metal surfaces (particularly rusty or corroded ones) or metal compounds must be strictly avoided. Stainless steel or lined equipment is preferred.
Can it be used for modifying polypropylene (PP)?
While less common than for PE, 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) can be used in controlled rheology or vis-breaking of polypropylene. The peroxide radicals cause chain scission in PP, reducing its molecular weight and melt viscosity, which improves processability. The precise conditions and formulations are critical to achieve the desired result without excessive degradation.
What is the UN number for shipping this peroxide?
1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) typically falls under UN 3105, ORGANIC PEROXIDE, TYPE D, LIQUID. The exact classification (Packing Group, subsidiary risk) depends on its formulation (stabilizer, concentration) and is determined by the manufacturer/shipper according to transport regulations (IMDG, IATA, ADR). It must be shipped in approved packaging with proper labels.
How is the half-life data for peroxides like this determined and used?
Half-life (t1/2, the time for 50% decomposition at a given temperature) is determined experimentally, often by Differential Scanning Calorimetry (DSC) or by measuring oxygen evolution in solution. This data, usually presented in a table or graph, is crucial for process design. For example, a processor will choose a peroxide whose t1/2 is 1-3 minutes at the processing temperature to ensure efficient initiation without unreacted peroxide remaining in the final product.
What is the typical viscosity of this liquid peroxide?
1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is a mobile liquid. Its dynamic viscosity at 20°C is typically in the range of 5 to 15 mPa·s (cP), similar to a light oil. Exact viscosity depends on temperature and specific grade. This property is important for pumping and mixing operations.
How does it contribute to the properties of crosslinked polyethylene (XLPE or PEX)?
When 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) crosslinks polyethylene, it creates a three-dimensional network. This dramatically improves the polymer's thermal resistance (higher continuous use temperature), environmental stress crack resistance (ESCR), chemical resistance, and mechanical strength at elevated temperatures. This makes it ideal for hot water pipes, wire & cable insulation, and other demanding applications.
What are the environmental fate and ecotoxicity considerations?
As an organic peroxide, 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is not persistent in the environment; it decomposes rapidly in water, soil, and air via photolysis, hydrolysis, and reaction with other substances. However, it is toxic to aquatic life and may cause long-term adverse effects. Spills must be contained to prevent entry into waterways, sewers, or soil. Biodegradation data is limited. Always prevent environmental release.
Can it be used in combination with other initiators or co-agents?
Yes, it can be used in synergistic initiator systems or with co-agents. For example, it might be combined with another peroxide with a different half-life to broaden the initiation temperature window. Co-agents like triallyl isocyanurate (TAIC) or trimethylolpropane trimethacrylate (TMPTMA) can be added to enhance the efficiency of the crosslinking process, especially for certain elastomers.
What analytical techniques confirm the identity of this compound?
The identity of 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) is confirmed by a combination of spectroscopic and chromatographic methods: Fourier-Transform Infrared Spectroscopy (FTIR) shows characteristic O-O and C-O stretches; Nuclear Magnetic Resonance (NMR) (1H and 13C) provides detailed structural fingerprint; and Gas Chromatography-Mass Spectrometry (GC-MS) gives molecular weight and fragmentation pattern confirmation.
Where can I find the most up-to-date Material Safety Data Sheet (MSDS/SDS) for this product?
The most current and specific Safety Data Sheet (SDS) for 1,1-Di(tert-butylperoxy)cyclohexane (CAS 3006-86-8) should always be obtained directly from the supplier or manufacturer of the product you are using. You can typically find it on the chemical supplier's official website in their product section or by contacting their customer service. Never rely on a generic SDS from an old source.
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