Description

p-Menthane hydroperoxide (CAS: 80-47-7) is a high-purity organic peroxide with the molecular formula C₁₀H₂₀O₂ and IUPAC name 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane. This specialized compound is widely utilized as a free-radical initiator in polymerization reactions due to its thermally labile O-O bond, which decomposes to generate reactive radicals. Available as a clear to pale yellow liquid, it is stored under controlled conditions to maintain stability. Suitable for research and industrial applications, it is commonly employed in the synthesis of polymers, resins, and elastomers. Its structural features, including the cyclohexyl backbone and hydroperoxide functionality, make it a valuable tool for controlled radical reactions. Handle with care due to its potential as an oxidizer.

Properties

• CAS Number: 80-47-7
• Complexity: 135
• IUPAC Name: 1-(1-hydroperoxy-1-methyl-ethyl)-4-methyl-cyclohexane
• InChI: InChI=1S/C10H20O2/c1-8-4-6-9(7-5-8)10(2,3)12-11/h8-9,11H,4-7H2,1-3H3
• InChI Key: XSZYESUNPWGWFQ-UHFFFAOYSA-N
• Exact Mass: 172.146329876
• Molecular Formula: C10H20O2
• Molecular Weight: 172.26
• SMILES: CC1CCC(CC1)C(C)(C)OO
• Topological: 29.5
• Monoisotopic Mass: 172.146329876
• Physical Description: P-menthane hydroperoxide is a clear pale yellow viscous liquid.
• Flash Point: 127 °F
• Solubility: less than 0.1 mg/mL at 63 °F
• Density: 0.910 to 0.925 at 59.9 °F
• Synonyms: p-Menthane hydroperoxide, 80-47-7, Permentha H, p-Menthane-8-hydroperoxide, 1-Methyl-1-(4-methylcyclohexyl)ethyl hydroperoxide, MAV10JRD6L, Hydroperoxide, 1-methyl-1-(4-methylcyclohexyl)ethyl, Menthane hydroperoxide, p-, p-Menth-8-yl hydroperoxide, CCRIS 4665, UNII-MAV10JRD6L, EINECS 201-281-4, BRN 1923323, Hydroperoxide, 1-methyl-1-(4-methylcyclohexyl)ethyl, trans-, DTXSID4025533, 143970-15-4, p-Menth-8-yl hydroperoxide (7CI,8CI), DTXCID605533, Hydroperoxide, 1-methyl-1-(4-methylcyclohexyl)ethyl (9CI), 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane, SCHEMBL4654621, XSZYESUNPWGWFQ-UHFFFAOYSA-N, AKOS006279591, NS00022806, Q270174, Q27283771, 8-p-Menthyl Hydroperoxide; 1-(1-Hydroperoxy-1-Methyl-Ethyl)-4-Methyl-Cyclohexane; 1-(1-Hydroperoxy-1-Methylethyl)-4-Methylcyclohexane; 1-(2-Hydroperoxypropan-2-Yl)-4-Methyl-Cyclohexane; p-Menthane hydroperoxide; PMPH

Application

p-Menthane hydroperoxide is primarily used as an initiator in radical polymerization processes for producing polystyrene, polyethylene, and other specialty polymers. It also serves as a crosslinking agent in the manufacture of thermoset resins and elastomers. In organic synthesis, it facilitates oxidative transformations and chain reactions. Its stability under storage and predictable decomposition kinetics make it ideal for controlled industrial processes.

Safety and Hazards

GHS Hazard Statements

• H242: Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]
• H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H332: Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P210, P234, P235, P240, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403, P405, P410, P411, P420, and P501

Hazard Classes and Categories

• Org. Perox. D (100%)
• Skin Corr. 1B (100%)
• Acute Tox. 4 (100%)

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