74-80-6

Basic information

• Product Name: pentyl hydroperoxide
• Synonyms: Hydroperoxide, pentyl; Pentyl hydroperoxide
• CAS NO: 74-80-6
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.1476
• Mol File: 74-80-6.mol

Chemical Properties

• Boiling Point: 161.2°C at 760 mmHg
• Flash Point: 51.3°C
• Density: 0.906g/cm³
• Vapor Pressure: 0.798mmHg at 25°C
• Refractive Index: 1.41
• CAS DataBase Reference: pentyl hydroperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: pentyl hydroperoxide(74-80-6)
• EPA Substance Registry System: pentyl hydroperoxide(74-80-6)

Safety Data

• Hazardous Substances Data: 74-80-6(Hazardous Substances Data)

Upstream product

• 6968-20-3 pentyl methanesulfonate 
• 109-66-0 pentane 
• 71-41-0 pentan-1-ol 

Downstream Products

• 3903-88-6 di-n-pentyl peroxide 
• 110-62-3 pentanal 
• 71-41-0 pentan-1-ol 
• 927-55-9 (±)-4-amino-1-pentanol 
• 96-47-9 2-methyltetrahydrofuran 
• 35096-45-8 4-chloropentan-1-ol 

Relevant articles and documents

Oxidations by the reagent "O2-H2O2-vanadium derivative-pyrazine-2-carboxylic acid". Part 12. Main features, kinetics and mechanism of alkane hydroperoxidation

Various combinations of vanadium derivatives (n-Bu4NVO3 is the best catalyst) with pyrazine-2-carboxylic acid (PCA) catalyse the oxidation of saturated hydrocarbons, RH, with hydrogen peroxide and air in acetonitrile solution to produce, at temperatures V(PCA)(H2O2) → VIV(PCA) + HOO. + H+. The VIV species thus formed reacts further with a second H2O2 molecule to generate the hydroxyl radical according to the equation VIV(PCA) + H2O2 → VV(PCA) + HO. + HO-. The concentration of the active species in the course of the catalytic process has been estimated to be as low as [V(PCA)H2O2] ≈ 3.3 × 10-6 mol dm-3. The effective rate constant for the cyclohexane oxidation (d[ROOH]/dt = keff[H2O2]0[V]0) is keff = 0.44 dm3 mol-1 s-1 at 40 °C, the effective activation energy is 17 ± 2 kcal mol-1. It is assumed that the accelerating role of PCA is due to its facilitating the proton transfer between the oxo and hydroxy ligands of the vanadium complex on the one hand and molecules of hydrogen peroxide and water on the other hand. For example: (pca)(O=)V ... H2O2 → (pca)(HO-)V-OOH. Such a "robot's arm mechanism" has analogies in enzyme catalysis.

The selective functionalization of saturated hydrocarbons. Part 40. Aspects of Fe(II) based peroxide fragmentation in pyridine solution

The Haber-Weiss mechanism does not apply to the Fe(II) induced fragmentation of primary and secondary hydroperoxides in pyridine. However, it does apply to tertiary hydroperoxides. Steric bulk is an important factor in Fe(II) induced dialkyl peroxide decomposition in pyridine. On the contrary in tetrahydrofuran a different relatively unhindered electron transfer process predominates where the Fe(II) becomes a catalyst.