14018-58-7

Basic information

• Product Name: n-C3H7CH(CH3)OOH
• Synonyms: n-C3H7CH(CH3)OOH;Tertiary-Pentylhydroperoxide
• CAS NO: 14018-58-7
• Molecular Formula: C₅H₁₂O₂
• Molecular Weight: 104.15
• Mol File: 14018-58-7.mol

Chemical Properties

• Boiling Point: 152.8°Cat760mmHg
• Flash Point: 46.2°C
• Appearance: /
• Density: 0.903g/cm³
• Vapor Pressure: 1.28mmHg at 25°C
• Refractive Index: 1.408
• PKA: 12.75±0.10(Predicted)
• CAS DataBase Reference: n-C3H7CH(CH3)OOH(CAS DataBase Reference)
• NIST Chemistry Reference: n-C3H7CH(CH3)OOH(14018-58-7)
• EPA Substance Registry System: n-C3H7CH(CH3)OOH(14018-58-7)

Safety Data

• Hazardous Substances Data: 14018-58-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H12O2/c1-3-4-5(2)7-6/h5-6H,3-4H2,1-2H3

Upstream product

• 109-66-0 pentane 
• 26184-62-3 (S)-2-pentanol 

Relevant articles and documents

Photooxygenation of alkanes by dioxygen with: P -benzoquinone derivatives with high quantum yields

Alkanes were oxygenated by dioxygen with p-benzoquinone derivatives such as p-xyloquinone in alkanes which are used as solvents to yield the corresponding alkyl hydroperoxides, alcohols and ketones under visible light irradiation with high quantum yields (Φ = 1000, 1600%). The photooxygenation is started by hydrogen atom abstraction from alkanes by the triplet excited states of p-benzoquinone derivatives as revealed by laser-induced transient absorption spectral measurements.

Solvent-Free Photooxidation of Alkanes by Dioxygen with 2,3-Dichloro-5,6-dicyano-p-benzoquinone via Photoinduced Electron Transfer

Photooxidation of alkanes by dioxygen occurred under visible light irradiation of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) which acts as a super photooxidant. Solvent-free hydroxylation of cyclohexane and alkanes is initiated by electron transfer from alkanes to the singlet and triplet excited states of DDQ to afford the corresponding radical cations and DDQ??, as revealed by femtosecond laser-induced transient absorption measurements. Alkane radical cations readily deprotonate to produce alkyl radicals, which react with dioxygen to afford alkylperoxyl radicals. Alkylperoxyl radicals abstract hydrogen atoms from alkanes to yield alkyl hydroperoxides, accompanied by regeneration of alkyl radicals to constitute the radical chain reactions, so called autoxidation. The radical chain is terminated in the bimolecular reactions of alkylperoxyl radicals to yield the corresponding alcohols and ketones. DDQ??, produced by the photoinduced electron transfer from alkanes to the excited state of DDQ, disproportionates with protons to yield DDQH2.

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.