109789-13-1

Basic information

• Product Name: (2E)-1,1-dimethyl-5-methylidenehepta-2,6-dien-1-yl hydroperoxide
• CAS NO: 109789-13-1
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.2328
• Mol File: 109789-13-1.mol

Chemical Properties

• Boiling Point: 274.5°C at 760 mmHg
• Flash Point: 119.8°C
• Density: 0.928g/cm³
• Vapor Pressure: 0.000681mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: (2E)-1,1-dimethyl-5-methylidenehepta-2,6-dien-1-yl hydroperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1,1-dimethyl-5-methylidenehepta-2,6-dien-1-yl hydroperoxide(109789-13-1)
• EPA Substance Registry System: (2E)-1,1-dimethyl-5-methylidenehepta-2,6-dien-1-yl hydroperoxide(109789-13-1)

Safety Data

• Hazardous Substances Data: 109789-13-1(Hazardous Substances Data)

Upstream product

• 123-35-3 7-methyl-3-methene-1,6-octadiene 

Relevant articles and documents

Efficient photooxygenation of olefins by a C60 derivative bearing an organofluorine tail

A C60 derivative bearing an organofluorine tail through the dimethylsilyl moiety (1) was proved to be an efficient photosensitizer in C6F6. Photooxygenation of olefins or dienes was accomplished by catalysis of 1 (0.5 - 1.5 mo1%) at room temperature under an oxygen atmosphere.

Synthetic Chemistry with Fullerenes. Photooxygenation of Olefins

Under irradiation with visible or UV (>290 nm) light in the presence of molecular oxygen and a minute amount of fullerenes, olefins and dienes undergo ene and Diels-Alder reactions with singlet oxygen to give photooxygenation products.The regio- and stereoselectivities of the photooxygenation of β-myrcene, (+)-pulegone, 4-methylpent-3-en-2-ol, and (+)-limonene were very similar to those observed in known singlet oxygen reactions, indicating that the fullerene-sensitized reaction generates free singlet oxygen.The efficiency of fullerenes and conventional sensitizers was qualitatively examined by using the Diels-Alder reaction between 1O2 and furan-2-carboxylic acid as a probe.Among those examined, C70 was found to be the most effective.The reaction was the fastest and completed with as little as 0.0001 equiv of C70.C60 and hematoporphyrin were found to be of similar efficiency.The methanofullerene 13, which lacks one olefinic conjugation in the C60 core, was as good as C60 itself, but the aminofullerene 14, lacking six double bonds, was quite inferior.The fullerene carboxylic acid 15, which was previously shown to show considerable biochemical activity, was found to be capable of generating singlet oxygen in aqueous DMSO.

SENSITIZED PHOTO-OXYGENATION OF ACYCLIC CONJUGATED DIENES

Sensitized photo-oxygenation of a wide variety of acyclic 1,3-dienes was investigated.The 1,4-cycloaddition of singlet oxygen to acyclic conjugated dienes was closely related to the thermal Diels-Alder reaction in stereospecificity, and steric and electronic effects of substituents.Reactivity order of singlet oxygen toward conjugated dienes and isolated C-C double bonds was exhibited as follows: trisubstituted monoolefins > 2-substituted 1,3-dienes > disubstituted mono-olefins.