34780-69-3

Basic information

• Product Name: 3-Methyl-1,6-heptadien-3-ol
• Synonyms: 3-Methyl-1,6-heptadien-3-ol
• CAS NO: 34780-69-3
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• Mol File: 34780-69-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 57 °C(Press: 12 Torr)
• Appearance: /
• Density: 0.8549 g/cm3(Temp: 17 °C)
• PKA: 14.46±0.29(Predicted)
• CAS DataBase Reference: 3-Methyl-1,6-heptadien-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-1,6-heptadien-3-ol(34780-69-3)
• EPA Substance Registry System: 3-Methyl-1,6-heptadien-3-ol(34780-69-3)

Safety Data

• Hazardous Substances Data: 34780-69-3(Hazardous Substances Data)

Upstream product

• 51193-99-8 3-methyl-6-hepten-1-yn-3-ol 
• 109-49-9 5-Hexen-2-one 
• 1826-67-1 vinyl magnesium bromide 
• 3536-96-7 vinylmagnesium chloride 

Downstream Products

• 95921-44-1 4-methyl-1-(phenylethynyl)-4-cyclohepten-1-ol 
• 1413934-86-7 2-methyl-1-phenyl-2-vinylhex-5-en-1-one 

Relevant articles and documents

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Synthesis of novel-dl-α-tocopherol-based and sterically-hindered-phenol-based monomers and their utilization in copolymerizations over metallocene/MAO catalyst systems. A strategy to remove concerns about additive compatibility and migration

In this paper we present an initial study on various synthetic routes to novel polymerizable dl-α-tocopherol derivatives and to a styrenic sterically hindered phenol which was stimulated by our desire to conduct copolymerization with these monomers with α-olefins over different metallocene/ methylalumoxane (MAO) catalyst systems. The syntheses of 6-hydroxyl-2,5,7,8-tetramethyl-2-(but-3-enyl)-chroman (1) and 5,7,8-trimethyl-3-(hex-5-enyl)benzofuran-6-ol (2-) were achieved by cyclocondensation of trimethylhydroquinone (TMHQ) with 3-methylhept-1,6-dien-3-ol and 2,7-octadienol, respectively. However, the latter tocopherol compound (2) could only be obtained in low yields, and all our attempts to isolate the product from its ring-opened isomers failed. This can be attributed to the fact that the reaction between TMHQ and 2,7-octadienol gave rise to a highly complex reaction mixture. Compound 3, 6-hydroxyl-2,2,8,9-tetramethyl-6-allylchroman, was prepared from the corresponding allylchromanoxy ether via Claisen rearrangement. In addition facile synthetic pathways to 4-methylene(3,5-di-tert-butyl-4-phenoxy)styrene (4) and its trimethylsilylated derivative 5, i.e., 4-methylene(3,5-di-tert-butyl-4-trimethylsiloxyphenyl)-styrene, were successfully developed. The chromanol 1 was copolymerized with ethylene over a rac-[dimethylsilylenebis(4,5,6,7-tetrahydro-1-indenyl)]zirconium dichloride/MAO catalyst system, and monomers 4 and 5 were copolymerized with styrene over an (η5-indenyl)trichlorotitanium (IndTiCl3)/MAO catalyst system. The copolymers contained from 2.3 to 6.8 wt % functional units and exhibit enhanced thermooxidative stabilities in comparison to the corresponding homopolymers as determined by TGA and DSC analysis.

COPPER (I) CATALYSIS OF OLEFIN PHOTOREACTIONS -9. PHOTOBICYCLIZATION OF alpha -, beta -, AND gamma -ALKENYLALLYL ALCOHOLS.

Cyclobutylcarbinyl alcohols of the bicyclo left bracket 3. 2. 0 right bracket heptane ring system are produced by UV irradiation of alpha -, beta -, and gamma -alkenylallyl alcohols in the presence of copper (I) trifluoromethanesulfonate (CuOTf). endo-2-Hydroxy epimers of bicyclo left bracket 3. 2. 0 right bracket heptan-2-ols are generated stereoselectively. This result as well as the effect of CuOTf on the **1H NMR spectrum of 4,4-dimethyl-1,6-heptadien-3-ol suggests that coordination of two C equals C bonds and the hydroxyl group with a single copper (I) is important. The derived bicyclo left bracket 3. 2. 0 right bracket heptan 2-ones fragment cleanly at 580 degree C to afford cyclopent-2-en-1-ones. Geometric isomerization competes with photobicyclization of (E)- and (Z)-octa-2,7-dien-1-ols.