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3-Methyl-1,4-pentadiene (CAS 1115-08-8)

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CAS Number:
1115-08-8
Purity:
≥98%
Molecular Weight:
82.14
Molecular Formula:
C6H10
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3-Methyl-1,4-pentadiene (3MP) is an aliphatic hydrocarbon molecule. In organic synthesis, 3MP serves as a foundational material for the creation of a broad spectrum of compounds, including dyes and polymers. In the realm of materials science, it acts as a precursor for the synthesis of nanomaterials such as carbon nanotubes and graphene. Within biochemistry, 3MP is used as a base material for the creation of diverse biomolecules including proteins, lipids, and carbohydrates. The exact mechanism of action of 3MP remains largely a mystery. However, it is proposed that 3MP could function as a proton donor in certain biochemical reactions, and may contribute to the formation of carbon-carbon and carbon-hydrogen bonds. Additionally, 3MP might operate as a catalyst in specific biochemical reactions and could have a hand in the regulation of gene expression.

References:

  1. Radical cascade reaction with 1,4-dienes and 1,4-enynes using 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor: one-step synthesis of bicyclo[3.3.0]octane derivatives.  |  Kitagawa, O., et al. 2002. Org Lett. 4: 1011-3. PMID: 11893209
  2. Reactions of carbocations with unsaturated hydrocarbons: electrophilic alkylation or hydride abstraction?  |  Mayr, H., et al. 2002. J Am Chem Soc. 124: 4076-83. PMID: 11942846
  3. Double-chelation-assisted Rh-catalyzed intermolecular hydroacylation between salicylaldehydes and 1,4-penta- or 1,5-hexadienes.  |  Imai, M., et al. 2004. J Org Chem. 69: 1144-50. PMID: 14961663
  4. Method optimization by solid-phase microextraction in combination with gas chromatography with mass spectrometry for analysis of beer volatile fraction.  |  Pinho, O., et al. 2006. J Chromatogr A. 1121: 145-53. PMID: 16687150
  5. Group additive values for the gas phase standard enthalpy of formation of hydrocarbons and hydrocarbon radicals.  |  Sabbe, MK., et al. 2005. J Phys Chem A. 109: 7466-80. PMID: 16834116
  6. Simple method for reliable predicting flash points of unsaturated hydrocarbons.  |  Keshavarz, MH. and Ghanbarzadeh, M. 2011. J Hazard Mater. 193: 335-41. PMID: 21820804
  7. Tandem palladium(0) and palladium(II)-catalyzed allylic alkylation through complementary redox cycles.  |  Trost, BM., et al. 2012. Angew Chem Int Ed Engl. 51: 11522-6. PMID: 23055351
  8. The Interplay between a Multifunctional Dehydratase Domain and a C-Methyltransferase Effects Olefin Shift in Ambruticin Biosynthesis.  |  Berkhan, G., et al. 2016. Angew Chem Int Ed Engl. 55: 13589-13592. PMID: 27670141
  9. Kinetic Properties Study of H Atom Abstraction by CH32 Radicals from Fuel Molecules with Different Functional Groups.  |  Guo, HT., et al. 2023. J Phys Chem A. 127: 1960-1974. PMID: 36802637
  10. Asymmetric radiation-induced inclusion polymerization of 3-methyl-1,4-pentadiene in deoxycholic acid  |  F Cataldo, O Ursini, G Angelini. 2010. Radiation Physics and Chemistry. 79: 57-63.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Methyl-1,4-pentadiene, 5 ml

sc-226132
5 ml
$200.00