10557-44-5

Basic information

• Product Name: CIS-2,5-DIMETHYL-3-HEXENE
• Synonyms: (Z)-2,5-dimethyl-3-hexene;(Z)-2,5-Dimethylhex-3-ene;3-Hexene, 2,5-dimethyl-, (Z)-;3-hexene,2,5-dimethyl-,(Z)-;cis-1,2-diisopropylethylene;cis-2,5-dimethyl-hex-3-ene;cis-diisopropylethylene;TRANS-2,5-DIMETHYL-3-HEXENE
• CAS NO: 10557-44-5
• Molecular Formula: C₈H₁₆
• Molecular Weight: 112.21
• Mol File: 10557-44-5.mol

Chemical Properties

• Melting Point: -103.01°C (estimate)
• Boiling Point: 98.65°C
• Flash Point: 8.4 °C
• Appearance: /
• Density: 0.7060
• Vapor Pressure: 39.6mmHg at 25°C
• Refractive Index: 1.4040
• CAS DataBase Reference: CIS-2,5-DIMETHYL-3-HEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-2,5-DIMETHYL-3-HEXENE(10557-44-5)
• EPA Substance Registry System: CIS-2,5-DIMETHYL-3-HEXENE(10557-44-5)

Safety Data

• Hazardous Substances Data: 10557-44-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
CIS-2,5-DIMETHYL-3-HEXENE is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its reactive double bond allows for a range of chemical reactions, making it a versatile building block in the synthesis of complex organic molecules.
Used in Fragrance Industry:
CIS-2,5-DIMETHYL-3-HEXENE is used as a fragrance ingredient in consumer products due to its distinct and appealing odor. Its ability to impart a pleasant scent makes it a valuable component in the formulation of perfumes, cosmetics, and other scented products.
Used in Pharmaceutical Applications:
CIS-2,5-DIMETHYL-3-HEXENE is being studied for its potential use in the development of pharmaceuticals. Its unique chemical structure may offer novel therapeutic properties, and ongoing research aims to explore its potential benefits in medicine.
Used in Agricultural Applications:
CIS-2,5-DIMETHYL-3-HEXENE is also being investigated for its possible applications in agriculture. Its distinct chemical properties may have implications for pest control or crop protection, and further research is being conducted to determine its practical uses in this field.

InChI:InChI=1/C8H16/c1-7(2)5-6-8(3)4/h5-8H,1-4H3/b6-5-

Upstream product

• 2431-31-4 2,5-dimethyl-2,3,4-hexatriene 
• 142-30-3 2,5-dihydroxy-2,5-dimethyl-3-hexyne 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 563-45-1 3-Methyl-1-butene 

Downstream Products

• 74880-59-4 (+/-)-rel-((3RS,4SR)-5-chloro-2,5-dimethylhexan-3-yl)phenylselenide 
• 692-70-6 (E)-2,5-dimethylhex-3-ene 
• 80816-14-4 cis-1,2-di(1-methylethyl)cyclopropane 
• 80816-14-4 trans-1,2-di(1-methylethyl)cyclopropane 
• 13126-94-8 cis-2,5-dimethyl-3-hexene ozonide 
• 13126-95-9 trans-2,5-dimethyl-3-hexene ozonide 
• 72444-60-1 trans-n-propylisopropylethylene ozonide 
• 72444-59-8 cis-n-propylisopropylethylene ozonide 

Relevant articles and documents

Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene

We synthesized Mo(NC6F5)(CHCMe2Ph)(TPPO)(PPhMe2)Cl (TPPO = 2,3,5,6-tetraphenylphenoxide), Mo(NC6F5)(CHCMe2Ph)(TTBTO)(PPhMe2)Cl (TTBTO = 2,6-di(3′,5′-di-tert-butylphenyl)phenoxide), and Mo(NC6F5)(CHCMe2Ph)(TPPO)(PPhMe2)(CF3Pyr) (CF3Pyr = 3,4-bistrifluoromethylpyrrolide), in order to evaluate them as catalysts for the homocoupling of 3-methyl-1-butene. They were compared with Mo(NC6F5)(CHCMe2Ph)(HMTO)(PPhMe2)Cl (HMTO = 2,6-dimesitylphenoxide), Mo(NC6F5)(CHCMe2Ph)(HIPTO)(PPhMe2)Cl (HIPTO = 2,6-di(2′,4′,6′-triisopropylphenyl)phenoxide), and several other Mo and Ru catalysts. In the best cases turnover numbers (TONs) of 400 – 700 were observed for the homocoupling of 3-methyl-1-butene in a closed vessel (ethylene not removed).

Dendrimer-Encapsulated Pd Nanoparticles, Immobilized in Silica Pores, as Catalysts for Selective Hydrogenation of Unsaturated Compounds

Heterogeneous Pd-containing nanocatalysts, based on poly (propylene imine) dendrimers immobilized in silica pores and networks, obtained by co-hydrolysis in situ, have been synthesized and examined in the hydrogenation of various unsaturated compounds. The catalyst activity and selectivity were found to strongly depend on the carrier structure as well as on the substrate electron and geometric features. Thus, mesoporous catalyst, synthesized in presence of both polymeric template and tetraethoxysilane, revealed the maximum activity in the hydrogenation of various styrenes, including bulky and rigid stilbene and its isomers, reaching TOF values of about 230000 h?1. Other mesoporous catalyst, synthesized in the presence of polymeric template, but without addition of Si(OEt)4, provided the trans-cyclooctene formation with the selectivity of 90–95 %, appearing as similar to homogeneous dendrimer-based catalysts. Microporous catalyst, obtained only on the presence of Si(OEt)4, while dendrimer molecules acting as both anchored ligands and template, demonstrated the maximum activity in the hydrogenation of terminal linear alkynes and conjugated dienes, reaching TOF values up to 400000 h?1. Herein the total selectivity on alkene in the case of terminal alkynes and conjugated dienes reached 95–99 % even at hydrogen pressure of 30 atm. The catalysts synthesized can be easily isolated from reaction products and recycled without significant loss of activity.

Palladium nanoparticles encapsulated in a dendrimer networks as catalysts for the hydrogenation of unsaturated hydrocarbons

A novel method has been proposed for encapsulating palladium nanoparticles up to 5 nm in the matrix of polymeric support networks based on polyamidoamine dendrimers. The shape of the particle size distribution and the catalytic activity of the materials obtained during the hydrogenation of unsaturated compounds depend strongly on the support structure. High activity (TOF up to 86,000 h-1) has been observed during the hydrogenation of styrene.

Mesoporous organic Pd-containing catalysts for the selective hydrogenation of conjugated hydrocarbons

Palladium catalysts supported on ordered organic mesoporous polymers were synthesized. The catalysts are characterized by the narrow size distribution of palladium nanoparticles with an average particle size of 2.2-5.2 nm. They demonstrate high catalytic activity and selectivity in phenylacetylene hydrogenation (896-2590 min-1, selectivity 89-98%). High activity and selectivity for alkenes are observed in the hydrogenation of conjugated dienes (for isoprene, TOF = 1850-5000 min-1, selectivity 99%; for 2,5-dimethyl-2,4-hexadiene, TOF = = 1294-2400 min-1, selectivity 100%; for 1,4-diphenyl-1,3-butadiene, TOF = 14-22 min-1, selectivity 7-16%). A dependence of the selectivity on the nature of the support and substrate was found for the hydrogenation of 1,4-diphenyl-1,3-butadiene.