1587-05-9

Basic information

• Product Name: 3-(2,6-DIMETHYLPHENYL)-1-PROPENE
• Synonyms: 3-(2,6-DIMETHYLPHENYL)-1-PROPENE
• CAS NO: 1587-05-9
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.23
• Mol File: 1587-05-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 209.9°C at 760 mmHg
• Flash Point: 73.6°C
• Appearance: /
• Density: 0.878g/cm³
• Vapor Pressure: 0.287mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: 3-(2,6-DIMETHYLPHENYL)-1-PROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2,6-DIMETHYLPHENYL)-1-PROPENE(1587-05-9)
• EPA Substance Registry System: 3-(2,6-DIMETHYLPHENYL)-1-PROPENE(1587-05-9)

Safety Data

• Hazardous Substances Data: 1587-05-9(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
3-(2,6-DIMETHYLPHENYL)-1-PROPENE is used as a monomer in the polymer industry for the production of various polymers, resins, and plastics. Its unique chemical structure contributes to the development of materials with specific properties tailored for different applications.
Used in Adhesives Manufacturing:
In the adhesives industry, 3-(2,6-DIMETHYLPHENYL)-1-PROPENE is used as a component in the formulation of adhesives. Its incorporation enhances the adhesive's bonding strength and durability, making it suitable for various industrial applications.
Used in Coatings Industry:
3-(2,6-DIMETHYLPHENYL)-1-PROPENE is utilized as a key ingredient in the production of coatings. It contributes to the formation of coatings with improved hardness, gloss, and resistance to environmental factors, such as UV radiation and chemical exposure.
Used in Synthetic Rubber Industry:
3-(2,6-DIMETHYLPHENYL)-1-PROPENE is employed as a building block in the synthesis of synthetic rubber. Its presence in rubber formulations results in materials with enhanced elasticity, wear resistance, and overall performance in various applications, such as tires, seals, and gaskets.

InChI:InChI=1/C11H14/c1-4-6-11-9(2)7-5-8-10(11)3/h4-5,7-8H,1,6H2,2-3H3

Upstream product

• 100379-00-8 2,6-dimethylbenzene boronic acid 
• 106-95-6 allyl bromide 
• 576-26-1 2.6-dimethylphenol 
• 107-18-6 allyl alcohol 
• 24850-33-7 allyltributylstanane 
• 86364-02-5 2,6-dimethylphenyl trifluoromethanesulphonate 
• 576-22-7 2-Bromo-m-xylene 

Relevant articles and documents

Linear Hydroaminoalkylation Products from Alkyl-Substituted Alkenes

The regioselective conversion of alkyl-substituted alkenes into linear hydroaminoalkylation products represents a strongly desirable synthetic transformation. In particular, such conversions of N-methylamine derivatives are of great scientific interest, because they would give direct access to important amines with unbranched alkyl chains. Herein, we present a new one-pot procedure that includes an initial alkene hydroaminoalkylation with an α-silylated amine substrate and a subsequent protodesilylation reaction that delivers linear hydroaminoalkylation products with high selectivity from simple alkyl-substituted alkenes. For that purpose, new titanium catalysts have been developed, which are able to activate the α-C?H bond of more challenging α-silylated amine substrates. In addition, a direct relationship between the ligand structure of the new catalysts and the obtained regioselectivity is described.

Palladium nanoparticles in glycerol: A versatile catalytic system for C-X bond formation and hydrogenation processes

Palladium nanoparticles stabilised by tris(3-sulfophenyl)phosphine trisodium salt in neat glycerol have been synthesised and fully characterised, starting from both Pd(II) and Pd(0) species. The versatility of this innovative catalytic colloidal solution has been proved by its efficient application in C-X bond formation processes (X=C, N, P, S) and C-C multiple bond hydrogenation reactions. The catalytic glycerol phase could be recycled more than ten times, preserving its activity and selectivity. The scope of each of these processes has demonstrated the power of the as-prepared catalyst, isolating the corresponding expected products in yields higher than 90%. The dual catalytic behaviour of this glycerol phase, associated to the metallic nanocatalysts used in wet medium (molecular- and surface-like behaviour), has allowed attractive applications in one-pot multi-step transformations catalysed by palladium, such as C-C coupling followed by hydrogenation, without isolation of intermediates using only one catalytic precursor. Copyright

A highly effective (Triphenyl phosphite)palladium catalyst for a cross-coupling reaction of allylic alcohols with organoboronic acids

The cross coupling reaction of aryl and vinyl boronic acids and allylic alcohols proceeded smoothly in toluene or dioxane in the presence of a (triphenyl phosphite)palladium catalyst to give the corresponding allylbenzene derivatives and 1,4-dienes. Neither cocatalysts for promoting C-O bond cleavage of allylic alcohols nor bases for activation of organoboron reagents are required for promoting the coupling process. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Palladium-Catalyzed Cross-Coupling Reactions of Highly Hindered, Electron-Rich Phenol Triflates and Organostannanes

The palladium-catalyzed cross-coupling reaction of highly hindered, electron-rich phenol triflates and organostannanes (Stille reaction) has been studied in a systematic manner.The following are its salient features: (1) electron-rich phenol triflates require triphenylphosphine to undergo palladium-catalyzed cross-couplings; (2) in general, efficient reactions take place only when larger-than-usual amounts (10-15percent) of palladium are employed.On the reagent side, alkyl- (methyl only), allyl-, vinyl- and alkinylstannanes undergo efficient cross-couplings with the titlesubstrates.However, some limitations to this novel entry to 2-substituted resorcinols exist in regard to both substrates and reagents.Thus, conformationally rigid (hexasubstituted) aryl triflates behave poorly, demethylation being an important side reaction.Moreover, alkyl groups other than methyl cannot be introduced because β elimination occurs more rapidly.The potentially powerful synthesis of hindered biaryls has also been studied briefly.In the present conditions, the reaction appears to be limited by the presence of ortho substituents on the arylstannane moiety.