2039-89-6

Basic information

• Product Name: 2,5-DIMETHYLSTYRENE
• Synonyms: 2,5-DIMETHYLSTYRENE;1,4-Dimethyl-2-ethenylbenzene;1,4-Dimethyl-2-vinylbenzene;1-ethenyl-2,5-dimethylbenzene;2,5-dimethyl-styren;2-ethenyl-1,4-dimethylbenzene;benzene,1-ethenyl-2,5-dimethyl-;Styrene, 2,5-dimethyl-
• CAS NO: 2039-89-6
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.2
• EINECS: 218-028-9
• Product Categories: Styrenes;Monomers;Polymer Science;Styrene and Functionalized Styrene Monomers
• Mol File: 2039-89-6.mol

Chemical Properties

• Melting Point: −35 °C(lit.)
• Boiling Point: 71-72 °C10 mm Hg(lit.)
• Flash Point: 147 °F
• Appearance: /
• Density: 0.904 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.628mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Storage Temp.: Keep Cold
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• BRN: 2203656
• CAS DataBase Reference: 2,5-DIMETHYLSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYLSTYRENE(2039-89-6)
• EPA Substance Registry System: 2,5-DIMETHYLSTYRENE(2039-89-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 1993
• WGK Germany: 3
• RTECS: WL4460000
• Hazardous Substances Data: 2039-89-6(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Plastics Industry:
2,5-DIMETHYLSTYRENE is used as a monomer for the production of polymers and plastics, leveraging its ability to improve the heat resistance and thermal stability of the resulting materials.
Used in Optical Lens Production:
2,5-DIMETHYLSTYRENE is used as a key component in the manufacturing of optical lenses due to its high refractive index, which is essential for creating lenses with precise light-bending capabilities.
Used in Adhesives and Coatings Industry:
2,5-DIMETHYLSTYRENE serves as a vital ingredient in the formulation of adhesives, coatings, and sealants, where its high refractive index and other properties enhance the performance and durability of these products.
Used in Specialty Polymer Production:
2,5-DIMETHYLSTYRENE is used as a co-monomer in the synthesis of specialty polymers, which often exhibit superior heat resistance and thermal stability compared to conventional polymers, making them suitable for applications requiring high-performance materials.
Safety Considerations:
Given that 2,5-DIMETHYLSTYRENE is a flammable liquid, it is imperative to handle it with caution. Proper storage in a well-ventilated area is necessary to minimize the risk of fire or other hazards associated with its flammability.

InChI:InChI=1/C10H12/c1-4-10-7-8(2)5-6-9(10)3/h4-7H,1H2,2-3H3

Upstream product

• 2142-73-6 1-(2,5-dimethylphenyl)-1-ethanone 
• 1835-85-4 1-bromo-2,5-dimethyl-4-vinylbenzene 
• 108-24-7 acetic anhydride 
• 108-05-4 vinyl acetate 
• 553-94-6 4-bromo-m-xylene 
• 5779-94-2 2,5-dimethylbenzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 10224-93-8 1,1-bis-(2,5-dimethyl-phenyl)-ethane 
• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 110663-93-9 bis-[1-(2,5-dimethyl-phenyl)-ethyl]-ether 
• 32917-52-5 2,5-Dimethylphenyl-methyl-carbinol 

Downstream Products

• 1758-88-9 2-ethyl-p-xylene 
• 42268-79-1 <2.5-Dimethyl-phenyl>-aethylenoxid 
• 433230-57-0 (2,5-dimethylphenyl)acetaldehyde 
• 1166241-06-0 2-(2,5-dimethylstyryl)benzonitrile 
• 1334336-41-2 (E)-2-(2-(2,5-dimethylstyryl)-5-methylphenyl)pyridine 
• 25173-75-5 3-(2,5-dimethylphenyl)propanoic acid 
• 18288-28-3 2-(2,5-dimethylphenyl)propanoic acid 
• 92778-28-4 1-(2,5-dimethylphenyl)-2-fluoroethanone 
• 1247113-85-4 1-(2,5-dimethylphenyl)-2-(methylsulfonyl)ethanone 

Relevant articles and documents

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent

A nickel-catalyzed reductive cross-coupling has been achieved using (hetero)aryl bromides and vinyl acetate as the coupling partners. This mild, applicable method provides a reliable access to a variety of vinyl arenes, heteroarenes, and benzoheterocycles, which should expand the chemical space of precursors to fine chemicals and polymers. Importantly, a sustainable solvent, dimethyl isosorbide, is used, making this protocol more attractive from the point of view of green chemistry.

Iron-catalyzed, highly regioselective synthesis of α-aryl carboxylic acids from styrene derivatives and CO2

The iron-catalyzed hydrocarboxylation of aryl alkenes has been developed using a highly active bench-stable iron(II) precatalyst to give α-aryl carboxylic acids in excellent yields and with near-perfect regioselectivity. Using just 1 mol % FeCl2, bis(imino)pyridine 6 (1 mol %), CO 2 (atmospheric pressure), and a hydride source (EtMgBr, 1.2 equiv), a range of sterically and electronically differentiated aryl alkenes were transformed to the corresponding α-aryl carboxylic acids (up to 96% isolated yield). The catalyst was found to be equally active with a loading of 0.1 mol %. Preliminary mechanistic investigations show that an iron-catalyzed hydrometalation is followed by transmetalation and reaction with the electrophile (CO2).

Synthesis and characterization of aryl thioacetyl styrene monomers: towards a new generation of SERS-active polymers

A new family of thioacetyl styrene derivatives was synthesized in good isolated yields for the preparation of spectroscopically-encoded SERS-active polymers.

Pd2(dba)3/P(i-BuNCH2CH2) 3N-catalyzed Stille cross-coupling of aryl chlorides

The Pd2(dba)3/P(i-BuNCH2CH 2)3N (1d) catalyst system is highly effective for the Stille cross-coupling of aryl chlorides with organotin compounds. This method represents only the second general method for the coupling of aryl chlorides. Other proazaphosphatranes possessing benzyl substituents also generate very active catalysts for Stille reactions. Noteworthy features of the method are: (a) commercial availability of ligand 1d, (b) the wide array of aryl chlorides that can be coupled, and (c) applicability to aryl, vinyl, and allyl tin reagents.

Pd/P(t-Bu)3: A mild and general catalyst for stille reactions of aryl chlorides and aryl bromides

Pd/P(t-Bu)3 serves as an unusually reactive catalyst for Stille reactions of aryl chlorides and bromides, providing solutions to a number of long-standing challenges. An unprecedented array of aryl chlorides can be cross-coupled with a range of organotin reagents, including SnBu4. Very hindered biaryls (e.g., tetra-ortho-substituted) can be synthesized, and aryl chlorides can be coupled in the presence of aryl triflates. The method is user-friendly, since a commercially available complex, Pd(P(t-Bu)3)2, is effective. Pd/P(t-Bu)3 also functions as an active catalyst for Stille reactions of aryl bromides, furnishing the first general method for room-temperature cross-couplings.

Evolution of products in the combustion of scrap tires in a horizontal, laboratory scale reactor

A horizontal laboratory reactor was used to study the evolution of byproducts from the combustion of scrap tires at five nominal temperatures (ranging from 650 to 1050 °C) and different oxygen:sample ratios A model was used to calculate the bulk air ratio (λ), and the oxygen consumption was discussed considering this ratio λ. More than 100 volatile and semivolatile compounds were identified and quantified by gas chromatography mass spectrometry, plotting their yields vs the bulk air ratio and temperature. Five different behaviors considering the bulk air ratio and the temperature were identified.

The first general method for Stille cross-couplings of aryl chlorides

A 'one-two punch' comprising two commercially available reagents, PtBu3 and CsF, provides a practical and general solution for a long-standing limitation of the Stille reaction - the inability to couple inexpensive and readily available aryl chlorides [Eq. (1); R1 = OMe, NH2, o-Me, etc.; R = vinyl, allyl, Ph, Bu, etc.].