622-97-9 Usage
Description
4-Methylstyrene, also known as para-methylstyrene, is a clear colorless to light yellow liquid with an aromatic odor. It is characterized by its chemical structure, which includes a methyl group attached to the 4-position of the styrene molecule. 4-Methylstyrene has a flash point of 129°F and is typically shipped with an inhibitor such as tert-butyl catechol to prevent polymerization. It is less dense than water, insoluble in water, and has a density of 7.6 lb/gal. 4-Methylstyrene is used in various applications, including the production of plastics, polyesters, and as an intermediate in the synthesis of other chemicals.
Uses
Used in Plastics and Polyesters Industry:
4-Methylstyrene is used as a monomer for the production of polyesters and in the plastics industry. Its chemical properties make it a suitable building block for creating polymers with specific characteristics, such as improved strength, flexibility, or heat resistance.
Used in Paint and Coating Additives Industry:
As an intermediate in paint and coating additives, 4-Methylstyrene contributes to the development of products with enhanced performance, such as improved durability, UV resistance, or reduced environmental impact.
Used in Poly(Vinyltoluene) Production:
4-Methylstyrene is used with other vinyltoluene isomers, such as 3-vinyltoluene, as monomers for the preparation of poly(vinyltoluene). This polymer is known for its excellent resistance to chemicals, solvents, and heat, making it suitable for various applications, including automotive components, adhesives, and sealants.
Used in Cationic Complexes Preparation:
4-Methylstyrene is employed as a bi-ligand in the preparation of cationic, two-coordinate triphenylphosphine-gold(I)-pi complexes. These complexes have potential applications in catalysis and materials science.
Used in Heck Coupling Reactions:
4-Methylstyrene is involved in Heck coupling reactions with chlorobenzene, a process that allows for the formation of new carbon-carbon bonds and the synthesis of various organic compounds with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Air & Water Reactions
Flammable. Insoluble in water.
Reactivity Profile
4-Methylstyrene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. May undergo autoxidation upon exposure to the air to form peroxides. These peroxides and polyperoxides are usually extremely unstable and liable to detonation. The peroxidation of butadiene has been involved in several serious industrial accidents.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Purification Methods
Purify it as the above styrenes and add a small amount of antioxidant if it is to be stored. It has UV in EtOH at max 285nm (log 3.07), and in EtOH + HCl 295nm (log 2.84) and 252nm (log 4.23). [Schwartzman & Carson J Am Chem Soc 78 322 1956, Joy & Orchin J Am Chem Soc 81 305 1959, Buck et al. J Chem Soc 23771949, Beilstein 5 IV 1369.]
Check Digit Verification of cas no
The CAS Registry Mumber 622-97-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 2 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 622-97:
(5*6)+(4*2)+(3*2)+(2*9)+(1*7)=69
69 % 10 = 9
So 622-97-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H10/c1-3-9-6-4-8(2)5-7-9/h3-7H,1H2,2H3
622-97-9Relevant articles and documents
Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B
Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao
supporting information, (2021/11/09)
A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.
Recoverable palladium-catalyzed carbon-carbon bond forming reactions under thermomorphic mode: Stille and suzuki-miyaura reactions
Chan, Ka Long,Chiu, Chiao-Fan,Elakkat, Vijayanath,Lu, Norman,Shen, Chia-Rui,Su, Han-Chang,Tessema, Eskedar,Tsai, Zong-Lin
, (2021/05/31)
The reaction of [PdCl2(CH3CN)2] and bis-4,40-(RfCH2OCH2)-2,2'-bpy (1a-d), where Rf = n- C11F23 (a), n-C10F21 (b), n-C9F19 (c) and n-C8F17 (d), respectively, in the presence of dichloromethane (CH2Cl2) resulted in the synthesis of Pd complex, [PdCl2[4,4'-bis-(RfCH2OCH2)-2,2'-bpy] (2a-d). The Pd-catalyzed Stille arylations of vinyl tributyltin with aryl halides were selected to demonstrate the feasibility of recycling usage with 2a as the catalyst using NMP (N-methyl-2-pyrrolidone) as the solvent at 120-150 °C. Additionally, recycling and electronic effect studies of 2a-c were also carried out for Suzuki-Miyaura reaction of phenylboronic acid derivatives, 4-X-C6H4-B(OH)2, (X = H or Ph) with aryl halide, 4-Y-C6H4-Z, (Y = CN, H or OCH3; Z = I or Br) in dimethylformamide (DMF) at 135-150 °C. At the end of each cycle, the product mixtures were cooled to lower temperature (e.g., -10 °C), and then catalysts were recovered by decantation with Pd leaching less than 1%. The products were quantified by gas chromatography/mass spectrometry (GC/MS) analysis or by the isolated yield. The complex 2a-catalyzed Stille reaction of aryl iodides with vinyl tributyltin have good recycling results for a total of 8 times, with a high yield within short period of time (1-3 h). Similarly, 2a-c-catalyzed Suzuki-Miyaura reactions also have good recycling results. The electronic effect studies from substituents in both Stille and Suzuki-Miyaura coupling reactions showed that electron withdrawing groups speed up the reaction rate. To our knowledge, this is the first example of recoverable fluorous long-chained Pd-catalyzed Stille reactions under the thermomorphic mode.
Rapid synthesis method of biomass-based olefin
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Paragraph 0020; 0041-0046; 0051-0052, (2021/07/31)
The invention discloses a rapid synthesis method of biomass-based olefin, which comprises the following steps: by taking a biomass ketone compound as a substrate and 2-pentanol as a hydrogen source and a solvent at the same time, under the action of hafnium/zirconium-based catalysts such as hafnium phenylphosphonate and Zirconium phenylphosphonate, hafnium phytate andzirconium phytate and hafnium polydivinylphenylphosphonate and zirconium polydivinylphenylphosphonate, selectively converting a biomass-based ketone compound into a corresponding alcohol compound, and continuously dehydrating to prepare olefin. According to the present invention, the time required by the system reaction is substantially shortened and is at least 2 h, the target product selectivity is significantly improved, the conversion rate of the representative reaction 4 '-methoxypropiophenone can at least achieve 99.8%, and the anethole yield can achieve 98.1%.