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.
Controlling the Lewis Acidity and Polymerizing Effectively Prevent Frustrated Lewis Pairs from Deactivation in the Hydrogenation of Terminal Alkynes
Geng, Jiao,Hu, Xingbang,Liu, Qiang,Wu, Youting,Yang, Liu,Yao, Chenfei
, p. 3685 - 3690 (2021/05/31)
Two strategies were reported to prevent the deactivation of Frustrated Lewis pairs (FLPs) in the hydrogenation of terminal alkynes: reducing the Lewis acidity and polymerizing the Lewis acid. A polymeric Lewis acid (P-BPh3) with high stability was designed and synthesized. Excellent conversion (up to 99%) and selectivity can be achieved in the hydrogenation of terminal alkynes catalyzed by P-BPh3. This catalytic system works quite well for different substrates. In addition, the P-BPh3 can be easily recycled.
Phenylacetylene semihydrogenation over a palladium pyrazolate hydrogen-bonded network
Augustyniak, Adam W.,Trzeciak, Anna M.
, (2021/01/25)
The palladium azolate/carboxylate network (Pd-dmpzc) catalyses the selective hydrogenation of phenylacetylene to styrene in water. Under optimised conditions, at a Pd:NaBH4 ratio of 1:100 at 40 °C, Pd-dmpzc provided much better results than Pd(OAc)2 or PdCl2(CH3CN)2. Analysis of the recovered catalyst revealed the presence of different Pd2+ species and Pd0 NPs which contributed in the catalytic reaction.