611-15-4

Basic information

• Product Name: 1 -Ethenyl-2-methylbenzene
• Synonyms: Styrene,o-methyl- (8CI); (2-Methylphenyl)ethene; (2-Tolyl)ethene;1-Ethenyl-2-methylbenzene; 1-Methyl-2-vinylbenzene; 2-Ethenylmethylbenzene;2-Methylstyrene; 2-Vinyltoluene; o-Methylstyrene; o-Vinyltoluene
• CAS NO: 611-15-4
• Molecular Formula: C₉H₁₀
• Molecular Weight: 118.19
• EINECS: 210-256-7
• Mol File: 611-15-4.mol
• Article Data: 79

Chemical Properties

• Boiling Point: 169-171°C
• Flash Point: 58°C
• Appearance: /
• Density: 0.914g/mLat 20°C
• CAS DataBase Reference: 1 -Ethenyl-2-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1 -Ethenyl-2-methylbenzene(611-15-4)
• EPA Substance Registry System: 1 -Ethenyl-2-methylbenzene(611-15-4)

Safety Data

• Statements: R20:Harmful by inhalation.; R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environ
• Safety Statements: S24:Avoid contact with skin.; S61:Avoid release to the environment. Refer to special instructions / Safety data sheets.
• RIDADR: 2618
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 611-15-4(Hazardous Substances Data)

Usage

General Description

1-Ethenyl-2-methylbenzene, also known as o-Vinyltoluene, is an organic compound with a formula of C9H10. It is a colorless liquid with an aromatic odor. 1 -Ethenyl-2-methylbenzene is a derivative of benzene, possessing an alkenyl group attached to a methyl-substituted benzene ring. It's primarily used in the synthesis of other chemicals, serving an important role in many production processes in various industries. This includes the creation of plastics, resins and pharmaceuticals. It can be harmful if swallowed, inhaled, or if it comes into contact with the skin, causing irritation and potential long-term effects. As a result, it requires proper handling and storage.

InChI:InChI=1/C9H10/c1-3-9-7-5-4-6-8(9)2/h3-7H,1H2,2H3

Upstream product

• 611-14-3 2-Ethyltoluene 
• 55337-80-9 1,2-dihydro-1-methylbenzocyclobutene 
• 345652-13-3 bis-<2-(ethylthio)benzyl> oxalate 
• 2093-46-1 2-methylphenyl diazonium tetrafluoroborate 
• 95-53-4 o-toluidine 
• 932-31-0 ortho-tolylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 1754-88-7 ethylenetriphenylphosphorane 
• 615-37-2 ortho-methylphenyl iodide 
• 1826-67-1 vinyl magnesium bromide 
• 95-49-8 2-methylchlorobenzene 
• 74-85-1 ethene 
• 73357-72-9 1-methyl-1,3-dihydrobenzothiophen 2,2-dioxide 
• 100-42-5 styrene 

Downstream Products

• 31168-27-1 3-methoxy-8-methyl-1,4-phenanthrenedione 
• 14315-11-8 4-methylbenzo[b]thiophene 
• 611-14-3 2-Ethyltoluene 
• 90399-62-5 1-(1,2-dibromo-ethyl)-2-methyl-benzene 
• 14331-57-8 6-chloro-3-(2-methyl-benzyl)-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide 
• 14331-40-9 6-bromo-3-(2-methyl-benzyl)-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide 
• 90564-68-4 1-(1-azidovinyl)-2-methylbenzene 
• 103108-03-8 2-(2-methylphenyl)propanal 
• 31675-37-3 2-diacetoxymethyltoluene 
• 98750-15-3 Acetic acid 2-hydroxy-1-o-tolyl-ethyl ester 
• 98750-14-2 Acetic acid 2-hydroxy-2-o-tolyl-ethyl ester 
• 98750-16-4 1-(2-methylphenyl)ethane-1,2-diol-1,2-diacetate 
• 81676-04-2 5-(2-methylphenyl)dihydrofuran-2-one 
• 98750-17-5 α-acetoxy-o-methylacetophenone 

Relevant articles and documents

Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

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.

Polymerization of Allenes by Using an Iron(II) β-Diketiminate Pre-Catalyst to Generate High Mn Polymers

Herein, we report an iron(II)-catalyzed polymerization of arylallenes. This reaction proceeds rapidly at room temperature in the presence of a hydride co-catalyst to generate polymers of weight up to Mn=189 000 Da. We have determined the polymer structure and chain length for a range of monomers through a combination of NMR, differential scanning calorimetry (DSC) and gel permeation chromatography (GPC) analysis. Mechanistically, we postulate that the co-catalyst does not react to form an iron(II) hydride in situ, but instead the chain growth is proceeding via a reactive Fe(III) species. We have also performed kinetic and isotopic experiments to further our understanding. The formation of a highly unusual 1,3-substituted cyclobutane side-product is also investigated.

Iron-Catalyzed Direct Julia-Type Olefination of Alcohols

Herein, we report an iron-catalyzed, convenient, and expedient strategy for the synthesis of styrene and naphthalene derivatives with the liberation of dihydrogen. The use of a catalyst derived from an earth-abundant metal provides a sustainable strategy to olefins. This method exhibits wide substrate scope (primary and secondary alcohols) functional group tolerance (amino, nitro, halo, alkoxy, thiomethoxy, and S- A nd N-heterocyclic compounds) that can be scaled up. The unprecedented synthesis of 1-methyl naphthalenes proceeds via tandem methenylation/double dehydrogenation. Mechanistic study shows that the cleavage of the C-H bond of alcohol is the rate-determining step.