1587-04-8

Basic information

• Product Name: 1-ALLYL-2-METHYLBENZENE
• Synonyms: 1-ALLYL-2-METHYLBENZENE;3-(2-METHYLPHENYL)-1-PROPENE;BENZENE,1-METHYL-2-(2-PROPENY);1-methyl-2-prop-2-enyl-benzene;1-Methyl-2-(2-propenyl)benzene;o-Allyltoluene;1-Allyl-2-methylbenzene, 1-Methyl-2-(prop-2-en-1-yl)benzene;1-Allyl-2-methylbenzene 97%
• CAS NO: 1587-04-8
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.2
• Mol File: 1587-04-8.mol
• Article Data: 35

Chemical Properties

• Melting Point: -41.43°C (estimate)
• Boiling Point: 174.85°C
• Flash Point: 54℃
• Appearance: /
• Density: 0.895 g/mL at 25 °C
• Vapor Pressure: 0.976mmHg at 25°C
• Refractive Index: n20/D1.517
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-ALLYL-2-METHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ALLYL-2-METHYLBENZENE(1587-04-8)
• EPA Substance Registry System: 1-ALLYL-2-METHYLBENZENE(1587-04-8)

Safety Data

• Hazard Codes: T,Xn
• Statements: 10-22-41
• Safety Statements: 26-39
• WGK Germany: 2
• Hazardous Substances Data: 1587-04-8(Hazardous Substances Data)

Usage

General Description

1-Allyl-2-methylbenzene, also known as 2-allyltoluene, is a chemical compound that belongs to the group of alkylbenzenes. It is an organic compound with a molecular formula C10H12 and a molecular weight of 132.20 g/mol. This colorless liquid is used primarily as a precursor in the synthesis of pharmaceuticals, fragrances, and various other organic compounds. It is also used as a building block for the production of polymers and resins. Additionally, 1-allyl-2-methylbenzene is utilized as a flavor and fragrance ingredient due to its sweet, floral, and balsamic odor. However, exposure to high levels of this chemical may cause irritation to the skin, eyes, and respiratory system, as well as potential long-term health effects.

InChI:InChI=1/C10H12/c1-3-6-10-8-5-4-7-9(10)2/h3-5,7-8H,1,6H2,2H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 35466-83-2 allyl methyl carbonate 
• 95-46-5 2-methylphenyl bromide 
• 1111-72-4 carbon dioxide 
• 16419-60-6 2-Methylphenylboronic acid 
• 7722-84-1 dihydrogen peroxide 
• 615-37-2 ortho-methylphenyl iodide 
• 107-18-6 allyl alcohol 
• 24850-33-7 allyltributylstanane 
• 6729-59-5 tris(2-methylphenyl)bismuth difluoride 
• 762-72-1 allyl-trimethyl-silane 
• 108-88-3 toluene 

Downstream Products

• 103859-79-6 1-methyl-2-(2,4,4,4-tetrachloro-butyl)-benzene 
• 187737-37-7 propene 
• 644-36-0 o-methylphenylacetic acid 
• 1586-99-8 1-(2,3-dibromo-propyl)-2-methyl-benzene 
• 14918-24-2 β-methyl-3-methylstyrene 
• 21851-78-5 1-(3-bromopropyl)-2-methylbenzene 
• 74-85-1 ethene 
• 6943-79-9 4-(2-methylphenyl)butanoic acid 
• 103860-08-8 1,1-dichloro-4ξ-o-tolyl-buta-1,3-diene 
• 14902-36-4 3-(2-methylphenyl)-1-propanol 
• 1067909-06-1 (E)-1-phenyl-2-(3-o-tolylallyl)butane-1,3-dione 
• 1350764-14-5 methyl (E)-4-(2-methylphenyl)-3-butenoate 
• 1356935-76-6 (E)-4-(o-tolyl)but-2-enal 
• 1000184-02-0 ethyl (2R,E)-2-(trifluoromethyl)-2-hydroxy-5-(2-methylphenyl)pent-4-enoate 

Relevant articles and documents

Phosphazene base-promoted halogen-zinc exchange reaction of aryl iodides using diethylzinc

The use of catalytic t-Bu-P4 base dramatically improved the performance of halogen-zinc exchange of aryl iodides, and the arylzinc derivatives were functionalized under copper-free reaction conditions. The Royal Society of Chemistry 2006.

Photochemical Strategy for Carbon Isotope Exchange with CO2

A photocatalytic approach for carbon isotope exchange is reported. Utilizing [13C]CO2 and [14C]CO2 as primary C1 sources, this protocol allows the insertion of the desired carbon isotope into phenyl acetic acids without the need for structural modifications or prefunctionalization in one single step. The exceptionally mild conditions required for this traceless transformation are in stark contrast with those for previous methods requiring the use of harsh thermal conditions.

Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group

The palladium-catalyzed meta-olefination of arene-tethered diols attached to a well-designed pyrimidine moiety is presented. Applications of the protocol are illustrated by the synthesis of various diol-based natural products, such as coumarins, phenylpropanoids, stilbenes, and chalcones. Advantages of this method are demonstrated through the easy removal of the template and a gram-scale olefination reaction. Finally, experimental verification, including 1H NMR, ESI-MS and IR, and DFT studies are undertaken to elucidate the mechanistic complexity.

Catalytic Oxidative Trifluoromethoxylation of Allylic C?H Bonds Using a Palladium Catalyst

A catalytic intermolecular allylic C?H trifluoromethoxylation reaction of alkenes has been developed based on the use of a palladium catalyst, CsOCF3 as the trifluoromethoxide source, and benzoquinone as the oxidant. This reaction provides an efficient route for directly accessing allylic trifluoromethoxy derivatives with excellent regioselectivities from terminal alkenes via an allylic C?H bond activation process.