2698-14-8

Basic information

• Product Name: 1-(1-Propenyl)-4-methylbenzene
• Synonyms: 1-(1-Propenyl)-4-methylbenzene;1-Methyl-4-(1-propenyl)benzene;4,β-Dimethylstyrene
• CAS NO: 2698-14-8
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.2
• Mol File: 2698-14-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(1-Propenyl)-4-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-Propenyl)-4-methylbenzene(2698-14-8)
• EPA Substance Registry System: 1-(1-Propenyl)-4-methylbenzene(2698-14-8)

Safety Data

• Hazardous Substances Data: 2698-14-8(Hazardous Substances Data)

Usage

Description

1-(1-Propenyl)-4-methylbenzene, commonly known as isoeugenol, is a chemical compound that is naturally found in the essential oils of various plants, such as ylang-ylang, nutmeg, and basil. It is a colorless to pale yellow liquid with a pungent, spicy, and floral odor. Isoeugenol possesses antimicrobial and anti-inflammatory properties, making it a valuable compound in various industries.

Uses

Used in Fragrance and Flavor Industry:
Isoeugenol is used as a component in the fragrance and flavor industry, specifically in the production of perfumes, soaps, and food flavorings. Its unique and pungent odor adds a distinct character to these products, enhancing their overall appeal and sensory experience.
Used in Pharmaceutical Applications:
Due to its antimicrobial and anti-inflammatory properties, isoeugenol has potential pharmaceutical applications. It can be utilized in the development of medications targeting various conditions that benefit from these properties.
However, it is important to note that isoeugenol is also known to cause skin irritation and is classified as a skin sensitizer. This means that it can elicit allergic reactions in some individuals. Therefore, caution and proper safety measures should be taken when handling and using products containing isoeugenol to minimize the risk of adverse effects.

Upstream product

• 513-35-9 2-methyl-but-2-ene 
• 104-87-0 4-methyl-benzaldehyde 
• 5337-93-9 4'-methylpropiophenone 
• 108-88-3 toluene 
• 928-55-2 ethyl 1-propenyl ether 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 106-38-7 para-bromotoluene 
• 106-95-6 allyl bromide 
• 591-87-7 Allyl acetate 
• 3066-75-9 allyl diethyl phosphate 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 104-85-8 para-methylbenzonitrile 
• 25574-04-3 1-p-tolyl-1-propanol 
• 3333-13-9 p-allyltoluene 

Downstream Products

• 77134-00-0 3-(4-methylphenyl)prop-2-enyl acetate 
• 343271-83-0 1-(1,2-dibromo-propyl)-4-methyl-benzene 
• 66472-44-4 1-(2-Bromo-1-fluoro-propyl)-4-methyl-benzene 
• 3395-83-3 4-methylbenzaldehyde dimethylacetal 
• 33596-66-6 2-(4-methylphenyl)propanal 
• 1855-10-3 4-(1,2-dihydroxypropyl)anisole 
• 104-87-0 4-methyl-benzaldehyde 
• 86659-40-7 Acetic acid (1S,2S)-2-acetoxy-1-p-tolyl-propyl ester 
• 86659-40-7 Acetic acid (1S,2R)-2-acetoxy-1-p-tolyl-propyl ester 
• 88536-82-7 (2R,4R,5S,6R)-2,4,5-Trimethyl-6-p-tolyl-[1,3]dioxane 
• 88536-82-7 (2R,4R,5R,6R)-2,4,5-Trimethyl-6-p-tolyl-[1,3]dioxane 
• 88536-82-7 (2R,4S,5R,6R)-2,4,5-Trimethyl-6-p-tolyl-[1,3]dioxane 

Relevant articles and documents

Bifunctional Metal-Organic Layers for Tandem Catalytic Transformations Using Molecular Oxygen and Carbon Dioxide

Tandem catalytic reactions improve atom- and step-economy over traditional synthesis but are limited by the incompatibility of the required catalysts. Herein, we report the design of bifunctional metal-organic layers (MOLs), HfOTf-Fe and HfOTf-Mn, consisting of triflate (OTf)-capped Hf6 secondary building units (SBUs) as strong Lewis acidic centers and metalated TPY ligands as metal active sites for tandem catalytic transformations using O2 and CO2 as coreactants. HfOTf-Fe effectively transforms hydrocarbons into cyanohydrins via tandem oxidation with O2 and silylcyanation whereas HfOTf-Mn converts styrenes into styrene carbonates via tandem epoxidation and CO2 insertion. Density functional theory calculations revealed the involvement of a high-spin FeIV (S = 2) center in the challenging oxidation of the sp3 C-H bond. This work highlights the potential of MOLs as a tunable platform to incorporate multiple catalysts for tandem transformations.

Carbonyl-Olefin Metathesis Catalyzed by Molecular Iodine

The carbonyl-olefin metathesis reaction could facilitate rapid functional group interconversion and allow construction of complicated organic structures. Herein, we demonstrate that elemental iodine, a very simple catalyst, can efficiently promote this chemical transformation under mild reaction conditions. Our mechanistic studies revealed intriguing aspects of the activation mode via molecular iodine and the iodonium ion that could change the previously established perception of catalyst and substrate design for the carbonyl-olefin metathesis reaction.

Tropylium-promoted carbonyl-olefin metathesis reactions

The carbonyl-olefin metathesis (COM) reaction is a highly valuable chemical transformation in a broad range of applications. However, its scope is much less explored compared to analogous olefin-olefin metathesis reactions. Herein we demonstrate the use of tropylium ion as a new effective organic Lewis acid catalyst for both intramolecular and intermolecular COM and new ring-opening metathesis reactions. This represents a significant improvement in substrate scope from recently reported developments in this field.