5932-68-3

Basic information

• Product Name: (E)-2-methoxy-4-(prop-1-enyl)phenol
• Synonyms: (E)-2-methoxy-4-(prop-1-enyl)phenol;(E)-isoeugenol,trans-isoeugenol;Phenol, 2-methoxy-4-(1-propenyl)-, (E)-;(e)-isoeugenol;trans-2-methoxy-4-propenylphenol;2-Methoxy-4-[(E)-1-propenyl]phenol;Isoeugenol, predominantly trans
• CAS NO: 5932-68-3
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20108
• EINECS: 227-678-2
• Mol File: 5932-68-3.mol
• Article Data: 46

Chemical Properties

• Melting Point: 33°
• Boiling Point: bp12 140°
• Flash Point: 122.9°C
• Appearance: /
• Density: d420 1.087
• Vapor Pressure: 0.00519mmHg at 25°C
• Refractive Index: nHe20 1.5778
• PKA: 10.10±0.31(Predicted)
• Water Solubility: 709mg/L at 20℃
• CAS DataBase Reference: (E)-2-methoxy-4-(prop-1-enyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-methoxy-4-(prop-1-enyl)phenol(5932-68-3)
• EPA Substance Registry System: (E)-2-methoxy-4-(prop-1-enyl)phenol(5932-68-3)

Safety Data

• Hazardous Substances Data: 5932-68-3(Hazardous Substances Data)

Usage

Description

(E)-2-methoxy-4-(prop-1-enyl)phenol, also known as Isoeugenol, is a naturally occurring aroma compound belonging to the class of phenylpropenes. It is predominantly found in various plant species and is characterized by its distinct scent and potential applications in different industries.

Uses

Used in Flavor and Fragrance Industry:
(E)-2-methoxy-4-(prop-1-enyl)phenol is used as a flavoring agent for its distinct aroma, adding a pleasant taste and smell to food products and beverages.
Used in Cosmetics and Personal Care Industry:
(E)-2-methoxy-4-(prop-1-enyl)phenol is used as an ingredient in cosmetics due to its antioxidant and anti-inflammatory properties, which contribute to the overall effectiveness and quality of the products.
Used in Dentistry:
(E)-2-methoxy-4-(prop-1-enyl)phenol is used in dental applications, where its anti-inflammatory properties can help alleviate pain and discomfort associated with dental procedures.
Used in Traditional Medicine:
(E)-2-methoxy-4-(prop-1-enyl)phenol is also utilized in traditional medicine, where its natural origin and beneficial properties are valued for various therapeutic purposes.
Used in Pharmaceutical Industry:
(E)-2-methoxy-4-(prop-1-enyl)phenol is used as a reagent in the synthesis of dihydroisoindolo[2,?1-?a]?quinolin-?11-?ones, which have potential applications in antitumor treatments. Its role in the synthesis process highlights its importance in the development of new drugs with potential health benefits.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+

Upstream product

• 917-64-6 methyl magnesium iodide 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 137138-52-4 ethyl isoeugenol 
• 120-58-1 isosafrole 
• 129664-76-2 2-methoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one, Z-isomer 
• 5912-86-7 cis-isoeugenol 
• 97-53-0 4-allylguaiacol 
• 201230-82-2 carbon monoxide 
• 121-33-5 vanillin 
• 5533-00-6 3-methoxy-4-methoxymethoxy-benzaldehyde 
• 13444-93-4 osmium(III) chloride 
• 7440-18-8 ruthenium 
• 145134-26-5 2-Methoxymethoxy-5-((E)-propenyl)-phenol 
• 19784-98-6 Isochavibetol 

Downstream Products

• 7510-46-5 (E)-2-(2-methoxy-4-(prop-1-enyl)phenoxy)acetic acid 
• 67226-29-3 Isoeugenolol 
• 20601-86-9 dehydroguaiaretic acid 
• 2680-81-1 dehydrodiisoeugenol 
• 118-75-2 chloranil anion radical 
• 83377-50-8 (-)-licarin A 
• 51020-86-1 (+)-licarin A 
• 320342-84-5 (1R,2R)-1-{2-[4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3-methyl-2,3-dihydro-benzofuran-5-yl}-propane-1,2-diol 
• 320342-79-8 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 2-methoxy-4-[(2R,3R)-7-methoxy-3-methyl-5-((E)-propenyl)-2,3-dihydro-benzofuran-2-yl]-phenyl ester 
• 320342-80-1 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 2-methoxy-4-[(2S,3S)-7-methoxy-3-methyl-5-((E)-propenyl)-2,3-dihydro-benzofuran-2-yl]-phenyl ester 
• 320343-17-7 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-[(2S,3S)-5-((R)-2-hydroxy-propionyl)-7-methoxy-3-methyl-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenyl ester 
• 320343-37-1 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-[(2R,3R)-5-((1S,2S)-1,2-dihydroxy-propyl)-7-methoxy-3-methyl-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenyl ester 
• 320343-31-5 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-[(2R,3R)-5-((1R,2R)-1,2-dihydroxy-propyl)-7-methoxy-3-methyl-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenyl ester 
• 320343-11-1 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 4-[(2S,3S)-5-((1S,2S)-1,2-dihydroxy-propyl)-7-methoxy-3-methyl-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenyl ester 

Relevant articles and documents

Method for synthesizing E-methyl styrene compound

The method for preparing E-pyridyl or alkyl-substituted,bipyridine, in a solvent, in the presence of nitrogen protection, in, reaction 0 °C -50 °C in the presence of a metal nickel salt 24 - 36h, ligand and an additive is E, and the preparation method disclosed by the invention has the advantages, cheap 2,2 ’ - raw materials, easiness in obtaining 2,2 ’ - and the like. The ligand is,bipyridine or an alkyl-substituted bipyridyl compound, in the. presence of a nitrogen, protection agent, in a solvent.

Regioselective Isomerization of Terminal Alkenes Catalyzed by a PC(sp3)Pincer Complex with a Hemilabile Pendant Arm

We describe an efficient protocol for the regioselective isomerization of terminal alkenes employing a previously described bifunctional Ir-based PC(sp3)complex (4) possessing a hemilabile sidearm. The isomerization, catalyzed by 4, results in a one-step shift of the double bond in good to excellent selectivity, and good yield. Our mechanistic studies revealed that the reaction is driven by the stepwise migratory insertion of Ir?H species into the terminal double bond/β-H elimination events. However, the selectivity of the reaction is controlled by dissociation of the hemilabile sidearm, which acts as a selector, favoring less sterically hindered substrates such as terminal alkenes; importantly, it prevents recombination and further isomerization of the internal ones.

E-Olefins through intramolecular radical relocation

Full control over the selectivity of carbon-carbon double-bond migrations would enable access to stereochemically defined olefins that are central to the pharmaceutical, food, fragrance, materials, and petrochemical arenas. The vast majority of double-bond migrations investigated over the past 60 years capitalize on precious-metal hydrides that are frequently associated with reversible equilibria, hydrogen scrambling, incomplete E/Z stereoselection, and/or high cost. Here, we report a fundamentally different, radical-based approach.We showcase a nonprecious, reductant-free, and atom-economical nickel (Ni)(I)-catalyzed intramolecular 1,3-hydrogen atom relocation to yield E-olefins within 3 hours at room temperature. Remote installations of E-olefins over extended distances are also demonstrated.