20675-95-0

Basic information

• Product Name: Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl-
• Synonyms: Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl-;2,6-DIMETHOXY-4-[(1E)-PROP-1-EN-1-YL]PHENOL
• CAS NO: 20675-95-0
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol File: 20675-95-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 305.4 °C at 760 mmHg
• Flash Point: 138.5 °C
• Appearance: /
• Density: 1.098 g/cm³
• Vapor Pressure: 0.000455mmHg at 25°C
• Refractive Index: 1.562
• PKA: 10.12±0.36(Predicted)
• CAS DataBase Reference: Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl-(20675-95-0)
• EPA Substance Registry System: Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl-(20675-95-0)

Safety Data

• Hazardous Substances Data: 20675-95-0(Hazardous Substances Data)

Usage

General Description

Phenol, 2,6-dimethoxy-4-(1E)-1-propenyl, also known as eugenol, is a naturally occurring organic compound found in certain essential oils such as clove oil, nutmeg, and cinnamon. It is known for its pleasant, spicy aroma and is commonly used as a flavoring agent in food and as a fragrance in perfumes and soaps. Eugenol also exhibits antiseptic, analgesic, and anti-inflammatory properties, making it a popular ingredient in oral health products and traditional medicine. Additionally, eugenol has potential applications in the pharmaceutical and agricultural industries due to its antimicrobial and insecticidal properties. However,

InChI:InChI=1/C11H14O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h4-7,12H,1-3H3/b5-4+

Upstream product

• 6627-88-9 4-allyl-2,6-dimethoxyphenol 
• 58623-87-3 2,6-dimethoxy-4-(2-propenylidene)-2,5-cyclohexadien-1-one 
• 94930-90-2 sinapyl acetate 
• 71051-98-4 Isobutyric acid 2,6-dimethoxy-4-((E)-propenyl)-phenyl ester 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 5438-54-0 1,3-dimethoxy-2-[(prop-2-en-1-yl)oxy]benzene 
• 20675-96-1 Syringenin 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 134-96-3 syringic aldehyde 
• 6635-22-9 2,6-dimethoxy-4-(prop-1-en-1-yl)-phenol 

Downstream Products

• 89706-47-8 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-<2,6-dimethoxy-4-(1-propenyl)phenoxy>propane 
• 89706-37-6 4-{2-[2,6-Dimethoxy-4-((E)-propenyl)-phenoxy]-propylidene}-2,6-dimethoxy-cyclohexa-2,5-dienone 
• 50544-08-6 5,5'-(2,3-dimethylbutane-1,4-diyl)bis(1,2,3-trimethoxybenzene) 
• 50513-74-1 trans-6,7,8-trimethoxy-2,3-dimethyl-1-(3,4,5-timethoxyphenyl)-1,2-dihydronaphthalene 
• 657393-29-8 (2S)-(2,6-dimethoxy-4-propenyl-phenoxy)-1-(3,4,5-trimethoxy-phenyl)-propan-1-one 
• 487-12-7 isoelemicin 
• 916264-23-8 (R)-methyl 2-[2,6-dimethoxy-4-((E)-prop-1-enyl)phenoxy]propanoate 

Relevant articles and documents

Total synthesis of (±)-Eusiderin K and (±)-Eusiderin J

(±)-Eusiderin K and (±)-Eusiderin J were first synthesized from pyrogallol, in which the Claisen Rearrangement was used to afford two important C6-C3 units.

Photoacid-Enabled Synthesis of Indanes via Formal [3 + 2] Cycloaddition of Benzyl Alcohols with Olefins

An environmentally friendly and highly diastereoselective method for synthesizing indanes has been developed via a metastable-state photoacid system containing catalytic protonated merocyanine (MEH). Under visible-light irradiation, MEH yields a metastable spiro structure and liberated protons, which facilitates the formation of carbocations from benzyl alcohols, thus delivering diverse molecules in the presence of various nucleophiles. Mainly, a variety of indanes could be easily obtained from benzyl alcohols and olefins, and water is the only byproduct.

A Next-Generation Air-Stable Palladium(I) Dimer Enables Olefin Migration and Selective C?C Coupling in Air

We report a new air-stable PdI dimer, [Pd(μ-I)(PCy2tBu)]2, which triggers E-selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C?C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C?Br, C?OTf/OFs, and C?Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous PdI dimer generations for substrates that bear substituents ortho to C?OTf.

Hydrophilic (ν6-Arene)-Ruthenium(II) Complexes with P-OH ligands as catalysts for the isomerization of allylbenzenes and C-H bond arylation reactions in water

Half-sandwich ruthenium(II) complexes containing ν6-coordinated 3-phenylpropanol and phosphinous-acid-type ligands, namely, [RuCl2(ν6-C6H5CH2CH2CH2OH){P(OH)R2}] (R = Me (2a), Ph (2b), 4-C6H4CF3 (2c), 4-C6H4OMe (2d), OMe (2e), OEt (2f), and OPh (2g), have been synthesized in 44-88% yield by reacting [RuCl2{ν6:κ1(O)-C6H5CH2CH2CH2OH}] (1) with the appropriate pentavalent phosphorus oxide R2P(═O)H. The structure of [RuCl2(ν6-C6H5CH2CH2CH2OH){P(OH)Me2}] (2a) was unequivocally confirmed by X-ray diffraction methods. Compounds 2a-g proved to be catalytically active in the isomerization of allylbenzenes into the corresponding (1-propenyl)benzene derivatives employing water as the sole reaction solvent, with [RuCl2(ν6-C6H5CH2CH2CH2OH){P(OH)(OPh)2}] (2g) showing the best performance and a broad substrate scope (73-93% isolated yields with E/Z ratios around 90:10 employing 1 mol % of 2g and 3 mol % of K2CO3, and performing the catalytic reactions at 80 °C for 4-24 h). The results herein presented show for the first time the utility of phosphinous acids as auxiliary ligands for metal-catalyzed olefin isomerization processes, reactions in which a cooperative role for the P - OH unit is proposed. On the other hand, the utility of complexes 2a-g as catalysts for ortho-arylation reactions of 2-phenylpyridine in water is also briefly discussed.