4663-13-2

Basic information

• Product Name: 1-methoxy-4-[1-(4-methoxyphenyl)prop-1-enyl]benzene
• CAS NO: 4663-13-2
• Molecular Formula: C₁₇H₁₈O₂
• Molecular Weight: 254.329
• Mol File: 4663-13-2.mol

Chemical Properties

• Boiling Point: 392.4°Cat760mmHg
• Flash Point: 154.3°C
• Density: 1.038g/cm³
• CAS DataBase Reference: 1-methoxy-4-[1-(4-methoxyphenyl)prop-1-enyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxy-4-[1-(4-methoxyphenyl)prop-1-enyl]benzene(4663-13-2)
• EPA Substance Registry System: 1-methoxy-4-[1-(4-methoxyphenyl)prop-1-enyl]benzene(4663-13-2)

Safety Data

• Hazardous Substances Data: 4663-13-2(Hazardous Substances Data)

Usage

Molecular weight

254.33 g/mol

Physical state

Colorless to slightly yellow liquid

Odor

Sweet, floral

Primary use

Fragrance ingredient in perfumes, cosmetics, and personal care products

Additional use

Synthesis of organic compounds and as a chemical intermediate

Safety precautions

Handle with caution and follow safety guidelines due to potential health and environmental hazards.

Upstream product

• 90-96-0 bis(p-methoxyphenyl)methanone 
• 925-90-6 ethylmagnesium bromide 
• 79-03-8 propionyl chloride 
• 100-66-3 methoxybenzene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 121-97-1 4-Methoxypropiophenone 
• 123-38-6 propionaldehyde 
• 67-56-1 methanol 
• 39179-87-8 4,4'-(2-bromoprop-1-ene-1,1-diyl)bis(methoxybenzene) 
• 81360-98-7 2-chloro-1,1-bis(p-methoxyphenyl)propene 
• 81360-99-8 1,11-bis(p-methoxyphenyl)-2-iodopropene 
• 22219-35-8 4,4'-(cyclopropane-1,1-diyl)bis(methoxybenzene) 
• 74-85-1 ethene 
• 1221-72-3 Bis(p-methoxyphenyl)diazomethan 

Downstream Products

• 90-96-0 bis(p-methoxyphenyl)methanone 
• 101544-53-0 1,1-Bis(4-methoxyphenyl)propan-2-one 
• 35258-41-4 1,2-bis-(4-methoxy-phenyl)-propan-1-one 
• 39179-87-8 4,4'-(2-bromoprop-1-ene-1,1-diyl)bis(methoxybenzene) 
• 84726-73-8 1,1-di(4-methoxyphenyl)-2-methyl-2-nitroethene 
• 81360-98-7 2-chloro-1,1-bis(p-methoxyphenyl)propene 
• 84726-74-9 2-nitro-1-hydroxyl-1,1-(4,4-dimethoxydiphenyl)propane 
• 84726-70-5 C₁₇H₁₈NO₄⁽¹⁺⁾ 
• 83177-48-4 1,1-bis-(4-acetoxy-phenyl)-propene 
• 39179-88-9 4,4’-(propa-1,2-diene-1,1-diyl)bis(methoxybenzene) 
• 4390-94-7 1,2-bis(4-methoxyphenyl)butanone 
• 31067-05-7 1-hydroxy-1,1-bis-(4-methoxy-phenyl)-butane 
• 93902-86-4 1,1-bis-(4-methoxy-phenyl)-but-1-ene 
• 4792-39-6 1,1-bis(4-methoxyphenyl)propane 

Relevant articles and documents

Spiro[1,2]oxaphosphetanes of nonstabilized and semistabilized phosphorus ylide derivatives: Synthesis and kinetic and computational study of their thermolysis

A series of tri- and tetrasubstituted spiro-oxaphosphetanes stabilized by ortho-benzamide (oBA) and N-methyl ortho-benzamide (MoBA) ligands have been synthesized by the reaction of Cα,Cortho-dilithiated phosphazenes with aldehydes and ketones. They include enantiopure products and the first example of an isolated oxaphosphetane having a phenyl substituent at C3 of the ring. Kinetic studies of their thermal decomposition showed that the process takes place irreversibly through a polar transition state (ρ = -0.22) under the influence of electronic, [1,2], [1,3] steric, and solvent effects, with C3/P-[1,2] interactions as the largest contribution to ΔG of olefination. Inversion of the phosphorus configuration through stereomutation has been observed in a number of cases. DFT calculations showed that oBA derivatives olefinated through the isolated (N, O)(Ph, C6H4, C) oxaphosphetanes (Channel A), whereas MoBA compounds decomposed faster via the isomer (C6H4, O)(C, N, Ph) formed by P-stereomutation involving a MB2 permutational mechanism (Channel B). The energy barrier of P-isomerization is lower than that of olefination. Fragmentation takes place in a concerted asynchronous reaction. The thermal stability of oxaphosphetanes is determined by strong C3/P-[1,2] interactions destabilizing the transition state of olefination. The effect of charge distribution and C3/C4-[1,2] and C4/P-[1,3] steric and solvent interactions on ΔG was also evaluated.

Regioselective Diboron-Mediated Semireduction of Terminal Allenes

A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.

Synthesis of polysubstituted olefins by Pd-catalyzed cross-coupling reaction of tosylhydrazones and aryl nonaflates

Aryl nonaflates are employed as electrophiles in the Pd-catalyzed cross-coupling with tosylhydrazones affording di-, tri-, and tetrasubstituted olefins. Fine tunning of the reaction conditions are required to accomplish the coupling successfully, includin

Convenient and efficient synthesis of 1,1-bis-(4-alkylthiophenyl)-1-alkenes via tandem Friedel-Crafts acylation and alkylation of sulfides and acyl chlorides

1,1-Bis(4-alkylthiophenyl)-1-alkenes were conveniently and efficiently prepared from alkyl phenyl sulfides and acyl chlorides via a tandem Friedel-Crafts acylation and alkylation in the presence of anhydrous aluminum chloride. The scope, limitation, and mechanism of the tandem reaction were also discussed. Copyright Taylor & Francis, Inc.

2,2-(Diaryl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst

A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

2,2 (Diarlyl) Vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst

A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

Characterization of persistent intermediates generated upon inclusion of 1,1-diarylethylenes within CaY zeolite: Spectroscopy and product studies

Inclusion of 1,1-diarylethylenes within activated CaY results in the formation of colored samples that are stable for prolonged periods. For example, diphenylethylene generates a green color within CaY. Two reactive intermediates have been shown to be res

Activation conditions play a key role in the activity of zeolite CaY: NMR and product studies of Bronsted acidity

CaY, activated under different conditions, was characterized with 1H, 31P, and 1H/27A] double resonance MAS NMR. The 1H MAS NMR spectra of CaY, calcined in an oven at 500 °C, shows resonances from H2O (bound to Ca2+ and the zeolite framework), CaOH+, aluminum hydroxides, silanols, and Bronsted acid sites. No evidence for Lewis acidity is observed on adsorption of trimethylphosphine, and an estimate of ≈16 Bronsted acid sites per unit cell is obtained for this sample. CaY activated in an oven at higher temperatures contains less water, but all the other species are still present. In contrast, CaY activated by slow ramping of the temperature under vacuum to 500 or 600 °C shows a much lower concentration of Bronsted acid sites (1/unit cell). Again, no evidence for Lewis acidity was observed. These NMR results have been utilized to understand the very different product distributions that are observed for reactions of 1,1- and 1,2-diarylethylenes in zeolite CaY activated in an oven (in air) and under vacuum. Samples with high concentrations of Bronsted acid sites react stoichiometrically with these sites, yielding diarylalkanes. At low concentrations, the Bronsted acid sites can act catalytically resulting in isomerization reactions.

Supported transition-metal catalysts for the C-C coupling reaction between ethene and diazoalkanes

The preparation of a series of immobilized transition-metal catalysts are reported. The catalysts were obtained by chemisorption of either rhodium(I) or iridium(I) complexes [MX(C2H4)2]n (M = Rh, Ir; X = Cl, OAc

Arylcyclopropane Photochemistry. Effects of Electron-Donating and Electron-Withdrawing Aromatic Substituents on the Photochemical Rearrangements of 1,1-Diarylcyclopropanes.

Irradiation of 1,1-diarylcyclopropanes 4a-g, having substituents X and Y at the para positions of the aromatic rings, afforded 1,1-diarylpropenes 5a-g and 1-arylindans 6a-f.The rate constants of these (singlet state) reactions, determined from the reactan