104-27-8

Basic information

• Product Name: 1-(4-Methoxyphenyl)-1-penten-3-one
• Synonyms: A-METHYLANISALACETONE;ALPHA-METHYLANISALACETONE;1-P-METHOXYPHENYL-1-PENTEN-3-ONE;1-(4-METHOXYPHENYL)-1-PENTENE-3-ONE;FEMA 2673;ETHONE 1-(P-METHOXYPHENYL)-1-PENTEN-3-ONE;ETHONE;1-(4-methoxyphenyl)-1-penten-3-on
• CAS NO: 104-27-8
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24
• EINECS: 203-190-5
• Product Categories: Aromatic Ketones (substituted)
• Mol File: 104-27-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 61 °C
• Boiling Point: 333.2 °C at 760 mmHg
• Flash Point: 151.5 °C
• Appearance: /
• Density: 1.03 g/cm³
• Vapor Pressure: 0.000139mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: 1-(4-Methoxyphenyl)-1-penten-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methoxyphenyl)-1-penten-3-one(104-27-8)
• EPA Substance Registry System: 1-(4-Methoxyphenyl)-1-penten-3-one(104-27-8)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 104-27-8(Hazardous Substances Data)

Usage

Description

1 -(p-Methoxypheny 1)-1 -penten-3-one has an odor similar to butter, sweet and lasting. It has a sweet, fruity taste at low levels and a slightly burning taste at higher levels. Prepared by saturation at room temperature of a mixture of anisaldehyde and methyl ethyl ketone with HCL, or by treating α-methyl-α-(4-hydroxy)benzylidene acetone with methyl iodide in alkaline solution.

Chemical Properties

Different sources of media describe the Chemical Properties of 104-27-8 differently. You can refer to the following data:
1. 1-(p-Methoxyphenyl)-1-penten-3-one has an odor similar to butter. It has a sweet, fruity taste at low levels and slightly burning taste at higher levels.
2. White to pale-yellow solid; sharp odor. Stable,1 g is soluble in 5 mL 95% alcohol. Combustible.

Uses

Different sources of media describe the Uses of 104-27-8 differently. You can refer to the following data:
1. Flavoring.
2. α-Methylanisalacetone is used in skin sensitization measuring method.

Preparation

By saturation at room temperature of a mixture of anisaldehyde and methyl ethyl ketone with HCl, or by treating α-methyl- α-(4-hydroxy)benzylidene acetone with methyl iodide in alkaline solution.

InChI:InChI=1/C12H14O2/c1-3-11(13)7-4-10-5-8-12(14-2)9-6-10/h4-9H,3H2,1-2H3/b7-4+

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 78-93-3 butanone 
• 130489-98-4 (E)-1-(4-Methoxy-phenyl)-pent-1-en-3-ol 
• 1629-58-9 4-penten-3-one 
• 65365-76-6 4-methylphenyl 4’-methoxyphenyl telluride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 623-12-1 4-chloromethoxybenzene 

Downstream Products

• 5440-80-2 1-(4-methoxyphenyl)-3-oxo-pentane 
• 1253891-33-6 1-[(1R,2S,3S,4S)-3-(4-methoxyphenyl)bicyclo[2.2.1]hept-5-en-2-yl]propan-1-one 
• 61696-84-2 2-(4-Methoxy-benzyl)-3-methyl-indan-1-one 
• 72946-99-7 3-(4-Methoxy-phenyl)-1-(2-vinyl-phenyl)-propan-1-one 

Relevant articles and documents

Different properties of P,C-donor Pd(II) and Pt(II); spectroscopic and X-ray analysis, catalytic potential and anti-proliferative potency

This account describes our recent studies on pallada-and platinaphosphacycle complexes with an unsymmetrical phosphonium ylide, Ph2PC(CH2)PPh2 = C(H)C(O)C6H4-p-NO2 (Y), derived from 1,1-bis(diphenylphosphino)ethylene (dppee). These complexes have been prepared through reactions between (Y) and [MCl2(cod)] (M = Pd (C1) or Pt (C2); cod = 1,5-cyclooctadiene) in equimolar ratio in the hope of finding new compounds that may be useful in stereoselective catalysis and find use as antitumor metallodrugs. Characterization of these compounds was performed by elemental analysis, IR, 1H, 13C, and 31P NMR spectroscopic methods. The structures of the Pd and Pt complexes were determined by single crystal x-ray structural analyses, showing that both complexes consist of five-membered rings formed by coordination of the phosphorus ylide (Y) through the phosphine group and the ylidic carbon atom to the metal center. The catalytic activity of the complexes, using the Mizoroki–Heck and Suzuki-Miyaura cross-coupling reactions, have been evaluated and compared. Moreover, both compounds have been found to have antitumor activity against AGS (gastric carcinoma), MCF-7 (breast carcinoma) and A549 (non-small lung carcinoma) cells with the average of IC50 values from 61.19 to 290.17 μM. Generally, C2 reveals high anticancer activity than C1.

Synthesis of α,β-unsaturated aryl esters via Heck reaction of unsymmetrical aryl tellurides

A variety of α,β-unsaturated aryl esters were prepared by the direct reaction of unsymmetrical aryltellurides and ethyl acrylate, catalyzed by PdCl2 via a Heck cross-coupling reaction.