4254-17-5

Basic information

• Product Name: 4-METHOXYBENZOIN
• Synonyms: BENZANISOIN;4-METHOXYBENZOIN;Hydroxy(phenyl)methyl 4-methoxyphenyl ketone;NSC 26659;NSC 57856;2-Hydroxy-1-(4-methoxyphenyl)-2-phenylethanone
• CAS NO: 4254-17-5
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27
• Product Categories: Aromatic Ketones (substituted)
• Mol File: 4254-17-5.mol
• Article Data: 25

Chemical Properties

• Melting Point: 108 °C
• Boiling Point: 421°C at 760 mmHg
• Flash Point: 159.5°C
• Appearance: /
• Density: 1.188g/cm³
• Vapor Pressure: 7.69E-08mmHg at 25°C
• Refractive Index: 1.591
• PKA: 12.07±0.20(Predicted)
• CAS DataBase Reference: 4-METHOXYBENZOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYBENZOIN(4254-17-5)
• EPA Substance Registry System: 4-METHOXYBENZOIN(4254-17-5)

Safety Data

• Hazardous Substances Data: 4254-17-5(Hazardous Substances Data)

Usage

Uses

4-Methoxybenzoin is used in preparation of Benzofuran-2-one compounds useful for the treatment of cancer.

InChI:InChI=1/C15H14O3/c1-18-13-9-7-12(8-10-13)15(17)14(16)11-5-3-2-4-6-11/h2-10,14,16H,1H3

Upstream product

• 1889-84-5 4'-methoxybenzoin 
• 38828-29-4 α-benzoyloxy-4-methoxy-deoxybenzoin 
• 141-52-6 sodium ethanolate 
• 38828-30-7 4-Methoxybenzoin benzoate 
• 64-17-5 ethanol 
• 151-50-8 potassium cyanide 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-52-7 benzaldehyde 
• 4410-31-5 (RS)-mandelamide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 67-56-1 methanol 
• 114678-99-8 2-oxo-1,2-diphenylethyl 4-methoxybenzoate 
• 71292-77-8 diethyl α-trimethylsilyloxy-α-(4-methoxybenzoyl)benzylphosphonate 

Downstream Products

• 6910-79-8 α-anilino-4-methoxy-deoxybenzoin 
• 65414-48-4 (+/-)-4-methoxy-benzoin-seqtrans-oxime 
• 66749-56-2 (1RS:2SR)-2-phenyl-1-(4-methoxy-phenyl)-ethanediol-(1,2) 
• 66749-56-2 (1RS:2RS)-2-phenyl-1-(4-methoxy-phenyl)-ethanediol-(1,2) 
• 108791-38-4 2-acetoxy-1-(4-methoxyphenyl)-2-phenylethanone 
• 101274-25-3 4-(4-methoxy-phenyl)-5-phenyl-3H-oxazol-2-one 
• 133296-80-7 3-ethyl-4-(4-methoxy-phenyl)-5-phenyl-3H-oxazole-2-thione 
• 133296-81-8 3-ethyl-5-(4-methoxy-phenyl)-4-phenyl-3H-oxazole-2-thione 
• 21798-21-0 2,5-bis-(4-methoxy-phenyl)-3,6-diphenyl-pyrazine 
• 122803-37-6 1-(4-Methoxy-phenyl)-2-phenyl-naphtho[2,1-b]furan 
• 854651-61-9 2-(4-methoxy-phenyl)-1,3-diphenyl-propane-1,2-diol 
• 24845-40-7 2-(4-methoxyphenyl)acetophenone 
• 1023-17-2 4-methoxyphenyl benzyl ketone 
• 22711-21-3 4-methoxybenzil 

Relevant articles and documents

Ultrasonic studies of intermolecular interactions in binary mixtures of 4-methoxy benzoin with various solvents: Excess molar functions of ultrasonic parameters at different concentrations and in different solvents

Density (ρ), ultrasonic velocity (U), for the binary mixtures of 4-methoxy benzoin (4MB) with ethanol, chloroform, acetonitrile, benzene, and di-oxane were measured at 298 K. The solute-solvent interactions and the effect of the polarity of the solvent on

Visible Light Enabled Formal Cross Silyl Benzoin Reaction as an Access to α-Hydroxyketones

In this work, a visible-light enabled coupling of acylsilanes with aldehydes to give a range of cross-benzoin type products α-hydroxyketones is described. The reaction could proceed at ambient temperature, with the irradiation of low energy visible light, and without addition of photosensitizer or any other additives. (Figure presented.).

Mechanism of α-ketol-type rearrangement of benzoin derivatives under basic conditions

The mechanism of base-catalyzed rearrangement of ring-substituted benzoins in aqueous methanol was examined by kinetic and product analyses. Substituent effects on the rate and equilibrium constants revealed that the kinetic process has a different electron demand compared to the equilibrium process. Reactions in deuterated solvents showed that the rate of H/D exchange of the α-hydrogen is similar to the overall rate toward the equilibrium state. A proton-inventory experiment using partially deuterated solvents showed a linear dependence of the rate on the deuterium fraction of the solvent, indicating that only one deuterium isotope effect contributes to the overall rate process. All these results point to a mechanism in which the rearrangement is initiated by the rate-determining α-hydrogen abstraction rather than a mechanism with initial hydroxyl hydrogen abstraction as in the general α-ketol rearrangement.