2491-32-9

Basic information

• Product Name: BENZYL 4-HYDROXYPHENYL KETONE
• Synonyms: 1-(4-Hydroxy-phenyl)-2-phenyl-ethanone;4-Hydroxydesoxybenzoin;Acetophenone, 4'-hydroxy-2-phenyl-;Benzyl p-hydroxyphenyl ketone;p-(Phenylacetyl)phenol;4'-HYDROXY-2-PHENYLACETOPHENONE;4-HYDROXYPHENYL BENZYL KETONE;4'-HYDROXYDEOXYBENZOIN
• CAS NO: 2491-32-9
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• EINECS: 219-654-5
• Mol File: 2491-32-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 148-151 °C(lit.)
• Boiling Point: 403.3 °C at 760 mmHg
• Flash Point: 172.2 °C
• Appearance: /
• Density: 1.178 g/cm³
• Vapor Pressure: 4.42E-07mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 8.12±0.15(Predicted)
• CAS DataBase Reference: BENZYL 4-HYDROXYPHENYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 4-HYDROXYPHENYL KETONE(2491-32-9)
• EPA Substance Registry System: BENZYL 4-HYDROXYPHENYL KETONE(2491-32-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 2491-32-9(Hazardous Substances Data)

Usage

Chemical Properties

Cream crystalline powder

Preparation

– Obtained by reaction of phenylacetic acid with phenol, ? in the presence of zinc chloride (Nencki reaction), ? in the presence of zinc chloride and phosphorous oxychloride for 24 h at r.t. (75%) ; ? in the presence of polyphosphoric acid in a boiling water bath for 15 min (28%) or at 100° (19%) ; ? in the presence of boron trifluoride at 80° for 2 h (87%) ; ? in the presence of boron trifluoride etherate under argon on a water bath for 1.5 h (75%).

InChI:InChI=1/C14H12O2/c15-13-8-6-12(7-9-13)14(16)10-11-4-2-1-3-5-11/h1-9,15H,10H2

Upstream product

• 103-80-0 phenylacetyl chloride 
• 108-95-2 phenol 
• 2491-31-8 2-hydroxy-deoxybenzoin 
• 103-82-2 phenylacetic acid 
• 722-01-0 phenyl phenylacetate 
• 7446-70-0 aluminium trichloride 
• 99-93-4 4-Hydroxyacetophenone 
• 71-43-2 benzene 
• 60068-18-0 1-Trimethylsilanyloxy-4-(1-trimethylsilanyloxy-vinyl)-benzene 
• 66003-76-7 Diphenyliodonium triflate 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 140-29-4 phenylacetonitrile 
• 1849-26-9 4-(2-phenylethynyl)phenol 
• 54125-02-9 danishefsky's diene 

Downstream Products

• 32599-27-2 1-(4-hydroxy-phenyl)-2-phenyl-3-piperidin-1-yl-propan-1-one 
• 102156-36-5 4-hydroxy-3-piperidinomethyl-deoxybenzoin 
• 63192-19-8 1-(4-butoxyphenyl)-2-phenylethanone 
• 38495-73-7 1-(4-ethoxyphenyl)-2-phenylethanone 
• 857562-76-6 4-(2-butoxy-ethoxy)-deoxybenzoin 
• 79838-57-6 2-phenyl(4-diethylaminoethoxyphenyl)ethan-1-one 
• 6335-83-7 4-(2-phenylethyl)phenol 
• 855242-75-0 2,3-bis-(4-hydroxy-phenyl)-1,4-diphenyl-butane-2,3-diol 
• 855940-90-8 4-(2-phenoxy-ethoxy)-deoxybenzoin 
• 94348-36-4 (Z)-1,3-Bis-(4-hydroxy-phenyl)-2-phenyl-propenone 
• 94348-35-3 (E)-1,3-Bis-(4-hydroxy-phenyl)-2-phenyl-propenone 
• 87444-82-4 2-(p-Hydroxy)phenyl-3-phenyl<1>benzopyrylium chloride 
• 108-88-3 toluene 
• 99-96-7 4-hydroxy-benzoic acid 

Relevant articles and documents

Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts

A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.

PtO2/PTSA system catalyzed regioselective hydration of internal arylalkynes bearing electron withdrawing groups

A highly efficient PtO2/PTSA catalyst system for the hydration of a wide array of alkynes was developed. This method proved to be compatible with a large range of functional groups and the ketone products were obtained in high yields. The scope of this methodology was also extended to the synthesis of 3-Aryl-isochromenones,-indoles and-benzofurans.

Design, synthesis, and cytotoxic activities of new 2,4,5-triarylimidazoles

A new group of 2,4,5-triarylimidazoles containing N,N-dimethylaminoethoxy or piperidinyl ethoxy group at the para position of the C-5 phenyl ring were synthesized and their cytotoxic activities were evaluated on three different breast cancer cell lines using MTT assay. The compounds contain various substituents at the para position of C-2 phenyl ring. Among the synthesized compounds, 4-(5-(4-(2-piperidin-1-yl)ethoxy)phenyl)-4-phenyl-1H-imidazol-2-yl) phenol (11e) and 1-2-(4-(2,4-diphenyl-1H-imidazol-5-yl)phenoxy)ethyl) piperidine (11h) with IC50s of less than 0.1 μM on all three cell lines were the most potent cytotoxic compounds.