16343-36-5

Basic information

• Product Name: 2-(4-Methoxyphenyl)-2-phenylacetaldehyde
• Synonyms: 2-(4-Methoxyphenyl)-2-phenylacetaldehyde
• CAS NO: 16343-36-5
• Molecular Weight: 226.275
• Mol File: 16343-36-5.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2-(4-Methoxyphenyl)-2-phenylacetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methoxyphenyl)-2-phenylacetaldehyde(16343-36-5)
• EPA Substance Registry System: 2-(4-Methoxyphenyl)-2-phenylacetaldehyde(16343-36-5)

Safety Data

• Hazardous Substances Data: 16343-36-5(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Floral, sweet, and aldehydic

Uses

Synthesis of pharmaceuticals (antihistamines, analgesics), flavor and fragrance ingredient in perfumes and cosmetic formulations

Potential applications

Agrochemicals, building block for other chemicals

Biological activities

Being studied for potential therapeutic effects

Upstream product

• 4333-75-9 1-(4-methoxyphenyl)-1-phenylethene 
• 94001-65-7 1-(4-methoxyphenyl)-1-phenylethan-1-ol 
• 108123-01-9 1-phenyl-1-(p-methoxyphenyl)-1,2-ethanediol 
• 108-86-1 bromobenzene 
• 2522-81-8 2-<(2,2-dimethylpropanoyl)oxy>-1-phenylethanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 5814-81-3 trans-(2R,3R)-2-phenyl-3-(4-(trifluoromethoxy)phenyl)oxirane 
• 180746-15-0 1-methoxy-4-[(p-tolylsulfinyl)methyl]benzene 
• 824-94-2 p-methoxybenzyl chloride 
• 5023-68-7 4-methoxybenzyl-(4'-methylphenyl)-sulfide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 100-58-3 phenylmagnesium bromide 
• 21504-07-4 1,3‐dithian‐2‐yl (phenyl)methanone 
• 73119-32-1 (1,3-dithian-2-yl)(4-methoxyphenyl)methanone 

Downstream Products

• 21749-83-7 α-(4-methoxyphenyl)phenylacetic acid 
• 16343-38-7 4-Phenyl-4-p-methoxycyclohex-2-en-1-on 
• 16343-46-7 3-(4-Methoxy-benzyl)-3-phenyl-cyclopentanone 
• 16343-45-6 3-p-Methoxy-4-phenyl-cyclohexanon 
• 4333-75-9 1-(4-methoxyphenyl)-1-phenylethene 
• 5543-97-5 2-(4-methoxyphenyl)-1,2-diphenylethan-1-one 
• 84192-53-0 2-(4-methoxyphenyl)-2-phenylethanol 
• 55681-31-7 2-(4-methoxyphenyl)-1,2-diphenylethanol 
• 17742-17-5 β-4-methoxyphenyl-β-methylstyrene 
• 129315-87-3 trans-(1S,2R)-2-(4-methoxyphenyl)-2-phenylcyclopentanol 
• 129315-87-3 trans-(1R^*,2R^*)-2-(4-methoxyphenyl)-2-phenylcyclopentanol 
• 129315-89-5 cis-(1S^*,2R^*)-2-(4-hydroxyphenyl)-2-phenylcyclopentanol 

Relevant articles and documents

Lewis Acid Assisted Electrophilic Fluorine-Catalyzed Pinacol Rearrangement of Hydrobenzoin Substrates: One-Pot Synthesis of (±)-Latifine and (±)-Cherylline

A microwave-irradiated solvent-free pinacol rearrangement of hydrobenzoin substrates catalyzed by a combination of N-fluorobenzenesulfonimide and FeCl3·6H2O was developed. Its selectivity was first investigated by density functional theory (DFT) calculations. Then the functional group tolerance was examined by synthesizing a series of substrates designed based on the insight provided by the DFT calculations. The application of the methodology was demonstrated by the efficient one-pot synthesis of (±)-latifine and (±)-cherylline, both are 4-aryltetrahydroisoquinoline alkaloids isolated from Amaryllidacecae plants.

Catalytic, regioselective, and green methods for rearrangement of 1,2-diaryl epoxides to carbonyl compounds employing metallic triflates, Br?nsted-acidic ionic liquids (ILs), and IL/microwave; Experimental and computational substituent effect study on aryl versus hydrogen migration

The Lewis-acid catalyzed rearrangement of parent trans-stilbene oxide 1 was studied with M(OTf)3/DCM and M(OTf)3/[BMIM][BF 4] (M = Bi, Al, Ga, Sc, and Yb; [BMIM] = butylmethylimidazolium) and Zn(NTf2)2, and with Bi(OTf)3/[BMIM][X] (X = NTf2, OTf, PF6, and BF4), employing 5 mol% of catalyst. Selective formation of 2,2-dipheylacetaldehyde 2 (phenyl migration product) was observed in all cases, with Bi(OTf)3 proving most efficient. The rearrangement of 1 was also effected in [BMIM][X] (X = NTf 2, OTf, PF6, and BF4) without an added catalyst under microwave MW irradiation, and X = PF6 gave the highest yield and selectivity. Efficient and selective rearrangement of 1-2 was also observed with 0.1-0.3 equiv. of [BMIM(SO3H)][OTf] in DCM and in [BMIM][X]. A substituent effect study was performed with a series of singly substituted 1,2-diphenyl oxiranes (with X = OMe, Me, F, CN, and NO2) with 5 mol% Bi(OTf)3 in DCM and in [BMIM][NTf2]. Notable formation of ketones was observed with the NO2 and CN derivatives. Competing formation of ketones was also observed in [BMIM][PF6] under MW and under Br?nsted acid catalysis with [BMIM(SO3H)][OTf] in DCM and in [BMIM][NTf2]. The aryl versus H migration was studied computationally by DFT and MP2 methods and by including solvation effects (IEFPCM).

Weinreb amide based building blocks for convenient access to 1,1-diarylethenes and isocombretastatin analogues

A successful strategy based on the synthetic equivalent containing Weinreb amide functionality for the convenient access to 1,1-diarylethenes in general and for the isocombretastatin analogues in particular has been developed from the commercially available glyoxalic acid. The convenience with which the structural variations can be made in assembling the aryl residues shows generality associated with the developed strategy. The intermediates also provide access to 1,2,2-triarylethanones, represented by the synthesis of advanced intermediate of tamoxifen.