21550-06-1

Basic information

• Product Name: 1-(3-methoxyphenyl)butan-1-one
• Synonyms: 1-(3-methoxyphenyl)butan-1-one
• CAS NO: 21550-06-1
• Molecular Weight: 178.231
• Mol File: 21550-06-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-(3-methoxyphenyl)butan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-methoxyphenyl)butan-1-one(21550-06-1)
• EPA Substance Registry System: 1-(3-methoxyphenyl)butan-1-one(21550-06-1)

Safety Data

• Hazardous Substances Data: 21550-06-1(Hazardous Substances Data)

Usage

Description

1-(3-methoxyphenyl)butan-1-one, also known as p-methoxyphenylacetone, is a chemical compound with the molecular formula C11H14O2. It is a pale yellow liquid characterized by a strong, sweet, floral odor. This versatile compound is valued for its aromatic properties and is widely utilized in the synthesis of pharmaceuticals and perfumes. Additionally, it serves as a precursor in the production of methcathinone, a psychoactive drug with stimulant effects.

Uses

Used in Pharmaceutical Industry:
1-(3-methoxyphenyl)butan-1-one is used as an intermediate compound for the synthesis of various pharmaceuticals due to its unique chemical structure and aromatic properties. Its ability to be incorporated into the development of new drugs makes it a valuable asset in this industry.
Used in Perfumery:
1-(3-methoxyphenyl)butan-1-one is used as a key ingredient in the creation of perfumes for its strong, sweet, and floral odor. Its distinctive scent contributes to the formulation of various fragrances, enhancing the sensory experience of consumers.
Used in the Production of Methcathinone:
1-(3-methoxyphenyl)butan-1-one is used as a precursor in the manufacturing process of methcathinone, a psychoactive drug with stimulant properties. Its role in the synthesis of this drug highlights its versatility and importance in the chemical industry.

Upstream product

• 927-77-5 n-propylmagnesium bromide 
• 152121-82-9 N,3‐dimethoxy‐N‐methylbenzamide 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 109480-78-6 N-methoxy-N-methylbutanamide 
• 766-85-8 3-methoxy-1-iodobenzene 
• 123-72-8 butyraldehyde 
• 1711-05-3 m-anisoyl chloride 
• 123-73-9 trans-Crotonaldehyde 
• 10365-98-7 3-methoxyphenylboronic acid 
• 2234-82-4 1-propylmagnesium chloride 
• 109-74-0 propyl cyanide 
• 100-66-3 methoxybenzene 
• 99115-93-2 1,1-dimethoxy-but-1-ene 
• 557-93-7 2-bromoprop-1-ene 

Downstream Products

• 117822-00-1 2-cyano-3-(3-methoxy-phenyl)-hex-2-enoic acid ethyl ester 
• 1027100-41-9 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene 
• 325142-84-5 3-methoxyphenylboronic acid pinacol ester 
• 1588767-70-7 (S)-2-fluoro-1-(3-methoxyphenyl)-2-phenylbutan-1-one 
• 1588766-59-9 2-bromo-2-fluoro-1-(3-methoxyphenyl)butan-1-one 
• 1588765-82-5 2-fluoro-1-(3-methoxyphenyl)butan-1-one 
• 76473-07-9 C₂₂H₂₈O₂ 
• 76473-07-9 C₂₂H₂₈O₂ 
• 76473-14-8 1-(1-Diazo-butyl)-3-methoxy-benzene 
• 74944-97-1 C₂₀H₂₄O₂ 

Relevant articles and documents

Iridium-Catalyzed Asymmetric Hydrogenation of α-Fluoro Ketones via a Dynamic Kinetic Resolution Strategy

The discrimination of a fluorine atom from a hydrogen atom has been challenging in asymmetric catalysis. We herein report iridium-catalyzed hydrogenation of α-fluoro ketones using a strategy of dynamic kinetic resolution. Both enantiomeric and diastereomeric selectivities were satisfactory in the preparation of β-fluoro alcohols. The DFT calculation revealed a C-F···Na charge-dipole interaction in the transition state of hydride transfer. This noncovalent interaction would be responsible for the diastereomeric control.

Conversion of Aldehydes to Branched or Linear Ketones via Regiodivergent Rhodium-Catalyzed Vinyl Bromide Reductive Coupling-Redox Isomerization Mediated by Formate

A regiodivergent catalytic method for direct conversion of aldehydes to branched or linear alkyl ketones is described. Rhodium complexes modified by PtBu2Me catalyze formate-mediated aldehyde-vinyl bromide reductive coupling-redox isomerization to form branched ketones. Use of the less strongly coordinating ligand, PPh3, promotes vinyl-to allylrhodium isomerization en route to linear ketones. This method bypasses the 3-step sequence often used to convert aldehydes to ketones involving the addition of pre-metalated reagents to Weinreb or morpholine amides.

Dirhodium(ii)/P(t-Bu)3 catalyzed tandem reaction of α,β-unsaturated aldehydes with arylboronic acids

Phosphine ligated dirhodium(ii) acetate is advocated as a catalyst for the synthesis of aryl alkyl ketones by the tandem reaction of α,β-unsaturated aromatic or aliphatic aldehydes with arylboronic acids. This tandem procedure included arylation followed by the isomerization reaction. This method exhibits good functional group tolerance and has a broad substrate scope. With the conjugated aldehydes, the one-step synthesis of γ,δ-unsaturated ketones was realized through this reaction. It is noteworthy that the length of the Rh-P bond is an important factor affecting catalytic reactions. The comparative analysis of the crystal structures of axially alkylphosphane and arylphosphane ligated dirhodium(ii) acetate revealed that the shorter Rh-P bond length favors the isomerization process as compared to the longer one. In addition, the dirhodium(ii) compound can be recovered after the completion of the reaction.