37951-49-8

Basic information

• Product Name: 3'-methoxypropiophenone
• Synonyms: 1-(3-methoxy-phenyl)propan-1-one;1-(3-Methoxyphenyl)-1-propanone
• CAS NO: 37951-49-8
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20108
• EINECS: 253-729-3
• Mol File: 37951-49-8.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 259℃
• Flash Point: 98.9 °C
• Appearance: /
• Density: 1.0812
• Refractive Index: 1.5230 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3'-methoxypropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-methoxypropiophenone(37951-49-8)
• EPA Substance Registry System: 3'-methoxypropiophenone(37951-49-8)

Safety Data

• Hazardous Substances Data: 37951-49-8(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of ethylmagnesium bromide,with m-methoxybenzonitrile (m.p. 60°)with 3-methoxybenzaldehyde and oxidation of the resulting 1-(3-methoxyphenyl)-1-propanol with sodium dichromate in sulfuric acid (70%).

Upstream product

• 52956-27-1 1-(3-methoxyphenyl)propanol 
• 67-56-1 methanol 
• 89691-63-4 1-(3-methoxy)-phenylethanol 
• 600-14-6 2,3-Pentanedione 
• 766-85-8 3-methoxy-1-iodobenzene 
• 4437-51-8 3,4-hexanedione 
• 1711-05-3 m-anisoyl chloride 
• 2398-37-0 3-methoxyphenyl bromide 
• 107-12-0 propiononitrile 
• 152121-82-9 N,3‐dimethoxy‐N‐methylbenzamide 
• 811-49-4 ethyllithium 
• 586-38-9 3-Methoxybenzoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 

Downstream Products

• 1010800-72-2 6-(3-methoxyphenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one 
• 54961-39-6 4-(3-methoxyphenyl)-3-methyl-4-oxobutanoic acid 
• 52240-70-7 6-(3-hydroxyphenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one 
• 1010801-85-0 C₂₉H₃₁F₃N₆O₄ 
• 1010800-74-4 3-(3-hydroxyphenyl)-4,4-dimethyl-1H-pyrazol-5(4H)-one 
• 1010800-73-3 3-(3-methoxyphenyl)-4,4-dimethyl-1H-pyrazol-5(4H)-one 
• 1010801-86-1 C₂₉H₃₁F₃N₆O₄ 
• 1404478-78-9 3-(3-methoxy-phenyl)-2-methyl-pent-3-enoic acid ethyl ester 
• 1313429-35-4 (3R,2S)-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid 
• 1313429-32-1 (αR,βR)-β-ethyl-3-methoxy-α-methylbenzenepropanoic acid 
• 1313429-34-3 (S),(S)-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid 
• 1313429-36-5 (3S,2R)-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid 
• 1313429-38-7 (S),(S)-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid dimethylamide 
• 6026-75-1 1-(3-methoxyphenyl)-2-methyl-propan-1-one 

Relevant articles and documents

Chiral Primary Amine Catalyzed Enantioselective Tandem Reactions Based on Heyns Rearrangement: Synthesis of α-Tertiary Amino Ketones

Herein, we disclose a new catalytic asymmetric tandem reaction based on the Heyns rearrangement for the synthesis of chiral α-amino ketones with readily available substrates. The rearrangement is different from the Heyns rearrangement in that the α-amino ketones were obtained without the shift of the carbonyl group. The key to success is using chiral primary amine as a catalyst by mimicking glucosamine-6-phosphate synthase in catalyzing the efficient Heyns rearrangement in organisms.

Copper-catalyzed method for preparing aldehyde or ketone compound by oxidizing alcohol with oxygen as oxidizing agent and application

The invention discloses a copper-catalyzed method for preparing an aldehyde or ketone compound by oxidizing alcohol with oxygen as an oxidizing agent. Reaction is performed in an organic solvent for 4-48 hours at room temperature by using copper salt and nitroxide free radicals as catalysts and oxygen or air as an oxidizing agent to efficiently oxidize an alcohol compound into the corresponding aldehyde or ketone compound. The method is simple to operate, free of chlorides corrosive to equipment, available in raw materials and reagents, mild in reaction conditions, wide in substrate universality, good in functional group compatibility, convenient in separation and purification, environmentally friendly in the whole process and free of pollution, and is a method suitable for industrial production.

Isomerization of Allylic Alcohols to Ketones Catalyzed by Well-Defined Iron PNP Pincer Catalysts

[Fe(PNP)(CO)HCl] (PNP=di-(2-diisopropylphosphanyl-ethyl)amine), activated in situ with KOtBu, is a highly active catalyst for the isomerization of allylic alcohols to ketones without an external hydrogen supply. High reaction rates were obtained at 80 °C, but the catalyst is also sufficiently active at room temperature with most substrates. The reaction follows a self-hydrogen-borrowing mechanism, as verified by DFT calculations. An alternative isomerization through alkene insertion and β-hydride elimination could be excluded on the basis of a much higher barrier. In alcoholic solvents, the ketone product is further reduced to the saturated alcohol.