39151-19-4

Basic information

• Product Name: 3',5'-Dimethoxyacetophenone
• Synonyms: 1-(3,5-dimethoxyphenyl)-ethanon;1-(3,5-dimethoxyphenyl)ethanone;3’,5’-dimethoxy-acetophenon;LABOTEST-BB LT00233121;3',5'-DIMETHOXYACETOPHENONE;3,5-DIMETHOXYACETOPHENONE;1-(3,5-dimethoxyphenyl)ethan-1-one;3',5'-Dimethoxyacetophenone 3,5-Dimethoxyacetophenone
• CAS NO: 39151-19-4
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• EINECS: 254-322-3
• Product Categories: Terbutaline Bambuterol;C10;Carbonyl Compounds;Ketones
• Mol File: 39151-19-4.mol
• Article Data: 25

Chemical Properties

• Melting Point: 33-34 °C(lit.)
• Boiling Point: 290-291 °C(lit.)
• Flash Point: >230 °F
• Appearance: white to light yellow crystals or crystalline powder
• Density: 1.1272 (rough estimate)
• Refractive Index: n20/D 1.543(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• BRN: 2045586
• CAS DataBase Reference: 3',5'-Dimethoxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3',5'-Dimethoxyacetophenone(39151-19-4)
• EPA Substance Registry System: 3',5'-Dimethoxyacetophenone(39151-19-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: KM5775717
• Hazardous Substances Data: 39151-19-4(Hazardous Substances Data)

Usage

Uses

3',5'-Dimethoxyacetophenone is used as starting reagent in the synthesis of 5,7-dimethoxy-3-methylindazole1. It was used in the synthesis of (R)-(+)-1-(3,5-dimethoxyphenyl)ethyl acetate-ether-180.

Preparation

Obtained by reaction of acetyl chloride with 3,5-dimethoxybenzene.

Upstream product

• 51863-60-6 3,5-dihydroxyacetophenone 
• 77-78-1 dimethyl sulfate 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 
• 105-53-3 diethyl malonate 
• 917-54-4 methyllithium 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 7664-93-9 sulfuric acid 
• 97025-16-6 3-(3,5-dimethoxyphenyl)-3-oxopropionic acid ethyl ester 
• 75-36-5 acetyl chloride 
• 151-10-0 1,3-Dimethoxybenzene 
• 186581-53-3 diazomethane 
• 20767-04-8 (E)-3,5-dimethoxycinnamic acid 
• 75-16-1 methylmagnesium bromide 
• 400608-30-2 1-(3,5-dimethoxyphenyl)-2-(trimethylsilyl)acetylene 

Downstream Products

• 51863-60-6 3,5-dihydroxyacetophenone 
• 50841-50-4 (2-bromo-1-(3,5-dimethoxyphenyl)ethanone) 
• 51768-56-0 1,3-dimethoxy-5-ethylbenzene 
• 134804-55-0 2-benzyloxy-3',4,5',6-tetramethoxychalcone 
• 142499-78-3 6-(3,5-Dimethoxy-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 
• 54901-14-3 2-Cyano-3-(3,5-dimethoxy-phenyl)-3-methyl-butyric acid methyl ester 
• 196599-95-8 2-(3,5-Dimethoxy-phenyl)-1-phenyl-2-trimethylsilanyloxy-propan-1-one 
• 929030-80-8 2-(3',5'-dimethoxyphenyl)-1-methoxypropene 
• 4299-72-3 5-ethylresorcinol 
• 81633-93-4 5-ethyl-4-methyl-resorcinol 
• 67097-04-5 1,3-dimethoxy-5-(1-methylpropyl)benzene 
• 39503-15-6 2-ethyl-4,6-dihydroxy-benzaldehyde 
• 63521-10-8 2-ethyl-4,6-dihydroxy-3-methyl-benzaldehyde 
• 39503-16-7 2-ethyl-4,6-dimethoxy-benzaldehyde 

Relevant articles and documents

Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation

A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.

A simple synthesis of ketone from carboxylic acid using tosyl chloride as an activator

An effective process for the conversion of carboxylic acid to ketone has been discovered. In this process, carboxylic acid has been activated using p-toluene sulphonyl group. Under the optimized condition, aromatic, aliphatic heteroaromatic carboxylic acids have been proved to be good substrates for this methodology. The byproduct of this reaction can be removed very easily during work up process. Also, one equivalent of organometallic reagent is sufficient to complete this transformation.

Generation of Aryl and Heteroaryl Magnesium Reagents in Toluene by Br/Mg or Cl/Mg Exchange

The alkylmagnesium alkoxide sBuMgOR?LiOR (R=2-ethylhexyl), which was prepared as a 1.5 m solution in toluene, undergoes very fast Br/Mg exchange with aryl and heteroaryl bromides, producing aryl and heteroaryl magnesium alkoxides (ArMgOR?LiOR) in toluene. These Grignard reagents react with a broad range of electrophiles, including aldehydes, ketones, allyl bromides, acyl chlorides, epoxides, and aziridines, in good yields. Remarkably, the related reagent sBu2Mg?2 LiOR (R=2-ethylhexyl) undergoes Cl/Mg exchange with various electron-rich aryl chlorides in toluene, producing diorganomagnesium species of type Ar2Mg?2 LiOR, which react well with aldehydes and allyl bromides.