1136-86-3

Basic information

• Product Name: 3',4',5'-TRIMETHOXYACETOPHENONE
• Synonyms: 3',4',5'-TRIMETHOXYACETOPHENONE;3,4,5-TRIMETHOXYACETOPHENONE;AKOS 217-16;LABOTEST-BB LT00233192;1-(3,4,5-Trimethoxyphenyl)ethanone;Acetophenone, 3',4',5'-trimethoxy;3,4,5-'Trimethoxyacetophenone98%;Ethanone, 1-(3,4,5-trimethoxyphenyl)-
• CAS NO: 1136-86-3
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23
• EINECS: 214-501-9
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 1136-86-3.mol
• Article Data: 32

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 173-174 °C10 mm Hg(lit.)
• Flash Point: 173-174°C/10mm
• Appearance: white to yellow crystalline powder
• Density: 1.1922 (rough estimate)
• Refractive Index: 1.5075 (estimate)
• Storage Temp.: Store below +30°C.
• Water Solubility: Slightly soluble in water.
• BRN: 1463133
• CAS DataBase Reference: 3',4',5'-TRIMETHOXYACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3',4',5'-TRIMETHOXYACETOPHENONE(1136-86-3)
• EPA Substance Registry System: 3',4',5'-TRIMETHOXYACETOPHENONE(1136-86-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-24/25-45-36/37/39-27-26
• WGK Germany: 3
• Hazardous Substances Data: 1136-86-3(Hazardous Substances Data)

Usage

Description

3',4',5'-Trimethoxyacetophenone, a member of the acetophenone class, is a white to yellow crystalline powder that features methoxy groups at positions 3, 4, and 5 respectively. This chemical compound is known for its versatile applications across various industries.

Uses

Used in Agrochemical Industry:
3',4',5'-Trimethoxyacetophenone is used as an intermediate in the synthesis of agrochemicals for enhancing crop protection and yield. Its unique chemical structure contributes to the development of effective and targeted agrochemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3',4',5'-Trimethoxyacetophenone serves as a key intermediate in the production of various drugs. Its chemical properties allow for the creation of novel compounds with potential therapeutic applications.
Used in Dyestuff Industry:
3',4',5'-Trimethoxyacetophenone is utilized as a building block for the synthesis of dyes and pigments, particularly those with specific color properties. Its incorporation into dyestuff formulations enables the development of a wide range of colors and hues for various applications.

Preparation

Obtained by treatment of a mixture of methyl 3,4,5-trimethoxybenzoate (m.p. 82°) and ethyl acetate with sodium on a water boiler for 8 h, then with 25% sulfuric acid.

Upstream product

• 3044-56-2 ethyl trimethoxybenzoyl acetate 
• 186581-53-3 diazomethane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 36266-40-7 1-(3,4,5-trimethoxyhenyl)ethanol 
• 858468-00-5 1,2,3-trimethoxy-5-(prop-1-en-2-yl)benzene 
• 7478-67-3 (3,4,5-trimethoxy-benzoyl)-malonic acid diethyl ester 
• 506-82-1 dimethylcadmium 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 917-54-4 methyllithium 
• 118-41-2 Eudesmic acid 
• 917-64-6 methyl magnesium iodide 
• 1885-35-4 3,4,5-trimethoxybenzonitrile 
• 7664-93-9 sulfuric acid 
• 74-88-4 methyl iodide 

Downstream Products

• 1041-10-7 3-(piperidin-1-yl)-1-(3,4,5-trimethoxyphenyl)propan-1-one hydrochloride 
• 58344-62-0 (E)-3-(3,4-methylenedioxyphenyl)-1-(3,4,5-trimethoxy-phenyl)-prop-2-en-1-one 
• 6307-90-0 3,4,5-trimethoxy-1-nitrobenzene 
• 33709-29-4 1-(3,4,5-trihydroxyphenyl)-ethan-1-one 
• 130768-87-5 (2E)-1-(3',4',5'-trimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one 
• 127033-98-1 (E)-3-phenyl-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 110048-17-4 3',4,4',5'-tetramethoxychalcone 
• 111797-23-0 (E)-3-(3,4-dimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)-prop-2-en-1-one 
• 70909-47-6 ethyl 2,4-dioxo-4-(3,4,5-trimethoxyphenyl)butanoate 
• 3044-56-2 ethyl trimethoxybenzoyl acetate 
• 92072-19-0 (3,4,5-trimethoxy-phenyl)-glyoxal-2-oxime 
• 101256-79-5 3-morpholin-4-yl-1-(3,4,5-trimethoxy-phenyl)-propan-1-one 
• 3704-91-4 1-[4-(2-Diethylamino-ethoxy)-phenyl]-1-(3,4,5-trimethoxy-phenyl)-ethylen 

Relevant articles and documents

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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.

Sequential Cleavage of Lignin Systems by Nitrogen Monoxide and Hydrazine

The cleavage of representative lignin systems has been achieved in a metal-free two-step sequence first employing nitrogen monoxide for oxidation followed by hydrazine for reductive C?O bond scission. In combining nitrogen monoxide and lignin, the newly developed valorization strategy shows the particular feature of starting from two waste materials, and it further exploits the attractive conditions of a Wolff-Kishner reduction for C?O bond cleavage for the first time. (Figure presented.).

Aerobic oxidation of alcohols with air catalyzed by decacarbonyldimanganese

The oxidation of alcohols to carbonyl compounds using air as the terminal oxidant is highly desirable. As described in previous reports, the abstraction of α-H of the alcohol is the most important step, and it typically requires not only a metal catalyst but also complex ligands, co-catalysts and bases. Herein, we report a practical and efficient method for the oxidation of primary alcohols, secondary alcohols, 1,2-diols, 1,2-amino alcohols, and other α-functionalized alcohols using a commercially available catalyst, Mn2(CO)10, and no additives. Preliminary mechanistic studies indicated that an alkoxyl radical intermediate existed in our system, and a plausible mechanism consistent with the experimental results and literature was proposed.