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

• 186581-53-3 diazomethane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 506-82-1 dimethylcadmium 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 917-54-4 methyllithium 
• 118-41-2 Eudesmic acid 
• 36266-40-7 1-(3,4,5-trimethoxyhenyl)ethanol 
• 266329-28-6 1-(dimethylphenylsilyl)-1-(3,4,5-trimethoxyphenyl)ethanol 
• 1184662-59-6 3-(4-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one 
• 107-15-3 ethylenediamine 
• 127033-85-6 1-(3,4,5-trimethoxyphenyl)-3-phenylprop-2-yn-1-one 
• 1331771-66-4 3-([1,1'-biphenyl]-4-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one 
• 608533-22-8 3-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one 
• 149-91-7 3,4,5-trihydroxybenzoic acid 

Downstream Products

• 1041-10-7 3-(piperidin-1-yl)-1-(3,4,5-trimethoxyphenyl)propan-1-one hydrochloride 
• 130768-87-5 (2E)-1-(3',4',5'-trimethoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-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 
• 3704-91-4 1-[4-(2-Diethylamino-ethoxy)-phenyl]-1-(3,4,5-trimethoxy-phenyl)-ethylen 
• 64039-00-5 1-morpholino-2-(3,4,5-trimethoxyphenyl)ethanethione 
• 61196-72-3 3-(pyridin-4-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 127034-42-8 3',4',5'-trimethoxy-3-(4-pyridyl)-acrylophenone 
• 127034-43-9 (E)-3-(2-thienyl)-1-(3,4,5-trimethoxyphenyl)-3-phenylprop-2-en-1-one 
• 127034-10-0 (E)-3-(4-trifluoromethylphenyl)-1-(3,4,5-trimethoxyphenyl)-3-phenylprop-2-en-1-one 
• 6336-02-3 3-(N,N-dimethylamino)-1-(3,4,5-trimethoxy-phenyl)propan-1-one hydrochloride 
• 56026-03-0 2-Isopropylidene-3-[1-(3,4,5-trimethoxy-phenyl)-eth-(Z)-ylidene]-succinic acid 
• 127033-97-0 (E)-3-(4-tert-Butyl-phenyl)-1-(3,4,5-trimethoxy-phenyl)-propenone 
• 114361-58-9 3-cyano-6-(3,4,5-trimethoxyphenyl)-4-methylthio-2(1H)-pyridone 

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.

Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN

A mild process using a combination of TMSCl and NaI in acetonitrile is used to regenerate carbonyl compounds from a variety of dithiane and dithiolane derivatives. This easy to handle and inexpensive protocol is also efficient to deprotect oxygenated and mixed acetals as 1,3-dioxanes, 1,3-dioxolanes and 1,3-oxathianes quantitatively. As a possible extension of this method, it was also shown that nitrogenated substrates such as hydrazones, N-tosylhydrazones, and ketimines reacted well under these conditions to give the expected ketones in high yields. The methodology proposed herein is a good alternative to the existing methods since it does not use metals, oxidants, reducing agents, acidic or basic media, and keto-products were obtained in high to excellent yields.

Visible light induced redox neutral fragmentation of 1,2-diol derivatives

A homogeneous, redox-neutral photo fragmentation of diol derivatives was developed. Under photo/hydrogen atom transfer (HAT) dual catalysis, diol derivatives such as lignin model compounds and diol monoesters undergo selective β C(sp3)-O bond cleavage to afford ketones, phenols and acids effectively.