3',4',5'-Trimethoxyacetophenone

Base Information

• Chemical Name: 3',4',5'-Trimethoxyacetophenone
• CAS No.: 1136-86-3
• Molecular Formula: C11H14O4
• Molecular Weight: 210.23
• Hs Code.: 2914509090
• European Community (EC) Number: 214-501-9
• NSC Number: 30099
• UNII: 35KU75558G
• DSSTox Substance ID: DTXSID30150481
• Nikkaji Number: J150.377D
• Wikidata: Q27159233
• Metabolomics Workbench ID: 67636
• Mol file: 1136-86-3.mol

Synonyms:3',4',5'-TMA;3',4',5'-trimethoxyacetophenone

Chemical Property of 3',4',5'-Trimethoxyacetophenone

Chemical Property:

• Appearance/Colour: white to yellow crystalline powder
• Melting Point: 78-80 °C(lit.)
• Refractive Index: 1.5075 (estimate)
• Boiling Point: 318.432 °C at 760 mmHg
• Flash Point: 132.789 °C
• PSA: 44.76000
• Density: 1.089 g/cm³
• LogP: 1.91500
• Storage Temp.: Store below +30°C.
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 210.08920892
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

98%,99%, ^*data from raw suppliers

3′,4′,5′-Trimethoxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-24/25-45-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C(=C1)OC)OC)OC
• Uses: 3',4',5'-Trimethoxyacetophenone is used in agrochemical, pharmaceutical and dyestuff field .

Technology Process of 3',4',5'-Trimethoxyacetophenone

There total 52 articles about 3',4',5'-Trimethoxyacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

3,4,5-trimethoxy styrene (13400-02-7) → methyl (3,4,5-trimethoxyphenyl) ketone (1136-86-3)

Guidance literature:

With perchloric acid; oxygen; palladium diacetate; p-benzoquinone; sodium nitrite; In methanol; water; at 20 ℃; for 24h; Schlenk technique; Sealed tube; Green chemistry;

DOI:10.1039/c3ob40277k

Reference yield: 90.0%

4-methyl-N′-(1-(3,4,5-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide (1170045-84-7) → methyl (3,4,5-trimethoxyphenyl) ketone (1136-86-3)

Guidance literature:

4-methyl-N′-(1-(3,4,5-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide; With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 60 ℃;

With water; In acetonitrile; for 0.0833333h;

DOI:10.1002/ejoc.202000979

Reference yield: 83.0%

2-(2-methoxyphenoxy)-1-(3,4,5-trimethoxyphenyl)ethan-1-one (1434536-61-4) → methyl (3,4,5-trimethoxyphenyl) ketone (1136-86-3) + 2-methoxy-phenol (90-05-1)

Guidance literature:

In acetonitrile; at 20 ℃; for 4h; Electrochemical reaction; Inert atmosphere;

DOI:10.1021/acs.joc.1c00346

upstream raw materials:

ethyl trimethoxybenzoyl acetate

diazomethane

3,4,5-trimethoxy-benzaldehyde

1-(3,4,5-trimethoxyhenyl)ethanol

Downstream raw materials:

3-(piperidin-1-yl)-1-(3,4,5-trimethoxyphenyl)propan-1-one hydrochloride

(E)-3-(3,4-methylenedioxyphenyl)-1-(3,4,5-trimethoxy-phenyl)-prop-2-en-1-one

3,4,5-trimethoxy-1-nitrobenzene

1-(3,4,5-trihydroxyphenyl)-ethan-1-one

Refernces

• 1、 Sun, Jun,Chen, Lei,Liu, Chunjiang,Wang, Zhan,Zuo, Daiying,Pan, Jiatong,Qi, Huan,Bao, Kai,Wu, Yingliang,Zhang, Weige. "Synthesis and biological evaluations of 1,2-diaryl pyrroles as analogues of combretastatin A-4". . p. 1541 - 1547. Retrieved 2015.
• 2、 Vasilenko, Dmitry A.,Averina, Elena B.,Zefirov, Nikolay A.,Wobith, Birgit,Grishin, Yuri K.,Rybakov, Victor B.,Zefirova, Olga N.,Kuznetsova, Tamara S.,Kuznetsov, Sergei A.,Zefirov, Nikolay S.. "Synthesis and antimitotic activity of novel 5-aminoisoxazoles bearing alkoxyaryl moieties". . p. 228 - 230. Retrieved 2017.
• 3、 Yang, Cheng,Magallanes, Gabriel,Maldonado, Stephen,Stephenson, Corey R. J.. "Electro-reductive Fragmentation of Oxidized Lignin Models". . p. 15927 - 15934. Retrieved 2021/06/30.
• 4、 Yao, Yunxin,Zhao, Guangkuan,Hamze, Abdallah,Alami, Mouad,Provot, Olivier. "Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN". . p. 5775 - 5779. Retrieved 2020/08/17.