3,4,5-Trimethoxybenzoyl chloride

Base Information

• Chemical Name: 3,4,5-Trimethoxybenzoyl chloride
• CAS No.: 4521-61-3
• Molecular Formula: C10H11ClO4
• Molecular Weight: 230.648
• Hs Code.: 29189900
• European Community (EC) Number: 224-851-4
• NSC Number: 91023
• DSSTox Substance ID: DTXSID2063507
• Nikkaji Number: J204F
• Wikidata: Q72513719
• Mol file: 4521-61-3.mol

Synonyms:3,4,5-Trimethoxybenzoyl chloride;4521-61-3;Benzoyl chloride, 3,4,5-trimethoxy-;Trimethylgalloyl chloride;Tri-O-methylgalloyl chloride;3,4,5-Trimethoxybenzoylchloride;C10H11ClO4;EINECS 224-851-4;NSC 91023;3,4,5-Trimethoxybenzoic acid chloride;NCIOpen2_005468;SCHEMBL219096;3,5-Trimethoxybenzoyl chloride;DTXSID2063507;3,4,5-trimethoxy-benzoylchloride;3,4,5-trimethoxybenzoyl-chloride;Benzoyl chloride,4,5-trimethoxy-;3,4,5-trimethoxy-benzoyl chloride;NSC91023;BBL011386;MFCD00000675;NSC-91023;STL146487;3.4.5-trimethoxybenzoic acid chloride;AKOS000268689;3,4,5-Trimethoxybenzoyl chloride, 98%;VS-02936;FT-0614166;T1842;EN300-19837;W-109981;F2190-0056

Chemical Property of 3,4,5-Trimethoxybenzoyl chloride

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 0.000458mmHg at 25°C
• Melting Point: 77-81 °C
• Refractive Index: 1.513
• Boiling Point: 314.7 °C at 760 mmHg
• Flash Point: 141.9 °C
• PSA: 44.76000
• Density: 1.227 g/cm³
• LogP: 2.09140
• Storage Temp.: Store at 0-5°C
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Toluene
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 230.0345865
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

3,4,5-Trimethoxybenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(=O)Cl
• Use Description: 3,4,5-Trimethoxybenzoyl chloride is a chemical compound with versatile applications in various fields. In the field of organic synthesis, it serves as a crucial reagent for the introduction of benzoyl groups in organic molecules. This compound plays a pivotal role in the creation of complex organic compounds and pharmaceutical intermediates, contributing to drug development and the synthesis of specialty chemicals. In the realm of materials science, it can be utilized in the preparation of polymers and resins, imparting desirable properties like improved adhesion and stability. Additionally, in the analytical chemistry field, 3,4,5-trimethoxybenzoyl chloride can be used as a derivatizing agent to enhance the detectability of certain compounds in mass spectrometry, aiding in chemical analysis and identification. Its multifaceted utility underscores its importance in advancing organic chemistry, materials engineering, and analytical techniques, where it plays a pivotal role in compound synthesis, materials development, and chemical analysis.

Technology Process of 3,4,5-Trimethoxybenzoyl chloride

There total 9 articles about 3,4,5-Trimethoxybenzoyl chloride 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: 100.0%

Eudesmic acid (118-41-2) → 3,4,5-Trimethoxybenzoyl chloride (4521-61-3)

Guidance literature:

With thionyl chloride; In dichloromethane; Heating;

DOI:10.1016/j.bmcl.2006.08.058

Reference yield:

3,4,5-trimethoxybenzoic acid methyl ester (1916-07-0) → 3,4,5-Trimethoxybenzoyl chloride (4521-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2M aq. NaOH / various solvent(s) / 0.25 h

2: thionyl chloride / 2 h / Heating

With sodium hydroxide; thionyl chloride; In various solvent(s);

DOI:10.1021/jm00012a012

Reference yield:

3,4,5-trimethoxy-benzaldehyde (86-81-7) → 3,4,5-Trimethoxybenzoyl chloride (4521-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: urea hydrogen peroxide adduct / methanol / 1.5 h / Reflux

2: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 20 °C

With thionyl chloride; urea hydrogen peroxide adduct; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acscombsci.8b00113

upstream raw materials:

Eudesmic acid

phosphorus pentachloride

carbon disulfide

benzene

Downstream raw materials:

2-diazo-1-(3,4,5-trimethoxyphenyl)ethanone

6-(3,4,5-trimethoxy-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

3,4,5-trimethoxy-benzoic acid-(1-methyl-[3]piperidyl ester)

3,4,5-trimethoxy-benzoic acid-(1-methyl-[4]piperidyl ester)

Refernces

• 1、 Yang, Jiabin,Su, Guoqiang,Ren, Yu,Chen, Yang. "Synthesis of 3,4-diaminobenzoyl derivatives as factor Xa inhibitors". . p. 41 - 51. Retrieved 2015.
• 2、 Calamante, Massimo,Dei, Filippo,Maramai, Samuele,Migliorini, Francesca,Petricci, Elena. "Micellar Catalysis for Sustainable Hydroformylation". . p. 2794 - 2806. Retrieved 2021/05/03.
• 3、 Qin, Xiao,Li, Ming,Xiang, Minghui,Luo, Yi,Jiao, Yan,Yuan, Rongao,Wang, Ning,Lu, Zhiyun,Pu, Xumei. "Probing the effects of the number and positions of –OCH3 and –CN substituents on color tuning of Ir(III) complex derivatives through a joint computational and experimental study". . p. 470 - 481. Retrieved 2019/06/03.