3-Methoxybenzoyl chloride

Base Information

• Chemical Name: 3-Methoxybenzoyl chloride
• CAS No.: 1711-05-3
• Molecular Formula: C8H7ClO2
• Molecular Weight: 170.595
• Hs Code.: 29147000
• European Community (EC) Number: 216-975-2
• UNII: MM9WQ3B2N6
• DSSTox Substance ID: DTXSID10169011
• Nikkaji Number: J7.569H
• Wikidata: Q72489212
• Mol file: 1711-05-3.mol

Synonyms:3-Methoxybenzoyl chloride;1711-05-3;m-Anisoyl chloride;3-anisoyl chloride;m-Methoxybenzoyl chloride;Benzoyl chloride, 3-methoxy-;3-methoxybenzoylchloride;MFCD00000673;MM9WQ3B2N6;3-Methoxybenzoic acid chloride;EINECS 216-975-2;m-anisic acid chloride;Benzoyl chloride, m-methoxy-;m-anisoylchloride;3-Anisoylchlorid;3-anisoylchloride;meta-anisoyl chloride;3-methoxy benzoylchloride;m-methoxy-benzoyl chloride;3-methoxy benzoyl chloride;3-methoxy-benzoyl chloride;UNII-MM9WQ3B2N6;SCHEMBL24402;3-(methyloxy)benzoyl chloride;3-Methoxybenzoyl chloride, 99%;DTXSID10169011;3-methoxy-1-benzenecarbonyl chloride;AKOS005256506;3-methoxy-phenyl carboxylic acid chloride;MS-20643;FT-0615992;M2992;EN300-24751;J-010689;F2190-0046

Chemical Property of 3-Methoxybenzoyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 0.0308mmHg at 25°C
• Refractive Index: n20/D 1.558(lit.)
• Boiling Point: 244.2 °C at 760 mmHg
• Flash Point: 92.2 °C
• PSA: 26.30000
• Density: 1.219 g/cm³
• LogP: 2.07420
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Soluble in chloroform. Reacts with water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

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

3-Methoxybenzoyl Chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C(=O)Cl
• Uses: 3-Methoxybenzoyl chloride is used in the synthesis of 2-arylbenzofuran-based molecules that act against Alzheimer?s disease, combatting symptoms. In addition, it aids in the optimization of dihydropyrrolopyrimidine inhibitors against PI3K (phosphoinositide 3-kinase) resulting in tumor growth inhibition.

Technology Process of 3-Methoxybenzoyl chloride

There total 9 articles about 3-Methoxybenzoyl 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%

3-Methoxybenzoic acid (586-38-9) → m-anisoyl chloride (1711-05-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere; Cooling with ice;

DOI:10.1021/jm2015809

Reference yield:

p-methoxybenzoyl-N-methylimidazolium chloride → 1-methyl-1H-imidazole (616-47-7) + m-anisoyl chloride (1711-05-3)

Guidance literature:

In chloroform; Rate constant; Equilibrium constant; other solvents (CH₂Cl₂, CCl₄ and their mixtures); role of intermediate anion in the nucleophilic mechanism for the catalysis of acyl transfer in solvents with low polarity;

Reference yield:

oxalyl dichloride (79-37-8) + 3-Methoxybenzoic acid (586-38-9) → m-anisoyl chloride (1711-05-3)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2011.04.001

upstream raw materials:

3-Methoxybenzoic acid

methyl 3-methoxybenzoate

2-bromo-5-methoxy-benzoic acid

oxalyl dichloride

Downstream raw materials:

3-methoxy-N-(3-methoxyphenyl)benzamide

methyl 3-methoxybenzoate

3-methoxy-benzoic acid p-tolyl ester

3,4-dimethoxy-3'-methoxybenzophenone

Refernces

• 1、 Varache-Lembege,Nuhrich,Renard,Duboudin,Vercauteren,Devaux. "Platelet antiaggregant methoxyphenylthienyl ketoxime ethers: Synthesis and structure-activity relationships". . p. 417 - 424. Retrieved 1995.
• 2、 -. "Tumor diagnosis and treatment fluorescent probe for targeting tumor Wolburg effect". . . Retrieved 2020/11/02.
• 3、 Kaur, Jatinder,Soto-Velasquez, Monica,Ding, Zhong,Ghanbarpour, Ahmadreza,Lill, Markus A.,van Rijn, Richard M.,Watts, Val J.,Flaherty, Daniel P.. "Optimization of a 1,3,4-oxadiazole series for inhibition of Ca2+/calmodulin-stimulated activity of adenylyl cyclases 1 and 8 for the treatment of chronic pain". . p. 568 - 585. Retrieved 2018/11/26.