Methyl 3,5-dimethoxybenzoate

Base Information

• Chemical Name: Methyl 3,5-dimethoxybenzoate
• CAS No.: 2150-37-0
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 29189900
• European Community (EC) Number: 218-423-6
• NSC Number: 65605
• UNII: Q9EZE98DK4
• DSSTox Substance ID: DTXSID50175838
• Nikkaji Number: J47.331F
• Wikidata: Q63396416
• ChEMBL ID: CHEMBL486215
• Mol file: 2150-37-0.mol

Synonyms:Methyl 3,5-dimethoxybenzoate;2150-37-0;3,5-Dimethoxybenzoic acid methyl ester;Benzoic acid, 3,5-dimethoxy-, methyl ester;MFCD00008432;Q9EZE98DK4;methyl 3,5-bis(methyloxy)benzoate;NSC-65605;3,5-Dimethoxybenzoic acid methyl;UNII-Q9EZE98DK4;NCIOpen2_000069;SCHEMBL204865;CHEMBL486215;AMY3547;DTXSID50175838;NSC65605;STR07374;EINECS 218-423-6;Methyl 3,5-dimethoxybenzoate, 99%;NSC 65605;AKOS003297515;ANGC-2150-37-0;CS-W009526;3,5-Dimethoxy-benzoic acid methyl ester;Benzoic acid,5-dimethoxy-, methyl ester;AC-23585;SY013742;D1737;FT-0628513;EN300-15460;A815421;W-107551;Q63396416;Z18414741;3,5-Dihydroxybenzoic acid, dimethyl ether, methyl ester

Chemical Property of Methyl 3,5-dimethoxybenzoate

Chemical Property:

• Appearance/Colour: White to beige powder or granules
• Vapor Pressure: 0.00157mmHg at 25°C
• Melting Point: 41-43 °C
• Refractive Index: 1.497
• Boiling Point: 294.9 °C at 760 mmHg
• Flash Point: 128 °C
• PSA: 44.76000
• Density: 1.119 g/cm³
• LogP: 1.49040
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: almost transparency in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3,5-Dimethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)C(=O)OC)OC
• Uses: Methyl 3,5-dimethoxybenzoate was used as starting reagent in the synthesis of 5,7-dimethoxy-4-methylphthalide, a key intermediate in the synthesis of mycophenolic acid and its analogues.

Technology Process of Methyl 3,5-dimethoxybenzoate

There total 37 articles about Methyl 3,5-dimethoxybenzoate 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%

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) + methyl iodide (74-88-4) → methyl 3,5-dimethoxybenzoate (2150-37-0)

Guidance literature:

With potassium carbonate; In acetone; for 10h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2010.03.093

Reference yield: 98.5%

3,5-dimethoxybenzoic acid (1132-21-4) + carbonic acid dimethyl ester (616-38-6) → methyl 3,5-dimethoxybenzoate (2150-37-0)

Guidance literature:

With sulfuric acid; acetic acid; at 85 - 90 ℃; for 6h; Neat (no solvent); Large scale reaction;

DOI:10.1021/op900096y

Reference yield: 98.0%

3,5-Dihydroxybenzoic acid (99-10-5) + dimethyl sulfate (77-78-1) → methyl 3,5-dimethoxybenzoate (2150-37-0)

Guidance literature:

With potassium carbonate; In acetone; for 4h;

DOI:10.1016/j.tetlet.2013.09.019

upstream raw materials:

diazomethane

3,5-dimethoxybenzoic acid

methanol

3,5-Dihydroxybenzoic acid

Downstream raw materials:

3-(3,5-dimethoxyphenyl)-3-oxopropionic acid ethyl ester

1-phenyl-3-(3,5-dimethoxyphenyl)-propane-1,3-dione

methyl 1-(4-bromobutyl)-3,5-dimethoxylcyclohexa-2,5-diene-1-carboxylate

methyl 1-(5-bromopentyl)-3,5-dimethoxylcyclohexa-2,5-diene-1-carboxylate

Refernces

• 1、 Nüllen, Max P.,G?ttlich, Richard. "Synthesis of cannabinol by a modified Ullmann-ziegler cross-coupling". . p. 1109 - 1112. Retrieved 2013.
• 2、 Degotte, Gilles,Francotte, Pierre,Pirotte, Bernard,Frédérich, Michel. "Polyhydroxybenzoic acid derivatives as potential new antimalarial agents". . . Retrieved 2021/08/07.
• 3、 Kang, Juyeon,Ham, Seunghwan,Seong, Chaehyeon,Oh, Chang Ho. "Synthesis of [6,6,m]-Tricyclic Compounds via [4+2] Cycloaddition with Au or Cu Catalyst". supporting information. p. 1039 - 1043. Retrieved 2021/05/05.