Methyl 3-chloro-4-methoxybenzoate

Base Information

• Chemical Name: Methyl 3-chloro-4-methoxybenzoate
• CAS No.: 37908-98-8
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 29181990
• European Community (EC) Number: 253-709-4
• UNII: 98MMD5668R
• DSSTox Substance ID: DTXSID40191345
• Nikkaji Number: J261.267D
• Wikidata: Q69755223
• ChEMBL ID: CHEMBL2252255
• Mol file: 37908-98-8.mol

Synonyms:Methyl 3-chloro-4-methoxybenzoate;37908-98-8;Methyl 3-chloro-p-anisate;3-CHLORO-4-METHOXYBENZOIC ACID METHYL ESTER;Methyl3-chloro-4-methoxybenzoate;98MMD5668R;Benzoic acid, 3-chloro-4-methoxy-, methyl ester;EINECS 253-709-4;Methyl-3-chlor-anisat;UNII-98MMD5668R;SCHEMBL1637523;CHEMBL2252255;DTXSID40191345;MFCD00017188;STL199585;3-Cl-4-CH3O-C6H3-COOCH3;AKOS000348783;AC-26023;AS-61439;CS-0118408;FT-0615499;A20222;D86500;EN300-221843;AQ-358/43417406;Z335793416;methyl 3-chloro-p-anisate

Chemical Property of Methyl 3-chloro-4-methoxybenzoate

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.00225mmHg at 25°C
• Melting Point: 93-97 ºC
• Refractive Index: 1.519
• Boiling Point: 289 ºC at 760 mmHg
• Flash Point: 123.9 ºC
• PSA: 35.53000
• Density: 1.228 g/cm³
• LogP: 2.13520
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.0240218
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

METHYL 3-CHLORO-4-METHOXYBENZOATE ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)OC)Cl

Technology Process of Methyl 3-chloro-4-methoxybenzoate

There total 21 articles about Methyl 3-chloro-4-methoxybenzoate 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-chloro-4-hydroxybenzoic acid (3964-58-7) + methyl iodide (74-88-4) → methyl 3-chloro-p-anisate (37908-98-8)

Guidance literature:

With potassium carbonate; In water; N,N-dimethyl-formamide;

Reference yield: 91.0%

methanol (67-56-1) + 3-chloro-4-methoxy benzoic acid (37908-96-6) → methyl 3-chloro-p-anisate (37908-98-8)

Guidance literature:

In neat (no solvent); at 80 ℃; for 3.5h;

DOI:10.14233/ajchem.2020.22683

Reference yield: 91.0%

methyl 4-methoxybenzoate (121-98-2) → methyl 3-chloro-p-anisate (37908-98-8)

Guidance literature:

With chloro-trimethyl-silane; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/ejoc.201900237

upstream raw materials:

methyl 3-amino-4-methoxybenzoate

3-chloro-4-hydroxybenzoic acid

methyl iodide

methanol

Downstream raw materials:

acetophenone

3-chloro-4-methoxy benzoic acid

methyl 3-chloro-4-methoxy-5-nitrobenzoate

3-(3-chloro-4-methoxyphenyl)-N-(2-(2,6-dimethylmorpholino) ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Refernces

• 1、 Guguloth, Vijaya Charan,Battu, Satyanarayana. "Synthesis of Some Aromatic and Aliphatic Esters Using WO3/ZrO2 Solid Acid Catalyst under Solvent Free Conditions". . p. 2153 - 2157. Retrieved 2020/09/16.
• 2、 Granados, Albert,Jia, Zhiyu,del Olmo, Marc,Vallribera, Adelina. "In situ Generation of Hypervalent Iodine Reagents for the Electrophilic Chlorination of Arenes". . p. 2812 - 2818. Retrieved 2019/04/08.