Methyl 5-chloro-2-methoxybenzoate

Base Information

• Chemical Name: Methyl 5-chloro-2-methoxybenzoate
• CAS No.: 33924-48-0
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 29189900
• European Community (EC) Number: 251-743-4
• DSSTox Substance ID: DTXSID8057720
• Nikkaji Number: J287.826G
• Wikidata: Q72489254
• ChEMBL ID: CHEMBL3188482
• Mol file: 33924-48-0.mol

Synonyms:Methyl 5-chloro-2-methoxybenzoate;33924-48-0;Methyl 5-Chloro-o-anisate;Benzoic acid, 5-chloro-2-methoxy-, methyl ester;Methyl-5-chloro-2-methoxybenzoate;5-Chloro-2-methoxybenzoic acid methyl ester;Methyl 5-choro-2-methoxybenzoate;4-Chloro-2-(methoxycarbonyl)anisole;MFCD00017511;DTXSID8057720;EINECS 251-743-4;Methyl 5-Chloro-2-methoxy-d3-benzoate;5-Chloro-2-methoxy-benzoicAcidMethylEster-13C2,d6;1219803-33-4;METHYL5-CHLORO-2-METHOXYBENZOATE;5-Chloro-o-anisic Acid Methyl Ester;5-chloro-2-methoxy-benzoic acid methyl ester;SCHEMBL1095516;CHEMBL3188482;DTXCID5031509;methyl 5-chloro-2-methoxy-benzoate;Tox21_113805;AKOS000120261;CS-W015589;NCGC00253681-01;AS-61401;Methyl 5-chloro-2-methoxybenzoate, 98%;SY048291;CAS-33924-48-0;2-Methoxy-5-chlorobenzoic acid methyl ester;FT-0620327;FT-0647099;EN300-15445;D89410;A822001;SR-01000944765;SR-01000944765-1;W-106762;BRD-K98822077-001-01-1;Z16189275

Chemical Property of Methyl 5-chloro-2-methoxybenzoate

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.0447mmHg at 25°C
• Melting Point: 150-152 °C
• Refractive Index: n20/D 1.5466(lit.)
• Boiling Point: 237.5 °C at 760 mmHg
• Flash Point: 120.2 °C
• PSA: 35.53000
• Density: 1.229 g/cm³
• LogP: 2.13520
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• 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%,99%, ^*data from raw suppliers

4-Chloro-2-(methoxycarbonyl)anisole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)C(=O)OC
• Uses: 4-Chloro-2-(methoxycarbonyl)anisole is a reactant in the preparation of aryl-1,3,5-triazine derivatives as histamine H4 receptor ligands.

Technology Process of Methyl 5-chloro-2-methoxybenzoate

There total 11 articles about Methyl 5-chloro-2-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: 91.0%

2-methoxybenzoic acid methyl ester (606-45-1) → methyl 5-chloro-2-methoxybenzoate (33924-48-0)

Guidance literature:

With N-chloro-succinimide; silver hexafluoroantimonate; 1-methylthiotriptycene; In 1,2-dichloro-ethane; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b12672

Reference yield: 46.0%

5-chloro-2-hydroxybenzoic acid (321-14-2) + dimethyl sulfate (77-78-1) → methyl 5-chloro-2-methoxybenzoate (33924-48-0)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; water; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2007.07.017

Reference yield:

→ 3-methoxymethylsalicylate (6342-70-7) + methyl 5-chloro-2-methoxybenzoate (33924-48-0)

Guidance literature:

upstream raw materials:

methanol

5-chloro-2-methoxybenzoic acid

5-chloro-2-hydroxybenzoic acid

dimethyl sulfate

Downstream raw materials:

N-(5-Chloro-2-methoxy-benzoyl)-N'-cyclooctyl-guanidine; hydrochloride

5-chloro-2-methoxybenzoic acid

1-(5-Chloro-2-methoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione

8-Allyl-2-(5-chloro-2-methoxy-phenyl)-chromen-4-one

Refernces

• 1、 Deng, Xiangping,Liu, Renbo,Li, Junjian,Li, Zhongli,Liu, Juan,Xiong, Runde,Lei, Xiaoyong,Zheng, Xing,Xie, Zhizhong,Tang, Guotao. "Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents". . p. 1874 - 1884. Retrieved 2019/01/28.
• 2、 Ueno, Atsushi,Takimoto, Masanori,Wylie,Nishiura, Masayoshi,Ikariya, Takao,Hou, Zhaomin. "Copper-catalyzed formal c-h carboxylation of aromatic compounds with carbon dioxide through arylaluminum intermediates". . p. 1010 - 1016. Retrieved 2015/03/31.