Methyl 2-chloro-3-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-chloro-3-methoxybenzoate
• CAS No.: 59425-26-2
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• DSSTox Substance ID: DTXSID50437488
• Wikidata: Q82252986
• Mol file: 59425-26-2.mol

Synonyms:METHYL 2-CHLORO-3-METHOXYBENZOATE;59425-26-2;2-Chloro-3-methoxybenzoic acid methyl ester;Benzoic acid, 2-chloro-3-methoxy-, methyl ester;DTXSID50437488;AMY39846;MFCD10566213;AKOS030615577;METHYL2-CHLORO-3-METHOXYBENZOATE;CS-0169607;FT-0726199;E90364

Chemical Property of Methyl 2-chloro-3-methoxybenzoate

Chemical Property:

• Melting Point: 41 °C
• Boiling Point: 274.5±20.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.228±0.06 g/cm3(Predicted)
• LogP: 2.13520
• XLogP3: 2.7
• 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:

95% ^*data from raw suppliers

methyl2-chloro-3-methoxybenzoate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1Cl)C(=O)OC

Technology Process of Methyl 2-chloro-3-methoxybenzoate

There total 7 articles about Methyl 2-chloro-3-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: 77.0%

→ 2-Chloro-3-methoxybenzoic acid methyl ester (59425-26-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

Reference yield: 57.0%

methyl 3-methoxybenzoate (5368-81-0) → methyl (2-chloro-5-methoxy)benzoate (54810-63-8) + 2-Chloro-3-methoxybenzoic acid methyl ester (59425-26-2)

Guidance literature:

With sodium persulfate; tris(bipyridine)ruthenium(II) dichloride hexahydrate; sodium chloride; In water; acetonitrile; at 25 ℃; Irradiation;

DOI:10.1039/c7sc03010j

Reference yield:

methyl 3-methoxybenzoate (5368-81-0) → 2-Chloro-3-methoxybenzoic acid methyl ester (59425-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1: (nitration)

2: H₂ / Pd-C

3: (i) aq. HCl, NaNO₂, (ii) CuCl, aq. HCl

With hydrogen; palladium on activated charcoal;

upstream raw materials:

methyl 2-chloro-3-hydroxybenzoate

methyl iodide

methanol

2-amino-3-methoxybenzoic acid

Downstream raw materials:

3-Benzyloxy-2-chloro-benzoic acid

3-Benzyloxy-2-chloro-benzoyl chloride

2-Chloro-3-hydroxy benzoic acid

2-chloro-3-methoxybenzoic acid

Refernces

• 1、 Zhang, Lei,Hu, Xile. "Room temperature C(sp2)-H oxidative chlorination: Via photoredox catalysis". . p. 7009 - 7013. Retrieved 2017/10/05.