2-Chloro-6-methoxybenzoic acid

Base Information

• Chemical Name: 2-Chloro-6-methoxybenzoic acid
• CAS No.: 3260-89-7
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2918990090
• European Community (EC) Number: 221-863-1
• DSSTox Substance ID: DTXSID40186296
• Nikkaji Number: J262.361G
• Wikidata: Q83057544
• Mol file: 3260-89-7.mol

Synonyms:2-Chloro-6-methoxybenzoic acid;3260-89-7;2-Chloro-6-methoxy-benzoic acid;Benzoic acid, 2-chloro-6-methoxy-;EINECS 221-863-1;MFCD00127702;2-chloro-6-methoxybenzoicacid;2-chloro-6-(methyloxy)benzoic acid;SCHEMBL696000;DTXSID40186296;AMY28102;AKOS000264363;CS-W005183;FS-2770;AC-24329;SY035408;A5834;FT-0611870;EN300-51972;J-508950;Z335441678

Chemical Property of 2-Chloro-6-methoxybenzoic acid

Chemical Property:

• Melting Point: 141 °C
• Boiling Point: 304.6 °C at 760 mmHg
• PKA: 2.87±0.10(Predicted)
• Flash Point: 138 °C
• PSA: 46.53000
• Density: 1.352 g/cm³
• LogP: 2.04680
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.0083718
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-6-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-6-methoxybenzoic acid

There total 16 articles about 2-Chloro-6-methoxybenzoic acid 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: 98.0%

ethyl 6-chloro-2-methoxybenzoate (172217-12-8) → 2-chloro-6-methoxybenzoic acid (3260-89-7)

Guidance literature:

With potassium hydroxide; for 3h; Heating;

DOI:10.1248/cpb.43.1287

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 2,3-dichloroanisole (1984-59-4) → 1-chloro-3-methoxy-benzene (2845-89-8) + 2-Chloroanisole (766-51-8) + 2-chloro-6-methoxybenzoic acid (3260-89-7) + 2-chloro-3-methoxybenzoic acid (33234-36-5)

Guidance literature:

With tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 5 ℃; Yields of byproduct given; electrolysis (I=0.4 A);

DOI:10.1016/S0040-4020(01)86724-7

Reference yield: 71.0%

2-Chlor-6-methoxybenzoesaeurenitril (6575-10-6) → 2-chloro-6-methoxybenzoic acid (3260-89-7)

Guidance literature:

2-Chlor-6-methoxybenzoesaeurenitril; With potassium hydroxide; water; dihydrogen peroxide; at 70 - 100 ℃; for 26h;

With sulfuric acid; In acetonitrile; at 30 ℃; for 0.5h;

With sodium nitrite; In acetonitrile; at 20 ℃; for 16h;

upstream raw materials:

1-chloro-3-methoxy-2-methylbenzene

carbon dioxide

2,3-dichloroanisole

2-Chlor-6-methoxybenzoesaeurenitril

Downstream raw materials:

ethyl [4-({[2-chloro-6-(methyloxy)phenyl]carbonyl}amino)phenyl]acetate

ethyl (4-{[(2-chloro-6-{[(3-chloro-phenyl)methyl]oxy}phenyl)carbonyl]amino}phenyl)acetate

(4-{[(2-chloro-6-{[(3-chloro-phenyl)methyl]oxy}phenyl)carbonyl]amino}phenyl)acetic acid

ethyl {4-[({2-chloro-6-[(phenylmethyl)oxy]phenyl}carbonyl)amino]phenyl}acetate

Refernces

• 1、 -. "NOVEL EP4 RECEPTOR AGONIST COMPOUNDS". Page/Page column 40. . Retrieved 2009/12/28.
• 2、 -. "PYRAZOLE DERIVATIVES FOR THE INHIBITION OF CDK' S AND GSK' S". Page/Page column 165-166. . Retrieved 2008/06/13.