2-Chloro-5-methoxybenzoic acid

Base Information

• Chemical Name: 2-Chloro-5-methoxybenzoic acid
• CAS No.: 6280-89-3
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2918990090
• European Community (EC) Number: 629-989-2
• NSC Number: 6159
• DSSTox Substance ID: DTXSID30211900
• Nikkaji Number: J1.912.614E
• Wikidata: Q72453032
• Mol file: 6280-89-3.mol

Synonyms:2-Chloro-5-methoxybenzoic acid;6280-89-3;2-Chloro-5-methoxy-benzoic acid;NSC6159;Benzoic acid, 2-chloro-5-methoxy-;MFCD00466261;6-Chloro-m-anisic acid;2-CHLORO-5-METHOXYBENZOICACID;SCHEMBL4261329;TETRAMETHYLTEREPHTHALICACID;DTXSID30211900;NSC 6159;NSC-6159;CL8040;STK346631;AKOS005168866;CS-W007923;FS-2085;AC-26022;AM804153;SY012337;2-Chloro-5-methoxybenzoic acid, AldrichCPR;C2755;FT-0600227;EN300-92569;A20220;J-508858;Z1201620273

Chemical Property of 2-Chloro-5-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000155mmHg at 25°C
• Melting Point: 171-173 °C
• Refractive Index: 1.562
• Boiling Point: 318.1 °C at 760 mmHg
• PKA: 2.78±0.25(Predicted)
• Flash Point: 146.2 °C
• PSA: 46.53000
• Density: 1.352 g/cm³
• LogP: 2.04680
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• 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-5-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-5-methoxybenzoic acid

There total 21 articles about 2-Chloro-5-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: 99.0%

methyl (2-chloro-5-methoxy)benzoate (54810-63-8) → 2-chloro-5-methoxybenzoic acid (6280-89-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b01483

Reference yield: 65.0%

2-chloro-5-hydroxybenzoic acid (56961-30-9) + methyl iodide (74-88-4) → 2-chloro-5-methoxybenzoic acid (6280-89-3)

Guidance literature:

With sodium hydride; In DMF (N,N-dimethyl-formamide); for 16h;

Reference yield: 55.0%

6-chloro-3-methoxy-2-(trimethylsilyl)benzoic acid (852623-17-7) → 2-chloro-5-methoxybenzoic acid (6280-89-3)

Guidance literature:

With hydrogenchloride; pH=1;

DOI:10.1021/ol050761c

upstream raw materials:

2-chloro-5-methoxybenzaldehyde

2-chloro-5-hydroxybenzoic acid

dimethyl sulfate

2-Amino-5-methoxybenzoic acid

Downstream raw materials:

2-(5-chloro-2-methylphenoxy)-5-methoxybenzoic acid

2-(3-chloro-anilino)-5-methoxy-benzoic acid

5-methoxy-2-p-phenetidino-benzoic acid

2-(3',4'-methylenedioxyanilino)-5-methoxybenzoic acid

Refernces

• 1、 -. "POLYCYCLIC MOLECULAR COMPOUNDS". Page/Page column 59-60. . Retrieved 2008/12/06.
• 2、 Furber, Mark,Alcaraz, Lilian,Bent, Janice E.,Beyerbach, Armin,Bowers, Keith,Braddock, Martin,Caffrey, Moya V.,Cladingboel, David,Collington, John,Donald, David K.,Fagura, Malbinder,Ince, Frank,Kinchin, Elizabeth C.,Laurent, Celine,Lawson, Mandy,Luker, Timothy J.,Mortimore, Michael M. P.,Pimm, Austen D.,Riley, Robert J.,Roberts, Nicola,Robertson, Mark,Theaker, Jill,Thorne, Philip V.,Weaver, Richard,Webborn, Peter,Willis, Paul. "Discovery of potent and selective adamantane-based small-molecule P2X 7 receptor antagonists/interleukin-1β inhibitors". . p. 5882 - 5885. Retrieved 2008/03/30.