3-Chloro-4-methoxybenzoic acid

Base Information

• Chemical Name: 3-Chloro-4-methoxybenzoic acid
• CAS No.: 37908-96-6
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 29189900
• European Community (EC) Number: 253-708-9
• UNII: XE349DXL4Q
• DSSTox Substance ID: DTXSID20191343
• Nikkaji Number: J261.266F
• Wikidata: Q72453058
• Mol file: 37908-96-6.mol

Synonyms:3-Chloro-4-methoxybenzoic acid;37908-96-6;3-Chloro-p-anisic acid;Benzoic acid, 3-chloro-4-methoxy-;XE349DXL4Q;EINECS 253-708-9;MFCD00016512;Benzoic acid, 3-?chloro-?4-?methoxy-;3-Chloro-4-methoxybenzolic acid;3-Chloro-4-methoxybenzoicAcid;UNII-XE349DXL4Q;SCHEMBL308170;3-CHLORO-4-ANISIC ACID;3-chloro-4-methoxy benzoic acid;DTXSID20191343;BBL002734;STK520303;AKOS000288890;3-Chloro-4-methoxybenzoic acid, 97%;CS-W016880;FS-1527;AM806833;SY018640;C2550;FT-0615413;EN300-18284;I11253;A823931;AE-848/06129035;J-512241;Z57790676

Chemical Property of 3-Chloro-4-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000373mmHg at 25°C
• Melting Point: 216-218 °C(lit.)
• Boiling Point: 304.848 °C at 760 mmHg
• PKA: 4.10±0.10(Predicted)
• Flash Point: 138.167 °C
• PSA: 46.53000
• Density: 1.353 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:

98% ^*data from raw suppliers

3-Chloro-4-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; N
• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 60-61

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)O)Cl
• Uses: 3-Chloro-4-Methoxybenzoic Acid is used in the synthesis of cyclooxygenase-2 (COX-2) inhibitors, NSAIDs used in the treatment of inflammation or pain.

Technology Process of 3-Chloro-4-methoxybenzoic acid

There total 29 articles about 3-Chloro-4-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: 92.0%

4-methoxybenzoic acid (100-09-4) → 3-chloro-4-methoxy benzoic acid (37908-96-6)

Guidance literature:

With iron(III) chloride; N-chloro-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide; In acetonitrile; at 70 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b01225

Reference yield: 91.8%

methyl 3-chloro-p-anisate (37908-98-8) → 3-chloro-4-methoxy benzoic acid (37908-96-6)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1021/jm00393a033

Reference yield: 64.0%

3,4-dichlorbenzoic acid (51-44-5) + sodium methylate (124-41-4) → 3-chloro-4-methoxy benzoic acid (37908-96-6)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 115 - 120 ℃; for 15h;

DOI:10.1016/j.ejmech.2019.111684

upstream raw materials:

2-chloro-1-methoxy-4-methylbenzene

2-chloro-4-isopropyl-anisole

3-chloro-4-methoxy-benzoic acid amide

methyl 3-amino-4-methoxybenzoate

Downstream raw materials:

3-chloro-4-methoxybenzoyl chloride

3-chloro-4-methoxybenzyl alcohol

3-Chloro-4,N-dimethoxy-N-methyl-benzamide

3-chloro-N-[3-(4-dimethylaminomethylphenylcarbamoyl)benzyl]-4-methoxybenzamide

Refernces

• 1、 Anbar, Hanan S.,El-Gamal, Mohammed I.,Iqbal, Jamshed,Oh, Chang-Hyun,Pelletier, Julie,Sbenati, Rawan M.,Ullah, Saif,Zaib, Sumera,Zaraei, Seyed-Omar,Sévigny, Jean. "Synthesis, biological evaluation, and docking studies of new pyrazole-based thiourea and sulfonamide derivatives as inhibitors of nucleotide pyrophosphatase/phosphodiesterase". . . Retrieved 2020/03/31.
• 2、 El-Gamal, Mohammed I.,Anbar, Hanan S.,Tarazi, Hamadeh,Oh, Chang-Hyun. "Discovery of a potent p38α/MAPK14 kinase inhibitor: Synthesis, in vitro/in vivo biological evaluation, and docking studies". . . Retrieved 2019/09/13.