2-Chlorobenzoic acid

Base Information

• Chemical Name: 2-Chlorobenzoic acid
• CAS No.: 118-91-2
• Molecular Formula: C7H5ClO2
• Molecular Weight: 156.569
• Hs Code.: 29163900
• European Community (EC) Number: 204-285-4,247-558-3
• NSC Number: 32737,15042
• UNII: 8P0867193V
• DSSTox Substance ID: DTXSID4024771
• Nikkaji Number: J26.900J
• Wikipedia: 2-Chlorobenzoic_acid
• Wikidata: Q2823208
• Metabolomics Workbench ID: 52020
• ChEMBL ID: CHEMBL115243
• Mol file: 118-91-2.mol

Synonyms:2-chlorobenzoate;2-chlorobenzoic acid;2-chlorobenzoic acid, copper (2+) salt;2-chlorobenzoic acid, nickel (2+) salt;2-chlorobenzoic acid, potassium salt

Chemical Property of 2-Chlorobenzoic acid

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: 0.00242mmHg at 25°C
• Melting Point: 139-143 °C
• Boiling Point: 275.7 °C at 760 mmHg
• Flash Point: 120.5 °C
• PSA: 37.30000
• Density: 1.544 g/cm³
• LogP: 2.03820
• Water Solubility.: soluble in hot water
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.9978071
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)Cl

Technology Process of 2-Chlorobenzoic acid

There total 207 articles about 2-Chlorobenzoic 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: 96.0%

2-methylchlorobenzene (95-49-8) → 2-chloro-benzaldehyde (89-98-5) + 1-bromomethyl-2-chlorobenzene (611-17-6) + ortho-chlorobenzoic acid (118-91-2)

Guidance literature:

With oxygen; cobalt(II) acetate; sodium bromide; In acetic acid; at 95 ℃; for 0.666667h; Kinetics; Mechanism; Rate constant; other time; other temperature; various concentrations of Co(OAc)2 and NaBr;

Reference yield: 90.0%

2-chloro-benzaldehyde (89-98-5) → 2-Chlorobenzyl alcohol (17849-38-6) + ortho-chlorobenzoic acid (118-91-2)

Guidance literature:

2-chloro-benzaldehyde; With potassium hydroxide; In water; at 20 ℃;

With hydrogenchloride; In water;

DOI:10.1080/00397910902916049

Reference yield: 76.0%

2-bromo-1-chlorobenzene (694-80-4) + carbon monoxide (201230-82-2) → methyl chlorobenzoate (610-96-8) + phthalic acid dimethyl ester (131-11-3,64441-70-9) + ortho-chlorobenzoic acid (118-91-2)

Guidance literature:

With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 10h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

upstream raw materials:

2-Chlorobenzonitrile

methyl chlorobenzoate

N,N-dimethyl-3,4-dimethoxybenzylamine

o-Carboxybenzenediazonium

Downstream raw materials:

N-(6-methoxy-[3]pyridyl)-anthranilic acid

2-(5-nitro-pyridin-2-ylamino)-benzoic acid

N-(6-fluoro-[8]quinolyl)-anthranilic acid

N-(6-benzyloxy-[3]pyridyl)-anthranilic acid

Refernces

Rational design of new multitarget histamine H3 receptor ligands as potential candidates for treatment of Alzheimer's disease

10.1016/j.ejmech.2020.112743

The research focuses on the rational design of multitarget-directed ligands (MTDLs) for the treatment of Alzheimer's disease, focusing on xanthone derivatives as potential candidates. The study involves the design and synthesis of xanthone derivatives based on a pharmacophore model for histamine H3 receptor (H3R) antagonists/inverse agonists, followed by virtual docking for acetylcholinesterase enzyme. A series of 23 compounds were synthesized and evaluated in vitro for human H3R affinity and inhibitory activity on cholinesterases, as well as monoamine oxidases (MAO) A and B. The most promising compounds, 23 and 25, were further subjected to in vivo studies for memory-enhancing and analgesic effects. The experiments included radioligand binding assays for H3R affinity, spectrophotometric methods for cholinesterase inhibition, fluorometric methods for MAO inhibition, and molecular docking studies to understand the mode of interactions with biological targets. In vivo studies involved the use of animal models to assess the compounds' effects on memory and pain. Reactants used in the synthesis of xanthone derivatives included 2-chlorobenzoic acid, 4-methoxyphenol, and various amines, while analyses involved techniques such as NMR, IR, LC-MS, and elemental analysis to characterize the compounds.