3,5-Dichlorosalicylic acid

Base Information

• Chemical Name: 3,5-Dichlorosalicylic acid
• CAS No.: 320-72-9
• Deprecated CAS: 50516-74-0
• Molecular Formula: C7H4Cl2O3
• Molecular Weight: 207.013
• Hs Code.: 29182900
• European Community (EC) Number: 206-281-8
• NSC Number: 30109
• UNII: O6PXR32G3V
• DSSTox Substance ID: DTXSID3044914
• Nikkaji Number: J54.309H
• Wikidata: Q27285414
• Pharos Ligand ID: SBDMRUXT3MHG
• Metabolomics Workbench ID: 71500
• ChEMBL ID: CHEMBL449129
• Mol file: 320-72-9.mol

Synonyms:3,5-dichlorosalicylic acid;beta-CDP-3

Chemical Property of 3,5-Dichlorosalicylic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000142mmHg at 25°C
• Melting Point: 221-224 °C
• Refractive Index: 1.4845 (estimate)
• Boiling Point: 319.292 °C at 760 mmHg
• PKA: 1.99±0.14(Predicted)
• Flash Point: 146.903 °C
• PSA: 57.53000
• Density: 1.665 g/cm³
• LogP: 2.39720
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Solubility in methanol (almost transparency).
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 205.9537494
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-Dichlorosalicylic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=C(C=C(C(=C1C(=O)O)O)Cl)Cl
• Uses: 3,5-Dichlorosalicylic acid is a bio-active drug and is a potential inhibitor of human 20α-hydroxysteroid dehydrogenase. It also finds its application as medicine and dyes intermediates.

Technology Process of 3,5-Dichlorosalicylic acid

There total 45 articles about 3,5-Dichlorosalicylic 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: 95.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) → 3,5-dichlorosalicylic acid (320-72-9)

Guidance literature:

With chlorine; In acetic acid; at 35 ℃;

DOI:10.1023/B:RUGC.0000039088.87053.eb

Reference yield:

methyl 3,5-dichlorosalicylate (7606-87-3) → 3,5-dichlorosalicylic acid (320-72-9)

Guidance literature:

Multi-step reaction with 3 steps

1: butanone; aqueous potassium carbonate; potassium iodide

2: aqueous methanol. KOH-solution

3: 230 °C

With potassium hydroxide; potassium carbonate; butanone; potassium iodide;

DOI:10.1021/ja01251a038

Reference yield:

3,5-dichloro-2-[9]phenanthrylmethoxy-benzoic acid (855471-00-0) → 3,5-dichlorosalicylic acid (320-72-9) + 2,4-dichloro-6-[9]phenanthrylmethyl-phenol (855156-69-3)

Guidance literature:

at 230 ℃;

DOI:10.1021/ja01251a038 DOI:10.1021/ja01210a052

upstream raw materials:

6,8-dichloro-2H-chromen-2-one

2,4-dichloro-6-methyl-anisole

4-amino-3,5-dichloro-2-hydroxybenzoic acid

5,5'-thio-bis(2-hydroxy-benzoic acid)

Downstream raw materials:

3'methylbutyl 3,5-dichlorosalicylate

pentyl 3,5-dichlorosalicylate

3,5-dichloro-2-hydroxy-benzoic acid-(2,4-dichloro-anilide)

3,5-Dichloro-N-(4-chloro-2-nitro-phenyl)-2-hydroxy-benzamide

Refernces

• 1、 Solakyildirim, Kemal,Bulloch, Daryl N.,Larive, Cynthia K.. "1H and 13C NMR spectral assignments of halogenated transformation products of pharmaceuticals and related environmental contaminants". . p. 310 - 317. Retrieved 2014/06/09.
• 2、 -. "INHIBITORS OF STEAROYL-COA DESATURASE". . . Retrieved 2009/06/27.