2,3-Dichlorobenzoic acid

Base Information

• Chemical Name: 2,3-Dichlorobenzoic acid
• CAS No.: 50-45-3
• Molecular Formula: C7H4Cl2O2
• Molecular Weight: 191.014
• Hs Code.: 29163990
• European Community (EC) Number: 200-039-5
• UNII: CGP39QV5WF
• DSSTox Substance ID: DTXSID5024976
• Nikkaji Number: J129.374E
• Wikidata: Q27275451
• ChEMBL ID: CHEMBL1353833
• Mol file: 50-45-3.mol

Synonyms:2,3-DICHLOROBENZOIC ACID;50-45-3;Benzoic acid, 2,3-dichloro-;2,3-Dichorobenzoic acid;2,3-Dichloro benzoic acid;Benzoic acid, dichloro-;BRN 1946217;Lamotrigine Impurity E;EINECS 200-039-5;UNII-CGP39QV5WF;CGP39QV5WF;DICHLOROBENZOIC ACID;2,3-dichloro-benzoic acid;AI3-33364;DTXSID5024976;MFCD00002413;EC 200-039-5;1126107-18-3;2,3-dichlorbenzoesyre;2,3 dichlorobenzoic acid;SCHEMBL97298;2,3-Dichlorobenzoic-d3 Acid;DTXCID704976;CHEMBL1353833;2,3-Dichlorobenzoic acid, 97%;CHEBI:166845;BCP34351;STR00916;DICHLOROBENZOIC ACID, 2,3-;Tox21_201189;CK2179;STL195584;AKOS000119479;AM81265;CS-M-02269;CS-W013224;LS-1305;CAS-50-45-3;NCGC00091187-01;NCGC00091187-02;NCGC00258741-01;AC-12726;SY023164;D3319;FT-0609556;FT-0666544;LAMOTRIGINE IMPURITY E [EP IMPURITY];EN300-17210;2,3-dichlorobenzoate;2,3-Dichlorobenzoic acid;A828131;W-105960;Q27275451;Z56899108;2,3-Dichlorobenzoic acid, pharmaceutical impurity standard;Lamotrigine impurity E, European Pharmacopoeia (EP) Reference Standard

Chemical Property of 2,3-Dichlorobenzoic acid

Chemical Property:

• Appearance/Colour: white or kind of white powder or needle form crystallization
• Vapor Pressure: 0.000326mmHg at 25°C
• Melting Point: 168-170 °C(lit.)
• Refractive Index: 1.4590 (estimate)
• Boiling Point: 306.9 °C at 760 mmHg
• PKA: 2.53±0.25(Predicted)
• Flash Point: 139.4 °C
• PSA: 37.30000
• Density: 1.517 g/cm³
• LogP: 2.69160
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9588348
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dichlorobenzoic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)Cl)C(=O)O
• Uses: 2,3-Dichlorobenzoic acid is the key intermediate for antiepileptic drug Lamotrigine (L173250) and other pharmaceuticals for the treatment of central nervous system (CNS) disorders and disease. 2,3-Dichlorobenzoic Acid (Lamotrigine USP Related Compound B) is the key intermediate for antiepileptic drug Lamotrigine (L173250) and other pharmaceuticals for the treatment of central nervous system (CNS) disorders and disease.

Technology Process of 2,3-Dichlorobenzoic acid

There total 27 articles about 2,3-Dichlorobenzoic 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: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 1,2-dichloro-benzene (95-50-1) → 2,3-dichlorbenzoic acid (50-45-3)

Guidance literature:

1,2-dichloro-benzene; With n-butyllithium; In tetrahydrofuran; at -75 ℃; for 2h;

carbon dioxide; In tetrahydrofuran;

DOI:10.1002/ejoc.200600350

Reference yield: 84.0%

1-(bromomethyl)-2,3-dichlorobenzene (57915-78-3) → 2,3-dichlorbenzoic acid (50-45-3)

Guidance literature:

With sodium periodate; sulfuric acid; In water; at 95 ℃; for 12h;

DOI:10.1021/jo0606305

Reference yield: 82.0%

2,3-dichlorotoluene (32768-54-0) → 2,3-dichlorbenzoic acid (50-45-3)

Guidance literature:

With cerium(III) chloride; 1,1,1-trichloroethanol; oxygen; In acetonitrile; at 60 ℃; Irradiation;

DOI:10.1007/s11426-021-1032-7

upstream raw materials:

2,3-dichlorotoluene

2,3-dichlorobenzylaldehyde

benzoic acid

carbon dioxide

Downstream raw materials:

2,3-dichlorobenzoyl chloride

2,3-dichlorobenzoyl cyanide

2,3-dichlorobenzoic acid anhydride

2,3-dichloro-4-methylbenzoic acid

Refernces

• 1、 Leitch, David C.,John, Matthew P.,Slavin, Paul A.,Searle, Andrew D.. "An Evaluation of Multiple Catalytic Systems for the Cyanation of 2,3-Dichlorobenzoyl Chloride: Application to the Synthesis of Lamotrigine". . p. 1815 - 1821. Retrieved 2017/11/24.
• 2、 Pratihar, Sanjay. "Electrophilicity and nucleophilicity of commonly used aldehydes". . p. 5781 - 5788. Retrieved 2014/07/22.