3-Chlorophthalic acid

Base Information

• Chemical Name: 3-Chlorophthalic acid
• CAS No.: 27563-65-1
• Molecular Formula: C8H5ClO4
• Molecular Weight: 200.578
• Hs Code.: 2917399090
• European Community (EC) Number: 248-527-7
• NSC Number: 62536
• DSSTox Substance ID: DTXSID10911698
• Nikkaji Number: J141.262K
• Wikidata: Q82881872
• Mol file: 27563-65-1.mol

Synonyms:3-Chlorophthalic acid;27563-65-1;3-Chloro-phthalic acid;3-chlorophthalicacid;110471-69-7;Phthalic acid, 3-chloro-;Benzenedicarboxylic acid, chloro-;EINECS 248-527-7;1,2-Benzenedicarboxylic acid, 3-chloro-;3-chlorobenzene-1,2-dicarboxylic acid;Chlorophthalic acid;NSC62536;3-Chlor-phthalsaure;3-chloro-1,2-benzenedicarboxylic acid;1, 3-chloro-;Maybridge4_000449;NCIOpen2_002770;SCHEMBL275485;DTXSID10911698;HMS1522E09;MFCD00100580;NSC 62536;NSC-62536;CCG-233855;IDI1_031031;NCGC00177568-01;AS-17884;CS-0204942;FT-0763610;F78482;A913168

Chemical Property of 3-Chlorophthalic acid

Chemical Property:

• Vapor Pressure: 1.05E-06mmHg at 25°C
• Refractive Index: 1.63
• Boiling Point: 387.7 °C at 760 mmHg
• Flash Point: 188.3 °C
• PSA: 74.60000
• Density: 1.586 g/cm³
• LogP: 1.73640
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 21.2g/L(14 oC)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 199.9876363
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

3-ChlorophthalicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Chlorophthalic acid

There total 32 articles about 3-Chlorophthalic 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: 65.0%

carbon dioxide (124-38-9,18923-20-1) + ortho-chlorobenzoic acid (118-91-2) → 3-chlorobenzene-1,2-dicarboxylic acid (27563-65-1)

Guidance literature:

ortho-chlorobenzoic acid; With (E)-N,N,N′,N′-tetramethylethene-1,2-diamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1081/SCC-200050946

Reference yield: 40.0%

3-chloro-o-xylene (608-23-1) → 3-chlorobenzene-1,2-dicarboxylic acid (27563-65-1)

Guidance literature:

With potassium permanganate; cetyltrimethylammonim bromide; In water; at 50 - 60 ℃; for 24h;

DOI:10.1021/jo00377a023

Reference yield:

1-Chloronaphthalene (90-13-1) → 3-chlorobenzene-1,2-dicarboxylic acid (27563-65-1) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5)

Guidance literature:

With sodium hypochlorite; ruthenium(III) chloride trihydrate; sulfuric acid; tetrabutylammomium bromide; In water; 1,2-dichloro-ethane; at 23 ℃; for 0.5h; pH=9; Temperature; Time; Overall yield = 84 %; Catalytic behavior; Green chemistry;

DOI:10.1007/s10562-016-1717-6

upstream raw materials:

3-chloro-2-methylbenzoic acid

3-nitrophthalic acid anhydride

1,5-dichloronaphthalene

5-chloro-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

1-methyl hydrogen-3-chlorophthalate

4-chloro-1H-isoindole-1,3(2H)-dione

3-chlorophthalic anhydride

1,4-dihydroxy-5-chloro-9,10-anthraquinone

Refernces

• 1、 Patil, Rajendra D.,Sasson, Yoel. "Naphthalenes Oxidation by Aqueous Sodium Hypochlorite Catalyzed by Ruthenium Salts under Phase-Transfer Catalytic Conditions". . p. 991 - 997. Retrieved 2016.
• 2、 -. "COMPOUNDS USEFUL AS CCR9 MODULATORS". Page/Page column 2; 93. . Retrieved 2015/07/15.