3,6-Dichlorophthalic anhydride

Base Information

• Chemical Name: 3,6-Dichlorophthalic anhydride
• CAS No.: 4466-59-5
• Molecular Formula: C8H2 Cl2 O3
• Molecular Weight: 217.008
• Hs Code.: 2932999099
• European Community (EC) Number: 224-733-2
• UNII: 1QD5579F1A
• DSSTox Substance ID: DTXSID90196264
• Nikkaji Number: J153.002J
• Wikidata: Q72467752
• ChEMBL ID: CHEMBL2270554
• Mol file: 4466-59-5.mol

Synonyms:3,6-Dichlorophthalic anhydride;4466-59-5;4,7-Dichloroisobenzofuran-1,3-dione;4,7-dichloro-2-benzofuran-1,3-dione;1,3-Isobenzofurandione, 4,7-dichloro-;3,6-Dichlorophthalicanhydride;3,6-Dichloro-phthalic anhydride;1QD5579F1A;4,7-dichloro-1,3-dihydro-2-benzofuran-1,3-dione;EINECS 224-733-2;MFCD00042786;SCHEMBL542;UNII-1QD5579F1A;3.6-Dichlorphthalsaureanhydrid;CHEMBL2270554;DTXSID90196264;Phthalic anhydride, 3,6-dichloro-;3,6-Dichlorophthalic anhydride, 98%;AKOS015850104;CS-W006472;AS-60289;SY102062;4,7-DICHLORO-1,3-ISOBENZOFURANDIONE;FT-0635313;F12441;A826653;3,5-bis(chlorosulfonyl)benzoyl chloride

Chemical Property of 3,6-Dichlorophthalic anhydride

Chemical Property:

• Appearance/Colour: off-white to white powder
• Vapor Pressure: 9.43E-05mmHg at 25°C
• Melting Point: 188-190 ºC
• Boiling Point: 339°Cat760mmHg
• Flash Point: 159.3°C
• PSA: 43.37000
• Density: 1.715g/cm³
• LogP: 2.30400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 215.9380993
• Heavy Atom Count: 13
• Complexity: 240

Purity/Quality:

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

3,6-Dichlorophthalic anhydride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1Cl)C(=O)OC2=O)Cl

Technology Process of 3,6-Dichlorophthalic anhydride

There total 10 articles about 3,6-Dichlorophthalic anhydride 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: 72.0%

→ 3,6-dichlorophthalic anhydride (4466-59-5) + 3,4,6-trichlorophthalic acid (62268-16-0)

Guidance literature:

Reference yield: 8.4%

3-chlorophthalic anhydride (117-21-5) → 3,6-dichlorophthalic anhydride (4466-59-5) + 3,4-dichlorophthalic acid monosodium salt (88389-98-4)

Guidance literature:

With sulfuric acid; acetic anhydride; chlorine; iodine; at 60 - 65 ℃; for 6h;

DOI:10.1021/jo00046a043

Reference yield:

3,6-dichlorophthalic acid (16110-99-9) → 3,6-dichlorophthalic anhydride (4466-59-5)

Guidance literature:

at 130 - 140 ℃;

upstream raw materials:

3,6-dichlorophthalic acid

3,6-dichloro-phthalic acid monoethyl ester

3-chlorophthalic anhydride

3,4,6-trichlorophthalic acid

Downstream raw materials:

3,6-dichloro-2-(2,5-dimethyl-thiophene-3-carbonyl)-benzoic acid

3,6-dichloro-2-(3-methyl-thiophene-2-carbonyl)-benzoic acid

3-benzylidene-4,7-dichloro-3H-isobenzofuran-1-one

3,6-dichloro-2-(2-hydroxy-5-methyl-benzoyl)-benzoic acid

Refernces

• 1、 Lee, Ho H.,Denny, William A.. "A large-scale synthesis of the bioreductive drug 1,4-bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxyanthracene-9,10-dione bis-N-oxide (AQ4N)". . p. 2755 - 2758. Retrieved 2007/10/03.
• 2、 Greco, Michael N.,Rasmussen, C. Royce. "Heterocyclic o-Quinodimethanes in Synthesis: A Diels-Alder Approach to Xanthene-Derived Heterocycles". . p. 5532 - 5535. Retrieved 2007/10/02.