16110-99-9

Basic information

• Product Name: 3,6-Dichlorophthalic acid
• Synonyms: 3,6-Dichlorophthalic acid
• CAS NO: 16110-99-9
• Molecular Formula: C₈H₄Cl₂O₄
• Molecular Weight: 235.02096
• Mol File: 16110-99-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 191 °C
• Boiling Point: 394.2°C at 760 mmHg
• Flash Point: 192.2°C
• Appearance: /
• Density: 1.698g/cm³
• Vapor Pressure: 6.38E-07mmHg at 25°C
• Refractive Index: 1.64
• PKA: pK1:1.46 (25°C)
• CAS DataBase Reference: 3,6-Dichlorophthalic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dichlorophthalic acid(16110-99-9)
• EPA Substance Registry System: 3,6-Dichlorophthalic acid(16110-99-9)

Safety Data

• Hazardous Substances Data: 16110-99-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H4Cl2O4/c9-3-1-2-4(10)6(8(13)14)5(3)7(11)12/h1-2H,(H,11,12)(H,13,14)

Upstream product

• 7732-18-5 water 
• 7782-50-5 chlorine 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 31604-28-1 1,3,5,8-tetrachloronaphthalene 
• 7697-37-2 nitric acid 
• 1825-31-6 1,4-dichloronaphthalene 
• 117-08-8 tetrachlorophthalic anhydride 
• 62268-16-0 3,4,6-trichlorophthalic acid 
• 632-58-6 tetrachlorophthalic acid 
• 872270-77-4 1,2,3,4,5,8-hexachloro-1,2,3,4-tetrahydro-naphthalene 
• 98994-40-2 5,8-dichloro-[2]naphthylamine 
• 2437-55-0 1,4,5-trichloronaphthalene 

Downstream Products

• 953065-35-5 3,6-dichloro-phthalic acid monoethyl ester 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 596-12-3 4,7-dichloro-3',6'-dihydroxy-spiro[phthalan-1,9'-xanthen]-3-one 
• 861018-65-7 4,7-di-p-toluidino-2-p-tolyl-isoindoline-1,3-dione 
• 4466-59-5 3,6-dichlorophthalic anhydride 
• 58497-41-9 2-benzoyl-3,6-dichloro-benzoic acid 
• 943430-62-4 3,6-dichloro-N-phenylphthalimide 
• 32202-63-4 3-benzylidene-4,7-dichloro-3H-isobenzofuran-1-one 
• 136470-65-0 AQ4N 
• 131401-54-2 1,4-Difluoro-5,8-dihydroxyanthracene-9,10-dione 

Relevant articles and documents

Optimization of Reaction Variables in the Selective Hydrodechlorination of Chlorinated Phthalic Anhydrides and Acids: Preparation of 3,6-Dichlorophthalic Acid and 3-Chlorophthalic Acid

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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)

A large-scale synthesis of the bis-bioreductive drug 1,4-bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxy-anthracene-9,10-dione bis-N-oxide (AQ4N) has been developed. This six-step synthesis provides AQ4N in 20% overall yield from readily available tetrachlorophthalic anhydride. The key step was a KF-NaF-mediated conversion of 3,6-dichlorophthalic anhydride to 3,6-difluorophthalic anhydride, which could be achieved in 77% yield on a 100 g scale. A trace impurity in AQ4N was determined (by LC-MS and independent synthesis) to be the mono-N-oxide 1-amino-4-[2-(dimethylamino)ethyl]amino-5,8-dihydroxyanthracene-9,10-dione N-oxide. This is formed spontaneously from AQ4N under a number of conditions, including during HPLC on reversed-phase columns. The Royal Society of Chemistry 1999.