89-08-7

Basic information

• Product Name: 4-SULFOPHTHALIC ACID
• Synonyms: 5-SULFO PHTHALIC ACID;4-SULFOPHTHALIC ACID;4-SULPHOPHTHALIC ACID;2-Benzenedicarboxylicacid,4-sulfo-1;4-sulfo-2-benzenedicarboxylicacid;4-sulfo-phthalicaci;4-SULFOPHTHALIC ACID, 50 WT. % SOLUTION IN WATER, TECH.;4-Sulfophthalic acid, 50% aq. soln.
• CAS NO: 89-08-7
• Molecular Formula: C₈H₆O₇S
• Molecular Weight: 246.19
• EINECS: 201-881-6
• Product Categories: Organic acids;Carboxylic Acid Monomers;Monomers;Polymer Science
• Mol File: 89-08-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 92 °C
• Appearance: Clear slightly brown/Liquid
• Density: 1.292 g/mL at 25 °C
• Refractive Index: n20/D 1.447
• PKA: -1.40±0.50(Predicted)
• CAS DataBase Reference: 4-SULFOPHTHALIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-SULFOPHTHALIC ACID(89-08-7)
• EPA Substance Registry System: 4-SULFOPHTHALIC ACID(89-08-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 89-08-7(Hazardous Substances Data)

Usage

Chemical Properties

clear slightly brown solution

Uses

4-Sulfophthalic acid is used a reagent for the reaction with ethylhexanol(E918755) in the preparation of a plasticizing dopant for poly(aniline).

InChI:InChI=1/C8H6O7S/c9-7(10)5-2-1-4(16(13,14)15)3-6(5)8(11)12/h1-3H,(H,9,10)(H,11,12)(H,13,14,15)/p-3

Synthetic route

phthalic anhydride (85-44-9) → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
With sulfuric acid; sulfur trioxide at 190 - 200℃; schliesslich 210grad;
With sulfuric acid; sulfur trioxide at 215℃;
With sulfuric acid; mercury(II) sulfate at 130℃;

phthalic anhydride (85-44-9) → 4-sulfophthalic acid (89-08-7) + 3-sulfophthalic acid (67892-43-7)

Conditions	Yield
With sulfuric acid; sulfur trioxide

phthalic anhydride (85-44-9) → 4-sulfophthalic acid (89-08-7) + 3,5-disulfophthalic acid (216451-89-7)

Conditions	Yield
With sulfuric acid; mercury(II) sulfate at 200℃;

8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid (483-84-1) → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
With nitric acid
With hydrogenchloride; sodium hypochlorite at 15 - 20℃;

benzene-1,2-dicarboxylic acid (88-99-3) → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
With sulfur trioxide at 100 - 105℃;
With sulfuric acid; sulfur trioxide at 215℃;

phthalic anhydride (85-44-9) + sulfuric acid (7664-93-9) → 4-sulfophthalic acid (89-08-7) + 3-sulfophthalic acid (67892-43-7)

3-sulfophthalimide (115953-80-5) + alkaline sodium hypochlorite solution → 4-sulfophthalic acid (89-08-7) + 4-sulfo-anthranilic acid (?)

sulfuric acid (7664-93-9) + benzene-1,2-dicarboxylic acid (88-99-3) → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
at 215℃;

sulfur trioxide (7446-11-9) + benzene-1,2-dicarboxylic acid (88-99-3) → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
at 105℃; im geschlossenen Rohr;

β-naphthalene-sulfamide → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
With potassium hydroxide; potassium permanganate; water at 100℃;

sodium-salt of/the/ 6-hydroxy-naphthalene-2-sulfonic acid → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
With potassium permanganate

2-naphthalenesulphonamide (1576-47-2) + alkaline permanganate → 4-sulfophthalic acid (89-08-7) + benzene-1,2-dicarboxylic acid (88-99-3)

Conditions	Yield
at 100℃;

8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid (483-84-1) + nitric acid (7697-37-2) → 4-sulfophthalic acid (89-08-7)

indan-5-sulfonic acid (40117-41-7) + KMnO4 → 4-sulfophthalic acid (89-08-7)

3-hydroxy-7-sulfo-[2]naphthoic acid (15509-36-1) + KMnO4 → 4-sulfophthalic acid (89-08-7)

5-amino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid (4095-81-2) + permanganate → 4-sulfophthalic acid (89-08-7)

hydrogenchloride (7647-01-0) + 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid (483-84-1) → chloropicrin (76-06-2) + 4-sulfophthalic acid (89-08-7)

Conditions	Yield
at 15 - 20℃;

C8H6O7S*C10H8N2*C14H10 → 4-sulfophthalic acid (89-08-7)

Conditions	Yield
Stage #1: C8H6O7S*C10H8N2*C14H10 With sodium hydroxide In water Stage #2: With hydrogenchloride In water pH=2;

ferrous ammonium sulphate + 4-sulfophthalic acid (89-08-7) + urea (57-13-6) → iron(III) phthalocyanine-4,4',4'',4'''-tetrasulfonic acid

Conditions	Yield
With ammonium molybdate; boric acid In water at 180 - 240℃; for 9h; Protection against oxygen;	80%
With ammonium molybdate; ammonium chloride In water at 180 - 200℃; for 4h;	50%

4-sulfophthalic acid (89-08-7) → 4-hydroxyphthalic acid (610-35-5)

Conditions	Yield
Stage #1: 4-sulfophthalic acid With sodium hydroxide In water at 180 - 200℃; for 2h; Stage #2: With hydrogenchloride In water pH=1; Cooling with ice;	72%
With water; sodium hydroxide at 180 - 200℃; for 2h;	72%
Stage #1: 4-sulfophthalic acid With sodium hydroxide; water at 200 - 210℃; for 2.5h; Heating / reflux; Stage #2: With hydrogenchloride; water at 0 - 50℃;	71.5%
With sodium hydroxide In water at 180℃; for 1h;	23%
With sodium hydroxide at 175℃;

erbium(III) oxide + 4-sulfophthalic acid (89-08-7) + water (7732-18-5) → C8H3O7S(3-)*Er(3+)*2H2O

Conditions	Yield
In ethanol at 200℃; for 96h; pH=6; Autoclave; High pressure;	66%

4-amino-1,2,4-triazole (584-13-4) + 4-sulfophthalic acid (89-08-7) + water (7732-18-5) + copper(II) acetate monohydrate (6046-93-1) → {[Cu3(4-amino-1,2,4-triazole)2(H2O)(μ3-OH)(μ-OH)2(4-sulfophthalate)]·1.5H2O}n

Conditions	Yield
With triethylamine at 100℃; for 96h; Autoclave; High pressure;	40%

4-sulfophthalic acid (89-08-7) + water (7732-18-5) + lead (II) hydroxide → [Pb3(sulphophthalate)2(H2O)]*H2O

Conditions	Yield
In water High Pressure; mixt. of Pb(OH)2 and 4-sulphophthalic acid (1:1 mol. ratio) introduced into stainless steel vessel, sealed, heated to 160°C; held for 4 d, cooled naturally; filtered, washed with water, dried at ambient temp.; elem. anal.;	34%

4-sulfophthalic acid (89-08-7) + dysprosium(III) chloride hexahydrate + water (7732-18-5) → C8H3O7S(3-)*Dy(3+)*2H2O

Conditions	Yield
In ethanol at 170℃; for 96h; pH=6; Autoclave; High pressure;	33%
With triethylamine In methanol at 170℃; for 96h; pH=6; Autoclave;

terbium(III) chloride hexahydrate + 4-sulfophthalic acid (89-08-7) + water (7732-18-5) → C8H3O7S(3-)*Tb(3+)*2H2O

Conditions	Yield
In ethanol at 170℃; for 96h; pH=6; Autoclave; High pressure;	32%
With triethylamine In methanol at 170℃; for 96h; pH=6; Autoclave;

phthalic anhydride (85-44-9) + ruthenium(III) chloride trihydrate + 4-sulfophthalic acid (89-08-7) → Na(1+)*[Ru((NCC6H4CN)3(NCC6H3(SO3)CN))](1-)=[Ru((NCC6H4CN)3(NCC6H3(SO3Na)CN))]

Conditions	Yield
With ammonium molybdate; urea In water mixt. of acid, Ru salt, Mo compd. and H2O stirred until dissolved; urea (40 parts) added; stirred until most of urea dissolved; mixt. poured into reactor, to which anhydride previously added; heated (190-215°C, 3 h; 260-270°C, 3.5 h); cooled; grinded; washed (H2O, satd. NaCl); extd. (ethanol); dried (vac.); elem. anal.;	28%

4,4'-bipyridine (553-26-4) + manganese(II)carbonate + 4-sulfophthalic acid (89-08-7) → [Mn(4,4'-bpy)2(H2O)4][Mn2(4-sulphophthalate)2(4,4'-bpy)4(H2O)4]*7.5H2O

Conditions	Yield
In water High Pressure; mixt. of MnCO3, 4,4'-bipy and 4-sulphophthalic acid (2:5:2 mol. ratio) in H2O introduced into stainless steel vessel, sealed, heated to 160°C; held for 4 d, cooled naturally; filtered, washed with water, dried at ambient temp.; elem. anal.;	11%

[2,2]bipyridinyl (366-18-7) + 4-sulfophthalic acid (89-08-7) + copper hydroxide (20427-59-2) → [Cu2(4-sulfophthalateH)2(2,2'-bipyridine)2(H2O)2]

Conditions	Yield
In water High Pressure; mixt. of Cu(OH)2, 2,2'-bipy and 4-sulphophthalic acid (1:1:1 mol. ratio)in H2O introduced into stainless steel vessel, sealed, heated to 160.de gree.C; held for 4 d, cooled naturally; filtered, washed with water, dried at ambient temp.; elem. anal.;	7%

4-sulfophthalic acid (89-08-7) + sodium formate (141-53-7) → isophthalic acid (121-91-5) + 1,2,4-benzene tricarboxylic acid (528-44-9)

Conditions	Yield
Reaktion des Kaliumsalzes, Schmelzen;

4-sulfophthalic acid (89-08-7) → 3-sulfophthalimide (115953-80-5)

Conditions	Yield
With ammonia at 190℃;

4-sulfophthalic acid (89-08-7) → 4-mercaptophthalic acid (82520-79-4)

Conditions	Yield
With phosphorus trichloride aus dem entstehenden Sulfochlorid durch Reduktion mit Zinkstaub;

4-sulfophthalic acid (89-08-7) → phthalic acid-4-sulfonylchloride (54229-55-9)

Conditions	Yield
With phosphorus pentachloride Man destilliert das entstandene POCl3 ab und schuettelt das zurueckbleibende Oel in aether.Loesung mit Wasser;

4-sulfophthalic acid (89-08-7) → 1,4-dioxo-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid ; compound with hydrazine

Conditions	Yield
With hydrazine dihydrochloride; sodium acetate

4-sulfophthalic acid (89-08-7) + sodium hydroxide → 4-hydroxyphthalic acid (610-35-5)

Conditions	Yield
at 175℃;

phosphorus pentachloride (10026-13-8, 874483-75-7) + 4-sulfophthalic acid (89-08-7) → 4-chloro-phthaloyl dichloride (62366-66-9)

Conditions	Yield
at 200 - 220℃; 5 Mol.-Gew. PCl5;

4-sulfophthalic acid (89-08-7) → water (7732-18-5) + 4-sulfo-phthalic acid anhydride

Conditions	Yield
at 180℃;

Upstream product

• 85-44-9 phthalic anhydride 
• 483-84-1 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 115953-80-5 4-sulfophthalimide 
• 7664-93-9 sulfuric acid 
• 7446-11-9 sulfur trioxide 
• 1576-47-2 2-naphthalenesulphonamide 
• 7697-37-2 nitric acid 
• 40117-41-7 indan-5-sulfonic acid 
• 15509-36-1 3-hydroxy-7-sulfo-[2]naphthoic acid 
• 4095-81-2 5-amino-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 55104-35-3 5-hydroxy-2-benzofuran-1-(3H)-one 
• 22479-95-4 dimethyl 4-hydroxyphthalate 
• 99-06-9 3-Carboxyphenol 
• 27550-59-0 4-hydroxyphthalic anhydride 
• 1429316-02-8 4-[11-(acryloyl-N-methylamino)undecyloxy]phthalic acid 
• 610-35-5 4-hydroxyphthalic acid 
• 54229-55-9 phthalic acid-4-sulfonylchloride 

Relevant articles and documents

Separation of isomers of sulfophthalic acid by guest induced host framework formation with 4,4′-bipyridine

The selective inclusion of aromatic guest molecules in host frameworks formed by 3-sulfophthalic acid or 4-sulfophthalic acid and 4,4′-bipyridine has been effectively utilized for the separation of sulfophthalic acid isomers.