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

Description

4-Sulfophthalic acid is an organic compound characterized by the presence of a sulfonic acid group attached to a phthalic acid structure. It is known for its chemical reactivity and solubility in water, which makes it a versatile building block in various chemical processes and applications.
Used in Chemical Synthesis Industry:
4-Sulfophthalic acid is used as a reagent for the reaction with ethylhexanol (E918755) for the preparation of a plasticizing dopant for poly(aniline). This application takes advantage of its chemical properties to enhance the properties of the resulting polymer, such as flexibility and processability.
Used in Dye and Pigment Industry:
4-Sulfophthalic acid is used as a key intermediate in the synthesis of dyes and pigments, particularly those requiring water solubility or specific color characteristics. Its ability to form complexes with various metal ions can also be utilized to create a range of colors and shades.
Used in Water Treatment Industry:
Due to its water solubility and reactivity, 4-sulfophthalic acid can be used in water treatment processes, such as in the production of water-soluble dyes for use in industrial applications or in the development of water treatment chemicals that can help in the purification process.
Used in Pharmaceutical Industry:
4-Sulfophthalic acid may be used as a building block in the synthesis of pharmaceutical compounds, particularly those that require a sulfonic acid group for improved solubility or specific biological activity.
Chemical Properties:
4-Sulfophthalic acid typically presents as a clear, slightly brown solution, indicating its solubility in water and potential for use in various aqueous-based applications.

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

• 483-84-1 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid 
• 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 
• 1576-47-2 2-naphthalenesulphonamide 
• 7446-11-9 sulfur trioxide 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 7664-93-9 sulfuric acid 
• 115953-80-5 4-sulfophthalimide 
• 85-44-9 phthalic anhydride 

Downstream Products

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