88-39-1

Basic information

• Product Name: Benzaldehyde-2,4-disulfonic acid
• Synonyms: BENZALDEHYDE-2,4-DISULFONIC ACID;2,4-Disulfonicacidbenzaldehyde;3-Benzenedisulfonicacid,4-formyl-1;4-Formyl-1,3-disulfonicacid;4-formyl-3-benzenedisulfonicacid;4-formylbenzene-1,3-disulphonicacid;4-Formylbenzene-1,3-Disulfonic Acid;Benzaldehyde-2,4-Disulfonic Acid (sodium salt)(hydrate)
• CAS NO: 88-39-1
• Molecular Formula: C₇H₆O₇S₂
• Molecular Weight: 266.25
• EINECS: 201-826-6
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 88-39-1.mol
• Article Data: 1

Chemical Properties

• Appearance: White crystal powder
• Density: 1.815 g/cm³
• Refractive Index: 1.633
• PKA: -1.55±0.50(Predicted)
• CAS DataBase Reference: Benzaldehyde-2,4-disulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde-2,4-disulfonic acid(88-39-1)
• EPA Substance Registry System: Benzaldehyde-2,4-disulfonic acid(88-39-1)

Safety Data

• Hazardous Substances Data: 88-39-1(Hazardous Substances Data)

Usage

General Description

Benzaldehyde-2,4-disulfonic acid is a chemical compound with the molecular formula C7H6O6S2. It is commonly used as a reagent in the synthesis and characterization of organic compounds. Benzaldehyde-2,4-disulfonic acid is a white to off-white crystalline powder that is soluble in water and has a variety of industrial and research applications. It is often used in the production of dyes, pharmaceuticals, and other organic compounds. Additionally, it can be used as a catalyst in certain chemical reactions due to its acidic properties. Benzaldehyde-2,4-disulfonic acid is also a common ingredient in laboratory reagent kits for various chemical analyses.

InChI:InChI=1/C7H6O7S2/c8-4-5-1-2-6(15(9,10)11)3-7(5)16(12,13)14/h1-4H,(H,9,10,11)(H,12,13,14)

Synthetic route

toluene-2,4-disulfonic acid (121-04-0) → 4-formyl-1,3-benzenedisulfonic acid (88-39-1)

Conditions	Yield
With manganese(IV) oxide; sulfuric acid at 30 - 120℃; Darst.;
With manganese(IV) oxide; sulfuric acid

2,4-dichlorobenzaldeyhde (874-42-0) → 4-formyl-1,3-benzenedisulfonic acid (88-39-1)

Conditions	Yield
With sodium sulfite

2,4-dichlorobenzaldeyhde (874-42-0) + alkali sulfite → 4-formyl-1,3-benzenedisulfonic acid (88-39-1)

Conditions	Yield
in geschlossenem Gefaess;

N-tert-Butylhydroxylamine (16649-50-6) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → 2,4-disulfonylphenyl N-tert-butyl nitrone

Conditions	Yield
In methanol Reflux; Inert atmosphere;	75%

1,6-dihydroxynaphthalene (575-44-0) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → C27H16O9S2

Conditions	Yield
In phosphoric acid at 125℃; for 2h;	52%

potassium cyanide + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) + ammonium carbonate (506-87-6) → C9H8N2O8S2 (1318796-76-7)

Conditions	Yield
In methanol; water at 50 - 60℃; for 3h; Bucherer-Bergs reaction;	35%

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + recorcinol (108-46-3) → C19H12O9S2

Conditions	Yield
In phosphoric acid at 125℃; for 2h;	22%

4-hydroxy-2,2'-diphenyl-4,5-dihydro-[4,5']bithiazolyl-4'-one (95813-45-9) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → 4-(4-oxo-2-phenyl-4H-thiazol-5-ylidenemethyl)-benzene-1,3-disulfonic acid

Conditions	Yield
With water

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + N,N-diethylaniline (91-66-7) → 4-(4,4'-bis-diethylamino-benzhydryl)-benzene-1,3-disulfonic acid (21016-37-5)

Conditions	Yield
With sulfuric acid

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + 3-diethylaminophenol (91-68-9) → 4-(3,6-bis-diethylamino-9-hydroxy-xanthen-9-yl)-benzene-1,3-disulfonic acid

Conditions	Yield
With sulfuric acid Erhitzen des Reaktionsprodukts mit konz. Schwefelsaeure auf 100grad und Oxydieren des Reaktionsprodukts mit Eisenchlorid in verd. Schwefelsaeure bei 80grad;

N-benzyloxyamine (622-33-3) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → 4-(benzyloxyimino-methyl)-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + 4-aminooxy-benzaldehyde O-benzyl-oxime → 4-{[4-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + C21H19N3O3 → 4-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + C21H19N3O3 → 4-[(3-{[4-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + C22H20N4O5 → 4-[(4-{[4-(benzyloxyimino-methyl)-2-nitro-phenoxyimino]-methyl}-2-methyl-phenoxyimino)-methyl]-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + C28H24N4O4 → 4-({3-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenoxyimino}-methyl)-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + C28H24N4O4 → 4-({3-[(4-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenoxyimino}-methyl)-benzene-1,3-disulfonic acid

Conditions	Yield
With acetic acid In ethyl acetate

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + 7-(aminooxy)-2H-chromen-2-one (144822-86-6) → 4-((E)-{[(2-oxo-2H-chromen-7-yl)oxy]imino}methyl)benzene-1,3-disulfonic acid (714215-08-4)

Conditions	Yield
With acetic acid In water	147 mg

4-formyl-1,3-benzenedisulfonic acid (88-39-1) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → C13H10N4O10S2 (771450-78-3)

Conditions	Yield
With borate buffer; cetylpyridinium chloride pH=13;

N-(p-nitrobenzyl)-N-ethylaniline (37043-80-4) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → C37H36N4O10S2

Conditions	Yield
With methanesulfonic acid In water
With methanesulfonic acid In water

N-(p-nitrobenzyl)-N-ethylaniline (37043-80-4) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → C37H33N4O10S2(1-)*Li(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: methanesulfonic acid / water 2.1: ammonium thiosulphate 2.2: Neutral conditions View Scheme

N-(p-nitrobenzyl)-N-ethylaniline (37043-80-4) + 4-formyl-1,3-benzenedisulfonic acid (88-39-1) → C37H33N4O10S2(1-)*Na(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1: methanesulfonic acid / water 2: ammonium thiosulfate; sodium hydroxide / water View Scheme

Upstream product

• 121-04-0 toluene-2,4-disulfonic acid 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Downstream Products

• 21016-37-5 4-(4,4'-bis-diethylamino-benzhydryl)-benzene-1,3-disulfonic acid 
• 714215-08-4 4-((E)-{[(2-oxo-2H-chromen-7-yl)oxy]imino}methyl)benzene-1,3-disulfonic acid 
• 771450-78-3 C₁₃H₁₀N₄O₁₀S₂ 
• 1318796-76-7 C₉H₈N₂O₈S₂ 

Relevant articles and documents

Poly(oxyalkylene) substituted xanthene colorant and method for making the same

A diamino-xanthene colorant is provided having the following structure: STR1 where Y is a poly(oxyalkylene) substituent having a straight or branched polymer chain of at least 3 monomer units selected from ethylene oxide, propylene oxide, butylene oxide and glycidol; R1 and R2 are independently selected from H, C1-C4 alkyl, C1-C4 alkoxy, Cl, Br and I; X is selected from H, SO3 --, CO2 -- and COOR3, where R3 is C1-C4 alkyl or aryl; and each Z is independently selected from SO3 --, CO2 --, COOR4, Cl and OH, where R4 is C1-C4 alkyl or aryl, and n is 0, 1, or 2; the colorant is synthesized by condensing two moles of an N,N-bis(poly(oxyalkylene))-p-methoxyaniline and o-formylbenzene sulfonic acid.