5363-54-2

Basic information

• Product Name: p-formylbenzenesulphonic acid
• Synonyms: p-formylbenzenesulphonic acid;4-Sulfobenzaldehyde;Einecs 226-349-0;Benzenesulfonic acid, 4-forMyl-;4-ForMylbenzenesulfonic;4-Sulfobenzaldehyde SodiuM Salt
• CAS NO: 5363-54-2
• Molecular Formula: C₇H₆O₄S
• Molecular Weight: 186.18514
• EINECS: 226-349-0
• Mol File: 5363-54-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 121.5-123.0 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.503g/cm³
• Refractive Index: 1.594
• PKA: -1.02±0.50(Predicted)
• CAS DataBase Reference: p-formylbenzenesulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: p-formylbenzenesulphonic acid(5363-54-2)
• EPA Substance Registry System: p-formylbenzenesulphonic acid(5363-54-2)

Safety Data

• Hazardous Substances Data: 5363-54-2(Hazardous Substances Data)

Usage

Uses

4-Formylbenzenesulfonic Acid is used in preparation method for 3-Phenyl-L-serine derivatives.

InChI:InChI=1/C7H6O4S/c8-5-6-1-3-7(4-2-6)12(9,10)11/h1-5H,(H,9,10,11)

Synthetic route

formic acid (64-18-6) + 4-sulphobenzoic acid (636-78-2) → benzaldehyde-4-sulfonic acid (5363-54-2)

Conditions	Yield
With water; titanium(IV) oxide at 260℃;

toluene-4-sulfonic acid (104-15-4) → benzaldehyde-4-sulfonic acid (5363-54-2)

Conditions	Yield
With manganese(IV) oxide; sulfuric acid

(4-(chlorosulfonyl)phenyl)methylene diacetate (69232-47-9) → benzaldehyde-4-sulfonic acid (5363-54-2)

Conditions	Yield
With hydrogenchloride

toluene-4-sulfonic acid (104-15-4) → benzaldehyde-4-sulfonic acid (5363-54-2) + 4-hydroxymethylphenylsulfonic acid (122855-96-3)

Conditions	Yield
With sodium hexachloroplatinate; Cl4Pt*2Na(1+) In water at 80 - 120℃; for 6h; Product distribution; Thermodynamic data; ΔH(excit.), ΔS(excit.); oxidation of ethyl analogue;

p-toluenesulfonyl chloride (98-59-9) + monosodium-salt of/the/ 4-hydroxy-benzene-sulfonic acid-(1) → benzaldehyde-4-sulfonic acid (5363-54-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: CH3COOH, CrO3 2: 1 M HCl View Scheme

sodium 4-styrenesulfonate (2695-37-6) → 4-(1,2-dihydroxyethyl)-benzenesulfonic acid (266000-26-4) + benzaldehyde-4-sulfonic acid (5363-54-2)

Conditions	Yield
With ammonium cerium (IV) nitrate; sodium trimethylsilylpropionate-d4; C18H22N4O2Ru(2+)*2F6P(1-); water at 20℃; for 0.5h;

1,10-phenanthroline-5,6-dione (27318-90-7) + benzaldehyde-4-sulfonic acid (5363-54-2) → C19H12N4O3S

Conditions	Yield
With ammonium acetate; acetic acid at 100℃; for 0.333333h; Microwave irradiation;	51.4%
With ammonium acetate; acetic acid at 110℃; for 0.5h; Microwave irradiation;

benzaldehyde-4-sulfonic acid (5363-54-2) + thiosemicarbazide (79-19-6) → potassium p-sulfonatobenzaldehyde thiosemicarbazone

Conditions	Yield
With potassium hydrogencarbonate 1.) H2O, boiling water bath, 2 h; Multistep reaction;

sulfuric acid (7664-93-9) + benzaldehyde-4-sulfonic acid (5363-54-2) + 2 mol 2,4,6-trichloro-phenol → 1-<2,4,6,2',4',6'-hexachloro-3,3'-dihydroxy-benzhydryl>-benzene-sulfonic acid-(4)

sulfuric acid (7664-93-9) + benzaldehyde-4-sulfonic acid (5363-54-2) + 1 mol 2,4,6-trichloro-phenol → 1-<2,4,6-trichloro-3α-dihydroxy-benzyl>-benzene-sulfonic acid-(4)

benzaldehyde-4-sulfonic acid (5363-54-2) + water (7732-18-5) + KOH → benzoic acid (65-85-0) + 4-hydroxy-benzoic acid (99-96-7)

Conditions	Yield
at 220 - 240℃;

benzaldehyde-4-sulfonic acid (5363-54-2) + acetoacetic acid 3-(pyridin-3-yl)propyl ester (103839-99-2) → Di-3-(pyrid-3-yl)-propyl 1,4-dihydro-2,6-dimethyl-4-(4-sulphoxyphenyl)-pyridine 3,5-dicarboxylate

Conditions	Yield
In dichloromethane; isopropyl alcohol

pyrrole (109-97-7) + benzaldehyde-4-sulfonic acid (5363-54-2) → 5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrin (35218-75-8)

Conditions	Yield
In acetic anhydride; propionic acid

Upstream product

• 69232-47-9 (4-(chlorosulfonyl)phenyl)methylene diacetate 
• 2695-37-6 sodium 4-styrenesulfonate 
• 98-59-9 p-toluenesulfonyl chloride 
• 104-15-4 toluene-4-sulfonic acid 
• 64-18-6 formic acid 
• 636-78-2 4-sulphobenzoic acid 

Downstream Products

• 65-85-0 benzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 35218-75-8 5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrin 

Relevant articles and documents

Ruthenium-catalyzed selective and efficient oxygenation of hydrocarbons with water as an oxygen source

(Chemical Equation Presented) Water is not only the solvent but also the sole oxygen source in the smooth and efficient oxidation of organic compounds catalyzed by a RuII-pyridylamine-aqua complex with CeIV as the oxidant. An intermediate-spin RuIV-oxo complex is formed as the reactive species (see scheme; Sub = substrate). This catalytic system is durable and able to gain high turnover numbers for various substrates.

Copper Complexation by Isatin β-Thiosemicarbazones in Aqueous Solution

The reactions in aqueous solution between cupric ion and water-soluble derivatives of the antiviral drug methisazone (1-methylisatin β-thiosemicarbazone, mibt) have been investigated.Alkalimetric titrations and n.m.r. experiments showed that 5-sulfonatoisatin β-thiosemicarbazone, sibt (3), its 1-methyl derivative, msibt (4), and also p-sulfonatobenzaldehyde thiosemicarbazone, sbat (5), reduce cupric ion and form copper(I) complexes.Stability constants were obtained from measurements of pH and pCu+ on solutions of copper(II) nitrate and excess ligand (I = 0.15 M KNO3, at 37 deg).The pCu+ values were obtained with an ORION solid state copper electrode.At pH 6-7.5 and moderate excess of ligand, polymeric complexes with an approximate 1:1 copper(I)-to-ligand ratio are formed: CunLn or CunLn+1H with n > 6.Monomeric complexes CuL23- predominate at higher pH and in the presence of a more than twentyfold excess of ligand.The stability constants log β2 are 17.9 for sibt, 18.5 for msibt and 19.8 for sbat.At physiological pH (7.4), the order of stability is msibt > sibt sbat, with conditional stability constants log β2' = 16.2, 15.7 and 13.4, respectively.Comparison with penicillamine shows that some in vivo complexation of copper(I) by methisazone may be possible.On the other hand, a histidinato-copper(II) complex is formed in the presence of histidine.