13736-22-6

Basic information

• Product Name: Sodium 4-formylbenzenesulfonate
• Synonyms: 4-Formylbenzenesulfonic acid sodium salt;benzaldehyde-4-sodium sulphonate;sodium p-formylbenzenesulphonate;Benzaldehyde-4-Sodium Sulfonate;Sodium 4-formylbenzenesulfonate;Sodium 4-formyl-benzolsulfonate;Sodium 4-formylbenze;sodiuM 4-forMylbenzene-1-sulfonate
• CAS NO: 13736-22-6
• Molecular Formula: C₇H₅O₄S*Na
• Molecular Weight: 208.17
• EINECS: 237-309-7
• Mol File: 13736-22-6.mol
• Article Data: 6

Chemical Properties

• Appearance: white crystal
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• CAS DataBase Reference: Sodium 4-formylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium 4-formylbenzenesulfonate(13736-22-6)
• EPA Substance Registry System: Sodium 4-formylbenzenesulfonate(13736-22-6)

Safety Data

• Hazardous Substances Data: 13736-22-6(Hazardous Substances Data)

Usage

General Description

Sodium 4-formylbenzenesulfonate is a chemical compound with the molecular formula C7H5NaO4S. It is a yellow to brownish solid that is soluble in water. Sodium 4-formylbenzenesulfonate is often used as an intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds. It serves as a key building block for the production of various organic molecules with aldehyde and sulfonic acid functional groups, and also finds application in the field of organic synthesis and chemical research. Additionally, sodium 4-formylbenzenesulfonate can act as a reagent in organic reactions, forming new carbon-carbon and carbon-heteroatom bonds. Overall, this compound has various industrial and research applications due to its versatile chemical properties.

InChI:InChI=1/C7H6O4S.Na/c8-5-6-1-3-7(4-2-6)12(9,10)11;/h1-5H,(H,9,10,11);/q;+1/p-1

Synthetic route

sodium 4-styrenesulfonate (2695-37-6) → sodium 4-carboxy-benzenesulfonate (13736-22-6)

Conditions	Yield
With ammonium cerium (IV) nitrate; [Ru(dmp)2(H2O)2](PF6)2; water-d2 at 20℃; for 3h; Inert atmosphere;
With triiron dodecarbonyl; tris(2,2'-bipyridyl)ruthenium dichloride; bis(2-phenylpyridinato)(2,2'-bipyridine)iridium(III) hexafluorophosphate; [Ru(TPA)(H2O)2](BPh4)2; water In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; Irradiation;
With tris(2,2'-bipyridyl)ruthenium dichloride; chloropentamminecobalt(III)(2+); diaqua(tris(2-pyridylmethyl)amine)ruthenium(II)(2+) In water-d2 at 24.84℃; Irradiation;
With sodium persulfate; C29H22Cl2FeN6O(2+)*2NO3(1-) at 49.84℃; for 3h; Catalytic behavior;

sodium 4-styrenesulfonate (2695-37-6) → sodium 4-carboxy-benzenesulfonate (13736-22-6) + sodium 4-(1,2-dihydroxyethyl)benzenesulfonate

Conditions	Yield
With ammonium cerium (IV) nitrate; water-d2 at 20℃; for 3h; Inert atmosphere;
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; methyl viologen dichloride hydrate; C54H36F10Fe2N8O3(2+)*2CF3O3S(1-); oxygen In aq. buffer for 22h; pH=4; Catalytic behavior; Quantum yield; Kinetics; Irradiation;	A 12.7 %Spectr. B 11.7 %Spectr.

sodium 4-styrenesulfonate (2695-37-6) → sodium 4-carboxy-benzenesulfonate (13736-22-6) + sodium 4-(1,2-dihydroxyethyl)benzenesulfonate + sodium 4-(oxiranyl)benzenesulfonate

Conditions	Yield
With tris(2,2’-bipyridine)ruthenium(II); laccase LAC3 from Trametes sp. C30; oxygen for 6h; pH=6; pH-value; Reagent/catalyst; Irradiation; Inert atmosphere; Glovebox; Enzymatic reaction;

sodium 4-styrenesulfonate (2695-37-6) → sodium 4-carboxy-benzenesulfonate (13736-22-6) + sodium 4-(oxiranyl)benzenesulfonate

Conditions	Yield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; methyl viologen dichloride hydrate; C54H36F10Fe2N8O3(2+)*2CF3O3S(1-); oxygen In aq. buffer for 22h; pH=6; Catalytic behavior; Irradiation;	A 10.5 %Spectr. B 10.7 %Spectr.

sodium 4-carboxy-benzenesulfonate (13736-22-6) + 3-methyl-2-acetylquinoxaline-1,4-dioxide (13297-17-1) → C18H13N2O6S(1-)*Na(1+)

Conditions	Yield
With sodium carbonate In water at 30℃; for 5h;	77.9%

2-acetylpyridine (1122-62-9) + sodium 4-carboxy-benzenesulfonate (13736-22-6) → sodium 4-(2,2’:6’,2”-terpyridin-4'-yl)benzenesulfonate (1559041-58-5)

Conditions	Yield
With ammonia; sodium hydroxide In ethanol at 0 - 5℃; for 3h;	53%

sodium 4-carboxy-benzenesulfonate (13736-22-6) + [1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-ethyl]-triphenylphosphonium bromide (69251-24-7) → sodium p-<(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl>benzenesulfonate (87719-34-4)

Conditions	Yield
With sodium hydride 1.) DMF, 0 deg C, 1 h, 2.) DMF, room temperature, 3 h; Yield given. Multistep reaction;

sodium 4-carboxy-benzenesulfonate (13736-22-6) → ethyl p-<(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl>benzenesulfonate (89471-12-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) sodium hydride / 1.) DMF, 0 deg C, 1 h, 2.) DMF, room temperature, 3 h 2: 87 percent / CH2Cl2 / 45 h / Ambient temperature View Scheme

sodium 4-carboxy-benzenesulfonate (13736-22-6) → N-ethyl p-<(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propenyl>benzenesulfonamide (89471-13-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) sodium hydride / 1.) DMF, 0 deg C, 1 h, 2.) DMF, room temperature, 3 h 2: 1.) thionyl chloride / 1.) DMF, 30 min, 2.) 1 h, DMF View Scheme

sodium 4-carboxy-benzenesulfonate (13736-22-6) → 4-formylbenzene-1-sulfonyl chloride (85822-16-8)

Conditions	Yield
With thionyl chloride for 0.5h; Heating / reflux;

2-thioxo-3-(3-(trifluoromethyl)phenyl)thiazolidin-4-one (315-08-2) + sodium 4-carboxy-benzenesulfonate (13736-22-6) → sodium 4-((4-oxo-2-thioxo-3-(3-(trifluoromethyl)phenyl)thiazolidin-5-ylidene)methyl)benzenesulfonate (1073612-80-2)

Conditions	Yield
With piperidine In ethanol for 2h; Knoevenagel condensation; Reflux;

pyrrole (109-97-7) + sodium 4-carboxy-benzenesulfonate (13736-22-6) → tetrakis(sulphonatophenyl)porphyrin (39050-26-5)

Conditions	Yield
With propionic acid at 120 - 140℃;

1,4-bis(3-aminopropyl)piperazine (7209-38-3) + sodium 4-carboxy-benzenesulfonate (13736-22-6) → C24H30N4O6S2(2-)*2Na(1+)

Conditions	Yield
With toluene-4-sulfonic acid In dimethyl sulfoxide at 20℃; for 5h;

1,4-bis(3-aminopropyl)piperazine (7209-38-3) + sodium 4-carboxy-benzenesulfonate (13736-22-6) → C24H34N4O6S2(2-)*2Na(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / dimethyl sulfoxide / 5 h / 20 °C 2: sodium tetrahydroborate / 5 h / 20 °C View Scheme

Upstream product

• 2695-37-6 sodium 4-styrenesulfonate 

Downstream Products

• 1057490-85-3 4-(1,2,3,4-tetrahydroisoquinoline-2-sulfonyl)benzaldehyde 
• 77547-10-5 4-(morpholin-4-ylsulfonyl)benzaldehyde 
• 1080675-49-5 4-[(4-hydroxypiperidin-1-yl)sulfonyl]benzaldehyde 

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