824-79-3

Basic information

• Product Name: Sodium toluene-4-sulphinate
• Synonyms: 4-methyl-benzenesulfinicacisodiumsalt;Benzenesulfinicacid,4-methyl-,sodiumsalt;p-toluensulfinansodny;Sodium4-methylbenzenesulfinate;sodium4-toluenesulfinate;sodiump-tolylsulfinate;sodiumtoluenesulfinate;4-Toluenesulfinic acid sodium salt
• CAS NO: 824-79-3
• Molecular Formula: C₇H₇NaO₂S
• Molecular Weight: 178.18
• EINECS: 212-538-5
• Product Categories: Industrial/Fine Chemicals;FINE Chemical & INTERMEDIATES;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfonic/Sulfinic Acid Salts;Sulfur Compounds;Pharmaceutical Intermediates
• Mol File: 824-79-3.mol
• Article Data: 73

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 340 °C at 760 mmHg
• Flash Point: 159.4 °C
• Appearance: White to off-white/Powder
• Density: 1.399-1.405 at 20℃
• Vapor Pressure: 0-0.001Pa at 20-50℃
• Storage Temp.: Store below +30°C.
• Water Solubility: Slightly soluble in water.
• Sensitive: Hygroscopic
• Merck: 14,9532
• BRN: 4621454
• CAS DataBase Reference: Sodium toluene-4-sulphinate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium toluene-4-sulphinate(824-79-3)
• EPA Substance Registry System: Sodium toluene-4-sulphinate(824-79-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 2
• RTECS: XT4725000
• F: 3
• TSCA: Yes
• Hazardous Substances Data: 824-79-3(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Different sources of media describe the Uses of 824-79-3 differently. You can refer to the following data:
1. Sodium p-toluenesulfinate can be used as intermediate of pharmaceutical and dispersal dyes, and also can be used as curing agent of grouting material.
2. p-Toluenesulfinic acid sodium salt is used as an intermediate for the preparation of pharmaceuticals and dispersal dyes. It acts as a curing agent of grouting material. It is also used as a discharge medium of dyes and pigments. Further, it serves as a chemical intermediate in the production of fluorescent pigments and fabric adhesive. In addition to this, it is used as an electroplating brightening agent and curing agent.

Purification Methods

Recrystallise the salt from water (to constant UV spectrum) and dry it under vacuum, or extract it with hot *benzene, then dissolve it in EtOH/H2O and heat with decolorising charcoal. The solution is filtered and cooled to give crystals of the dihydrate.[Beilstein 11 I 718.]

InChI:InChI=1/C7H7O2S.Na/c1-6-2-4-7(5-3-6)10(8)9;/h2-5H,1H3;/rC7H7NaO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3

Synthetic route

di(4-methyl)phenylthiosulfonate (2943-42-2) + copper(I) cyanide (544-92-3) → 4-tolyl thiocyanate (5285-74-5) + sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
In acetonitrile at 100℃; for 12h;	A 93% B 100%

p-toluenesulfonyl chloride (98-59-9) → sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
With hydrazine hydrate; sodium carbonate In water at 80℃; for 2h;	97.8%
With sodium carbonate; sodium sulfite In water at 52℃; pH=7.2; Temperature;	96.9%
With sodium hydrogencarbonate; sodium sulfite In water at 70 - 80℃; for 1h;	96%

p-toluene sulfinic acid (536-57-2) → sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
With sodium hydroxide In methanol; water at 40℃; for 2h;	96.6%

formaldehyd (50-00-0) + p-toluenesulfonyl chloride (98-59-9) → sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
Stage #1: p-toluenesulfonyl chloride With sodium hydrogencarbonate; sodium sulfite In water at 70 - 80℃; for 1h; Stage #2: formaldehyd at 90℃;	96%

C29H33N3O3S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-4-(4-methoxy-phenyl)-6-phenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 95%

toluene (108-88-3) → sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
Stage #1: toluene With aluminum (III) chloride; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate In dichloromethane at 0℃; for 2h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water at 0℃;	95%
With aluminum (III) chloride; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; sodium hydrogencarbonate In dichloromethane; water at 20 - 30℃;	83%

C28H30N4O4S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-6-(4-nitro-phenyl)-4-phenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 93%

C28H31N3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-4,6-diphenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 92%

C29H27N3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Benzyl-4,6-diphenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 91%

N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-S-methyl-S-(4-methylphenyl)sulfoximide (1192657-22-9) → 2,6-dihydronaphtho[1,2,3-cd]indol-6-one (42326-31-8) + sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
With sodium methylate In tetrahydrofuran for 0.333333h; Reflux;	A 91% B 76%

C29H33N3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-4-phenyl-6-p-tolyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 90%

C28H30ClN3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 4-(4-Chloro-phenyl)-1-cyclohexyl-6-phenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 90%

C29H33N3O3S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-6-(4-methoxy-phenyl)-4-phenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 90%

C25H27N3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Isopropyl-4,6-diphenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 89%
With sodium hydride In 1,2-dimethoxyethane Product distribution; Mechanism; 5 h, room t. then 15 min, reflux; reactions of derivatives;	A n/a B 89%

6,7-dihydro-5,7-dimethyl-3-phenyl-1-tosyl-1,2-diazepine (93627-03-3) → 3,5-dimethyl-7-phenyl-3H-1,2-diazepine (93627-06-6) + sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
With sodium ethanolate In toluene for 0.0833333h;	A 84% B n/a

C28H30N4O4S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-4-(4-nitro-phenyl)-6-phenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 83%

C29H33N3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-Cyclohexyl-6-phenyl-4-p-tolyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 82%

sodium salt of α-(cyclopenten-1-yl)acetophenone N-tosylhydrazone (73594-32-8) → 2-Phenyl-3b,4,5,6-tetrahydro-1H-3,3a-diaza-cyclopropadicyclopentene (73594-35-1) + sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
In tetrachloromethane for 2h; Heating;	A 73% B n/a

sodium salt of (Z)-(p-bromophenyl)-4-methyl-3-hexen-1-one N-tosylhydrazone (100189-03-5) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(p-bromophenyl)-6-endo-ethyl-6-exo-methyl-1,2-diazabicyclo<3.1.0>hex-2-ene (100189-09-1)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 70%

sodium salt of (E)-1,6-diphenyl-5-hexen-1-one N-tosylhydrazone (100188-83-8) → sodium 4-methylbenzenesulfinate (824-79-3) + (3aS,6aS)-3,6a-Diphenyl-3,3a,4,5,6,6a-hexahydro-cyclopentapyrazole (87013-65-8)

Conditions	Yield
In tetrachloromethane for 1h; Heating;	A n/a B 69%

sodium salt of 1-(p-chlorophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone (100189-05-7) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(p-chlorophenyl)-6,6-dimethyl-1,2-diazabicyclo<3.1.0>hex-2-ene (87013-68-1)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 68%

sodium salt of (Z)-1-phenyl-3-penten-1-one N-tosylhydrazone (100189-02-4) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-phenyl-6-endo-ethyl-6-exo-methyl-1,2-diazabicyclo<3.1.0>hex-2-ene (100189-08-0)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 65%

sodium salt of 1-(p-bromophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone (100189-04-6) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(p-bromophenyl)-6,6-dimethyl-1,2-diazabicyclo<3.1.0>hex-2-ene (87013-67-0)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 65%

C26H29N3O2S → sodium 4-methylbenzenesulfinate (824-79-3) + 1-tert-Butyl-4,6-diphenyl-1,6-dihydro-[1,2,3]triazine

Conditions	Yield
With sodium hydride In monoethylene glycol diethyl ether 5 h, room t. then 15 min, reflux;	A n/a B 65%

sodium salt of 1-(p-anisyl)-4-methyl-3-penten-1-one N-tosylhydrazone (100189-07-9) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(p-anisyl)-6,6-dimethyl-1,2-diazabicyclo<3.1.0>hex-2-ene (87013-70-5)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 62%

sodium salt of 1-(p-cyanophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone (100189-12-6) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(p-cyanophenyl)-6,6-dimethyl-1,2-diazabicyclo<3.1.0>hex-2-ene (100189-14-8)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 61%

sodium salt of 1-(m-nitrophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone (100189-11-5) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(m-nitrophenyl)-6,6-dimethyl-1,2-diazabicyclo<3.1.0>hex-2-ene (100189-13-7)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 61%

p-toluenesulfonyl chloride (98-59-9) → di(p-tolyl) disulfide (103-19-5) + sodium 4-methylbenzenesulfinate (824-79-3)

Conditions	Yield
With sodium p-thiocresolate In ethanol at 50℃; for 0.833333h;	A n/a B 61%

sodium salt of 1-(p-tolyl)-4-methyl-3-penten-1-one N-tosylhydrazone (100189-06-8) → sodium 4-methylbenzenesulfinate (824-79-3) + 3-(p-tolyl)-6,6-dimethyl-1,2-diazabicyclo<3.1.0>hex-2-ene (87013-69-2)

Conditions	Yield
In tetrachloromethane Heating;	A n/a B 60%

trans-geranyl bromide (6138-90-5) + sodium 4-methylbenzenesulfinate (824-79-3) → 3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene (53254-60-7)

Conditions	Yield
With carbon tetrabromide; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 20℃; for 24h;	100%
In N,N-dimethyl-formamide for 24h; Ambient temperature;	96%
In N,N-dimethyl-formamide	72%

pyrrolidine (123-75-1) + sodium 4-methylbenzenesulfinate (824-79-3) → N-tosylpyrrolidine (6435-78-5)

Conditions	Yield
With sodium hypochlorite In water Ambient temperature;	100%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water; acetonitrile at 50℃; for 8h;	95%
With ammonium bromide In water; acetonitrile Electrolysis;	95%

2-(bromomethyl)-6-methyl-4H-pyran-4-one (99809-37-7) + sodium 4-methylbenzenesulfinate (824-79-3) → 2-methyl-6-<(p-tolylsulfonylfonyl)methyl>-4H-pyran-4-one (99809-38-8)

Conditions	Yield
In ethanol for 1h; Heating;	100%

1-hexene (592-41-6) + sodium 4-methylbenzenesulfinate (824-79-3) → 2-iodo-1-tosylhexane (71963-96-7)

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 1.33333h; iodosulfonization;	100%
With iodine In water; ethyl acetate for 2h; Ambient temperature;

dimethylchloroamine (1585-74-6) + sodium 4-methylbenzenesulfinate (824-79-3) → N,N,4-trimethylbenzenesulfonamide (599-69-9)

Conditions	Yield
In water Ambient temperature;	100%

1-penten (109-67-1) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-(2-Iodo-pentane-1-sulfonyl)-4-methyl-benzene

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 1.33333h; iodosulfonization;	100%
With iodine In water; ethyl acetate for 2h; Ambient temperature;

1-undecene (821-95-4) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-(2-Iodo-undecane-1-sulfonyl)-4-methyl-benzene

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 1.33333h; iodosulfonization;	100%
With iodine In water; ethyl acetate for 2h; Ambient temperature;

2-chloro-2-methyl-3-(p-nitrophenyl)-3-propanone (83846-29-1) + sodium 4-methylbenzenesulfinate (824-79-3) → α-(p-methylbenzenesulfonyl)-p-nitroisobutyrophenone

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide for 6.5h; Irradiation;	100%

sodium 4-methylbenzenesulfinate (824-79-3) → sodium 4-methylbenzenesulfonothioate (3753-27-3)

Conditions	Yield
With sulfur; N-butylamine at 20℃; for 0.5h; Other amines. In a titanium autoclave.;	100%
With sulfur In pyridine for 48h; Ambient temperature;	92%
With pyridine; sulfur at 20℃; for 16h;	92%

benzyl bromide (100-39-0) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-methyl-4-(benzylsulfonyl)benzene (5395-20-0)

Conditions	Yield
In 1,4-dioxane; water	100%
With 1-butyl-3-methylimidazolium Tetrafluoroborate In water at 60℃; for 1h;	96%
With polyethylene polyamine functionalized polyacrylonitrile fiber In water at 90℃; for 0.5h; Reagent/catalyst; Green chemistry;	95%

sodium 4-methylbenzenesulfinate (824-79-3) + buta-1,3-diene (106-99-0) → (E)-1-iodo-4-tosyl-2-butene (115147-52-9)

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 3h; iodosulfonization;	100%
With iodine In dichloromethane for 6h; Ambient temperature;	93%

sodium 4-methylbenzenesulfinate (824-79-3) + α-bromoacetophenone (70-11-1) → 1-phenyl-2-tosylethanone (31378-03-7)

Conditions	Yield
In 1,4-dioxane Reflux;	100%
In 1,4-dioxane; water Reflux;	100%
In 1,4-dioxane; water Inert atmosphere;	100%

sodium 4-methylbenzenesulfinate (824-79-3) + 1-amino-2-propene (107-11-9) → 4-methyl-N-(2-propenyl)benzenesulfonamide (50487-71-3)

Conditions	Yield
With sodium hypochlorite In water Ambient temperature;	100%
With iodine In water at 20℃; for 3h; Green chemistry;	81%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In water; acetonitrile at 50℃; for 8h;	80%

methanol (67-56-1) + α-methoxystyrene (4747-13-1) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-phenyl-2-(p-tolylsulfonyl)ethanone dimethyl acetal (86409-96-3)

Conditions	Yield
With tris(pyridine-2-carboxylato)manganese(III) at 0℃;	100%

4-Nitrophenacyl bromide (99-81-0) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-(4-nitrophenyl)-2-(toluene-4-sulfonyl)ethanone (56858-46-9)

Conditions	Yield
In 1,4-dioxane; water Reflux;	100%
In ethanol Heating;
In ethanol; water at 100℃; for 0.166667h; microwave irradiation;

sodium 4-methylbenzenesulfinate (824-79-3) + 2-Bromo-4'-methoxyacetophenone (2632-13-5) → 1-(4-methoxyphenyl)-2-tosylethanone (86516-51-0)

Conditions	Yield
In 1,4-dioxane; water Reflux;	100%
In ethanol for 1.5h; Heating;	90%
In ethanol Heating;

sodium 4-methylbenzenesulfinate (824-79-3) → p-toluene sulfinic acid (536-57-2)

Conditions	Yield
With hydrogenchloride In tert-butyl methyl ether; water for 0.166667h;	100%
With hydrogenchloride In tert-butyl methyl ether; water for 0.166667h;	100%
With hydrogenchloride In tert-butyl methyl ether; water Inert atmosphere; Schlenk technique;	97%

homoalylic alcohol (627-27-0) + sodium 4-methylbenzenesulfinate (824-79-3) → 3-Iodo-4-(toluene-4-sulfonyl)-butan-1-ol

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 2.5h; iodosulfonization;	100%

1-dodecene (112-41-4) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-(2-iodo-dodecane-1-sulfonyl)-4-methyl-benzene

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 1.33333h; iodosulfonization;	100%

Dimethyldisulphide (624-92-0) + sodium 4-methylbenzenesulfinate (824-79-3) → methyl thiotosylate (4973-66-4)

Conditions	Yield
With iodine In dichloromethane at 20℃; for 1h;	100%
With iodine at 30℃; for 2h;	90%
With copper(l) iodide; 1,10-Phenanthroline; ammonium tetrafluoroborate In N,N-dimethyl acetamide; water at 30℃; for 36h;	79%

bromoacetic acid tert-butyl ester (5292-43-3) + sodium 4-methylbenzenesulfinate (824-79-3) → tert-butyl [(4-methylphenyl)sulfonyl]acetate (98317-43-2)

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 24h;	100%
In 1,4-dioxane; water for 10h; Heating;

sodium 4-methylbenzenesulfinate (824-79-3) + 4-(bromoacetyl)toluene (619-41-0) → 2-(toluene-4-sulfonyl)-1-p-tolylethanone (61820-95-9)

Conditions	Yield
In 1,4-dioxane; water Reflux;	100%
With PEG-400 at 20℃; for 0.166667h;	90%
In 1,4-dioxane; water for 6h; Reflux; Inert atmosphere;
In ethanol for 6h; Reflux;
In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 0.75h; Green chemistry;	170 mg

2-Fluorobenzaldehyde (446-52-6) + sodium 4-methylbenzenesulfinate (824-79-3) → 2-(toluene-4-sulfonyl)benzaldehyde

Conditions	Yield
In dimethyl sulfoxide at 150℃; for 15h;	100%
In dimethyl sulfoxide at 100℃; for 16h;	39%

sodium 4-methylbenzenesulfinate (824-79-3) + cyclohexene (110-83-8) → 1-((2-iodocyclohexyl)sulfonyl)-4-methylbenzene (501652-27-3)

Conditions	Yield
With iodine In dichloromethane; water at 20℃;	100%
With potassium iodide In acetonitrile at 20℃; for 1h;

sodium 4-methylbenzenesulfinate (824-79-3) + 2-Bromo-4'-phenylacetophenone (135-73-9) → 1-[1,1'-biphenyl]-4-yl-2-[(4-methylphenyl)sulfonyl]-1-ethanone (710984-37-5)

Conditions	Yield
In 1,4-dioxane; water Reflux;	100%
In 1,4-dioxane; water for 6h; Inert atmosphere; Reflux;
In 1,4-dioxane; water for 6h; Reflux; Inert atmosphere;
In ethanol; water Reflux;

N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)phenoxyacetamide (1413925-82-2) + sodium 4-methylbenzenesulfinate (824-79-3) → N-[4-hydroxy-2,5-dimethyl-3-(4-methylbenzenesulfonyl)phenyl]-2-phenoxyacetamide

Conditions	Yield
In acetic acid at 20℃;	100%

N-(2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)phenoxyacetamide (1413925-83-3) + sodium 4-methylbenzenesulfinate (824-79-3) → N-(4-hydroxy-2,6-dimethylphenyl)-N-(4-methylbenzenesulfonyl)-2-phenoxyacetamide

Conditions	Yield
In acetic acid at 20℃;	100%

N-(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)phenoxyacetamide (1413925-85-5) + sodium 4-methylbenzenesulfinate (824-79-3) → 2,6-dimethyl-4-(2-phenoxyacetylamino)phenyl 4-methylbenzenesulfonate

Conditions	Yield
In acetic acid at 20℃;	100%

1,2,4-tris-(3-chloro-3-thia-propyl)cyclohexane (1225201-62-6) + sodium 4-methylbenzenesulfinate (824-79-3) → toluene-4-thiosulfonic acid S-{2-[2,4-bis(2-toluene-4-sulfonylsulfanylethyl)cyclohexyl]ethyl} ester

Conditions	Yield
In tetrachloromethane at 26℃;	100%

Upstream product

• 100881-12-7 (2-nitro-phenyl)-(toluene-4-sulfonyloxy)-acetonitrile 
• 141-52-6 sodium ethanolate 
• 31081-09-1 Benzenesulfonic acid toluene-4-sulfonylmethyl ester 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 544-92-3 copper(I) cyanide 
• 62586-47-4 α-p-Tolylsulfonylbenzyl-p-toluenesulfonat 
• 100188-82-7 sodium salt of 1-phenyl-4-penten-1-one N-tosylhydrazone 
• 84066-53-5 sodium salt of 1-phenyl-4-methyl-3-penten-1-one N-tosylhydrazone 
• 100189-06-8 sodium salt of 1-(p-tolyl)-4-methyl-3-penten-1-one N-tosylhydrazone 
• 100189-02-4 sodium salt of (Z)-1-phenyl-3-penten-1-one N-tosylhydrazone 
• 100189-07-9 sodium salt of 1-(p-anisyl)-4-methyl-3-penten-1-one N-tosylhydrazone 
• 100189-04-6 sodium salt of 1-(p-bromophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone 
• 100189-05-7 sodium salt of 1-(p-chlorophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone 
• 100189-12-6 sodium salt of 1-(p-cyanophenyl)-4-methyl-3-penten-1-one N-tosylhydrazone 

Downstream Products

• 22381-54-0 2-(p-tolylsulfonyl)ethanol 
• 736977-06-3 4-chloro-1-nitro-2-tosylbenzene 
• 34158-66-2 S-(2-nitrophenyl) 4-toluenethiosulfonate 
• 4094-37-5 4-nitrophenyl 4-toluenesulfonate 
• 94254-50-9 4-methyl-2,6-bis-(toluene-4-sulfonyl)-pyrimidine 
• 860648-93-7 4-methyl-6-(toluene-4-sulfonyl)-pyrimidin-2-ylamine 
• 136399-20-7 1-nitro-2-p-methylphenylsulfonylethane 
• 42756-18-3 p-tolyl triphenylmethyl sulphone 
• 860518-74-7 1,2,4,5-tetrakis-(toluene-4-sulfonyl)-benzene 
• 10154-76-4 3-(toluene-4-sulfonyl)propionic acid 
• 5978-70-1 (R)-Octan-2-ol 
• 7569-26-8 chloromethyl p-tolylsulfone 
• 64879-76-1 2-tosylpropionitrile 
• 100370-83-0 N-propyl-2-(4-methylphenyl)sulfonylacetamide 

Relevant articles and documents

Copper-Catalyzed N-Directed Distal C(sp3)-H Sulfonylation and Thiolation with Sulfinate Salts

We herein report a selective and catalytic C(sp3)-H functionalization approach to access amines bearing organo-sulfonyl and organo-thiol groups. This reaction proceeds through a cascade process of N-radical formation, alkyl radical formation via 1,5-HAT, and C-S bond formation, thereby offering a series of functionalized amines. This method could enable primary, secondary, and tertiary C(sp3)-H sulfonylation and thiolation and also exhibits good functional group tolerance.

Sulfonylation of Aryl Halides by Visible Light/Copper Catalysis

An efficient visible-light-assisted, copper-catalyzed sulfonylation of aryl halides with sulfinates is reported. In our protocol, a single ligand CuI photocatalyst formed in situ was used in the photocatalytic transformation. Diverse organosulfones were obtained in moderate to good yields. This strategy demonstrates a promising approach toward the synthesis of diverse and useful organosulfones.

Visible-Light-Driven Sulfonation of α-Trifluoromethylstyrenes: Access to Densely Functionalized CF3-Substituted Tertiary Alcohol

Reported herein is a visible-light-induced sulfonation of α-trifluoromethylstyrenes with sodium sulfinates, which provides a series of α-trifluoromethyl-β-sulfonyl tertiary alcohols. This new synthetic protocol is enabled by a charge-transfer complex between oxygen and sulfinates, featuring broad substrate scope and scalability. Excellent functional group compatibility and chemoselectivity render this method suitable for sulfonation of pharmaceutically relevant molecules. In the presence of D2O, deuteriotrifluorinated products were also obtained, further demonstrating the flexibility and synthetic potentials of this strategy.