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618-41-7

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618-41-7 Usage

Purification Methods

The acid is purified by dissolving the Na salt in H2O, acidifying to Congo Red paper with HCl and adding a concentrated solution of FeCl3 whereby Fe sulfinate precipitates. Collect the salt, wash it with a little H2O, drain, suspend it in H2O and add a slight excess of 1.5M aqueous NaOH. The Fe(OH)3 precipitates, it is filtered off, the sulfinic acid in the aqueous solution is extracted with Et2O, the extract is dried (Na2SO4) and evaporated to give colourless crystals of benzenesulfinic acid m 84o which are stored under N2 in the dark, as it slowly oxidises in air to the sulfonic acid. [Beilstein 11 H 2, 11 I 3, 11 II 3, 11 III 3, 11 IV 3.]

Check Digit Verification of cas no

The CAS Registry Mumber 618-41-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 8 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 618-41:
(5*6)+(4*1)+(3*8)+(2*4)+(1*1)=67
67 % 10 = 7
So 618-41-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H6O2S/c7-9(8)6-4-2-1-3-5-6/h1-5H,(H,7,8)

618-41-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name benzenesulfinic acid

1.2 Other means of identification

Product number -
Other names Benzenesulfinic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:618-41-7 SDS

618-41-7Synthetic route

(2,4,6-trimethylphenyl) phenyl sulfone
3112-82-1

(2,4,6-trimethylphenyl) phenyl sulfone

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide for 2h; Ambient temperature;A 99%
B 100%
Methyl phenyl sulfone
3112-85-4

Methyl phenyl sulfone

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With potassium tert-butylate; benzyl bromide In tetrahydrofuran at 23 - 40℃; for 1h;98%
With sodium amalgam; ethanol
benzenesulfonic acid n-hexylester
781-07-7

benzenesulfonic acid n-hexylester

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane; isopropyl alcohol at 23℃; for 2h;A 98%
B 98%
2,2-dimethyl-3-phenylsulphonyl-1-tosyloxypropane
82777-32-0

2,2-dimethyl-3-phenylsulphonyl-1-tosyloxypropane

A

((2,2-dimethylcyclopropyl)sulfonyl)benzene
16462-89-8

((2,2-dimethylcyclopropyl)sulfonyl)benzene

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 30℃; for 4h;A 98%
B 65%
benzene
71-43-2

benzene

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With hydrogenchloride; aluminium(III) triflate; sulfur dioxide; acetic acid at 20℃; under 760.051 Torr; for 35h; Pressure; Temperature;95%
With aluminium trichloride; sulfur dioxide Zersetzen des Reaktionsprodukts mit Eis und von Salzsaeure;
With aluminium trichloride; sulfur dioxide Zersetzen des Reaktionsprodukts mit Eis und von Salzsaeure; Man bringt die Reaktion zweckmaessig durch Einleiten von etwas trocknem Chlorwasserstoff in Gang;
C22H20O4S2
82480-46-4

C22H20O4S2

A

(((1E,3E)-4-phenylbuta-1,3-dien-1-yl)sulfonyl)benzene
67229-92-9

(((1E,3E)-4-phenylbuta-1,3-dien-1-yl)sulfonyl)benzene

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 20℃; for 16h;A 94%
B 83%

A

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

B

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

C

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 180℃; for 18h; var. time and temp.; Title compound not separated from byproducts;A 20 % Spectr.
B 60 % Spectr.
C 91%
With sodium ethanolate In ethanol at 180℃; for 18h; Title compound not separated from byproducts;A 20 % Spectr.
B 60 % Spectr.
C 91%
bis(1,3-dioxoisoindolin-2-yl)hexanedioate

bis(1,3-dioxoisoindolin-2-yl)hexanedioate

2-(benzenesulfonyl)ethynylbenzene
5324-64-1

2-(benzenesulfonyl)ethynylbenzene

A

benzylidenecyclopentane
4410-77-9

benzylidenecyclopentane

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With tris(2,2'-bipyridyl)ruthenium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0.25℃; for 4h; Catalytic behavior; Mechanism; Solvent; Reagent/catalyst; Time; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;A 90%
B n/a
sodium ethanolate
141-52-6

sodium ethanolate

1-Benzenesulfonylmethyl-4,8-dithia-spiro[2.5]octane 4,4,8,8-tetraoxide
115373-55-2

1-Benzenesulfonylmethyl-4,8-dithia-spiro[2.5]octane 4,4,8,8-tetraoxide

A

2-(1,3-Diethoxy-propyl)-[1,3]dithiane 1,1,3,3-tetraoxide
115373-75-6

2-(1,3-Diethoxy-propyl)-[1,3]dithiane 1,1,3,3-tetraoxide

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
In ethanol at 20℃; for 16h;A 89%
B 88%
(cyclohex-2-enylsulfonyl)benzene
87413-32-9

(cyclohex-2-enylsulfonyl)benzene

A

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

B

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

C

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 180℃; for 19h; var. temp.; Title compound not separated from byproducts;A 21 % Spectr.
B 66 % Spectr.
C 89%
With sodium ethanolate In ethanol at 180℃; for 19h; var. temp.; Title compound not separated from byproducts;A 21 % Spectr.
B 18 % Spectr.
C 89%
sodium ethanolate
141-52-6

sodium ethanolate

(1R,2R)-2-Benzenesulfonylmethyl-cyclopropanecarbonitrile
82480-47-5, 115373-51-8

(1R,2R)-2-Benzenesulfonylmethyl-cyclopropanecarbonitrile

A

3,5-Diethoxy-pentanenitrile
115373-73-4

3,5-Diethoxy-pentanenitrile

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
In ethanol at 20℃; for 16h;A 84%
B 85%
3,4-dineopentylthiophene 1,1-dioxide
156222-94-5

3,4-dineopentylthiophene 1,1-dioxide

A

o-dineopentylbenzene
1019-77-8

o-dineopentylbenzene

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
In chlorobenzene for 15h; Heating;A 84%
B n/a
sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

benzenesulfonic acid
98-11-3

benzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; dihydrogen peroxide In ethanol; water for 0.166667h; Product distribution; Ambient temperature; other eq. of reagent;A 82%
B 18%
sodium ethanolate
141-52-6

sodium ethanolate

(1R,2R)-2-Benzenesulfonylmethyl-1-phenyl-cyclopropanecarbonitrile
82480-48-6, 115373-54-1

(1R,2R)-2-Benzenesulfonylmethyl-1-phenyl-cyclopropanecarbonitrile

A

3,5-Diethoxy-2-phenyl-pentanenitrile
115373-74-5

3,5-Diethoxy-2-phenyl-pentanenitrile

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
In ethanol at 20℃; for 16h;A 79%
B 81%
sodium ethanolate
141-52-6

sodium ethanolate

A

(2,4-Diethoxy-butane-1-sulfonyl)-benzene
82480-44-2

(2,4-Diethoxy-butane-1-sulfonyl)-benzene

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
In ethanol at 20℃; for 16h;A 66%
B 80%
In ethanol at 20℃; for 16h; Kinetics; Mechanism; Product distribution; various cyclopropanes and unstrained compounds;A 66%
B 80%
(+/-)-N-(tert-butyldimethylsilyloxy)benzenesulfinamide
1355362-43-4

(+/-)-N-(tert-butyldimethylsilyloxy)benzenesulfinamide

A

N-[(dimethyl)(1,1-dimethylethyl)silyl]benzenesulfonamide

N-[(dimethyl)(1,1-dimethylethyl)silyl]benzenesulfonamide

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With sodium hydride Aza-Brook rearrangement;A 80%
B n/a
N-Phenyl-2-benzoyl-2-phenylsulfinyl-acetamid
100749-37-9

N-Phenyl-2-benzoyl-2-phenylsulfinyl-acetamid

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

3-oxo-3-phenylpropionanilide
959-66-0

3-oxo-3-phenylpropionanilide

Conditions
ConditionsYield
With water In ethanol for 2h; Heating;A n/a
B 76%
S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

sodium salt of triacetic acid lactone
30536-52-8

sodium salt of triacetic acid lactone

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

4-hydroxy-6-methyl-3-(phenylsulfanyl)-2H-pyran-2-one
53603-21-7

4-hydroxy-6-methyl-3-(phenylsulfanyl)-2H-pyran-2-one

Conditions
ConditionsYield
In ethanolA 55%
B n/a
thiophenol
108-98-5

thiophenol

A

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

C

diphenyldisulfane
882-33-7

diphenyldisulfane

D

benzenesulfonic acid
98-11-3

benzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; dihydrogen peroxide In ethanol; water for 0.166667h; Product distribution; Ambient temperature; other eq. of reagent;A 7%
B 39%
C 15%
D 3%
With hydrogenchloride; sodium hydroxide; dihydrogen peroxide 1.) water, EtOH, rt., 10 min ; 2.) water, 0 deg C; Yield given. Multistep reaction;A 7%
B n/a
C 15%
D 3%
Methyl phenyl sulfone
3112-85-4

Methyl phenyl sulfone

sodium thiophenolate
930-69-8

sodium thiophenolate

A

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
In ethanol at 170℃; for 20h; Product distribution;A 37%
B n/a
1,1'-sulfinylbisbenzene
945-51-7

1,1'-sulfinylbisbenzene

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With water; dinitrogen monoxide Ambient temperature; Irradiation; pH:2; dependence upon pH;0.9%
methanol
67-56-1

methanol

(dma)2CH-SO2Ph
49742-78-1

(dma)2CH-SO2Ph

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

4,4'-bis(dimethylamino)benzhydrol
119-58-4

4,4'-bis(dimethylamino)benzhydrol

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

benzenesulfonamide
98-10-2

benzenesulfonamide

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

Phenyl azide
622-37-7

Phenyl azide

Conditions
ConditionsYield
With potassium hydroxide; benzene diazonium chloride
methyl magnesium iodide
917-64-6

methyl magnesium iodide

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

diethyl ether
60-29-7

diethyl ether

A

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

C

diphenyldisulfane
882-33-7

diphenyldisulfane

1-phenyl-2-(phenylsulfonyl)ethane
27846-25-9

1-phenyl-2-(phenylsulfonyl)ethane

ethanol
64-17-5

ethanol

sodium ethanolate
141-52-6

sodium ethanolate

A

styrene
292638-84-7

styrene

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
at 235℃;
S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

diethyl ether
60-29-7

diethyl ether

phenylmagnesium iodide
16002-63-4

phenylmagnesium iodide

A

biphenyl
92-52-4

biphenyl

B

diphenyl sulfide
139-66-2

diphenyl sulfide

C

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

D

diphenyldisulfane
882-33-7

diphenyldisulfane

S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

A

thiophenol
108-98-5

thiophenol

B

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With ethanol; zinc
With ethanol; hydrogen sulfide
S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

Conditions
ConditionsYield
With ethanol; thiophenol
With ethanol; 2-Naphthalenethiol
With methyl magnesium iodide; diethyl ether
With diethyl ether; phenylmagnesium iodide
Multi-step reaction with 2 steps
1: alcohol; zinc
2: alcohol
View Scheme
S-Phenyl benzenethiosulfonate
1212-08-4

S-Phenyl benzenethiosulfonate

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With potassium hydroxide
ethanol
64-17-5

ethanol

1-phenyl-3-(phenylsulfonyl)propan-1-one
65885-28-1

1-phenyl-3-(phenylsulfonyl)propan-1-one

sodium ethanolate
141-52-6

sodium ethanolate

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-decenyl(phenyl)(tetrafluoroborato)-λ3-iodane
102987-32-6

1-decenyl(phenyl)(tetrafluoroborato)-λ3-iodane

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Z)-[β-(phenylsulfonyl)vinyl]iodonium tetrafluoroborate

(Z)-[β-(phenylsulfonyl)vinyl]iodonium tetrafluoroborate

Conditions
ConditionsYield
In methanol at 0℃; for 0.5h;100%
dirhodium tetraacetate

dirhodium tetraacetate

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

tri(phenylsulphinato)rhodium(III)

tri(phenylsulphinato)rhodium(III)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: CH3CO2H, H2; N2-atmosphere; excess of sulphinic acid, refluxing for 4 h (pptn.); filtration (in air), washing (THF), drying (vac.); elem. anal.;100%
In methanol byproducts: CH3CO2H, H2; N2-atmosphere;99%
1,3-diphenyl-2-propynone
7338-94-5

1,3-diphenyl-2-propynone

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Z)-1,3-diphenyl-3-(phenylsulfonyl)prop-2-en-1-one

(Z)-1,3-diphenyl-3-(phenylsulfonyl)prop-2-en-1-one

Conditions
ConditionsYield
In ethanol at 20℃; for 40h; pH=3.5; Kinetics; Time; stereoselective reaction;99%
With 2,6-di-tert-butyl-4-methyl-phenol In ethanol Inert atmosphere;98%
With methanol
[1-(3-cyclopentyl)propynyl]-phenyliodonium tetrafluoroborate
105502-63-4

[1-(3-cyclopentyl)propynyl]-phenyliodonium tetrafluoroborate

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Z)-phenyl(3-cyclopentyl-2-(phenylsulfonyl)-1-propenyl)iodonium tetrafluoroborate

(Z)-phenyl(3-cyclopentyl-2-(phenylsulfonyl)-1-propenyl)iodonium tetrafluoroborate

Conditions
ConditionsYield
In methanol at 0℃; for 0.5h;99%
1-methylindole
603-76-9

1-methylindole

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-methyl-3-(phenylthio)-1H-indole
63955-67-9

1-methyl-3-(phenylthio)-1H-indole

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 80℃; for 12h; regioselective reaction;99%
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid at 70℃; for 0.166667h; Sealed tube; Microwave irradiation; Green chemistry;95%
C12H7N3S
1313215-29-0

C12H7N3S

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

3-(phenylsulfonyl)-2-(thiophen-2-yl)-1H-indole

3-(phenylsulfonyl)-2-(thiophen-2-yl)-1H-indole

Conditions
ConditionsYield
With tert.-butylhydroperoxide In decane; N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; Sealed tube;99%
1-((2-azidophenyl)ethynyl)naphthalene

1-((2-azidophenyl)ethynyl)naphthalene

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

2-(naphthalen-1-yl)-3-(phenylsulfonyl)-1H-indole

2-(naphthalen-1-yl)-3-(phenylsulfonyl)-1H-indole

Conditions
ConditionsYield
With tert.-butylhydroperoxide In decane; N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; Sealed tube;99%
1-phenyl-hept-2-yn-1-one
18998-78-2

1-phenyl-hept-2-yn-1-one

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Z)-1-phenyl-3-(phenylsulfonyl)hept-2-en-1-one

(Z)-1-phenyl-3-(phenylsulfonyl)hept-2-en-1-one

Conditions
ConditionsYield
In ethanol at 20℃; for 40h; pH=3.5; stereoselective reaction;99%
With vanillin In ethanol at 20℃; UV-irradiation;99%
p-chlorobenzoylphenylacetylene
16616-42-5

p-chlorobenzoylphenylacetylene

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Z)-1-(4-chlorophenyl)-3-phenyl-3-(phenylsulfonyl)prop-2-en-1-one

(Z)-1-(4-chlorophenyl)-3-phenyl-3-(phenylsulfonyl)prop-2-en-1-one

Conditions
ConditionsYield
In ethanol at 20℃; for 40h; pH=3.5; stereoselective reaction;99%
With vanillin In ethanol at 20℃; UV-irradiation;99%
1-(3,4-dichlorophenyl)-3-phenyl-2-propyn-1-one
33320-96-6

1-(3,4-dichlorophenyl)-3-phenyl-2-propyn-1-one

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Z)-1-(3,4-dichlorophenyl)-3-phenyl-3-(phenylsulfonyl)prop-2-en-1-one

(Z)-1-(3,4-dichlorophenyl)-3-phenyl-3-(phenylsulfonyl)prop-2-en-1-one

Conditions
ConditionsYield
In ethanol at 20℃; for 40h; pH=3.5; stereoselective reaction;99%
Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one
14939-05-0

1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one

(E)-1-phenyl-3-(phenylsulfonyl)-3-(p-tolyl)prop-2-en-1-one

(E)-1-phenyl-3-(phenylsulfonyl)-3-(p-tolyl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 40h; stereoselective reaction;99%
2-vinyl-β-ionol
5208-93-5

2-vinyl-β-ionol

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-Benzolsulfonyl-3-methyl-5-(2',6',6'-trimethyl-cyclohex-1-enyl)-penta-2,4-dien
50464-14-7

1-Benzolsulfonyl-3-methyl-5-(2',6',6'-trimethyl-cyclohex-1-enyl)-penta-2,4-dien

Conditions
ConditionsYield
In water at 40℃; Temperature; Microwave irradiation;99%
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-(1-(phenylsulfonyl)ethyl)pyrrolidin-2-one

1-(1-(phenylsulfonyl)ethyl)pyrrolidin-2-one

Conditions
ConditionsYield
With photoredox catalyst Ni/TiO2 In acetonitrile at 20℃; for 3.5h; Molecular sieve; Irradiation;99%
allyl alcohol
107-18-6

allyl alcohol

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

Conditions
ConditionsYield
palladium(II) acetylacetonate; triethylaluminum; triphenylphosphine In toluene at 100℃; for 5h;98%
maleic anhydride
930-60-9

maleic anhydride

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

4-phenylsulfonyl-1,3-cyclopentanedione
106609-97-6

4-phenylsulfonyl-1,3-cyclopentanedione

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 24h;98%
allyl 2-chlorophenyl ether
20788-42-5

allyl 2-chlorophenyl ether

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

Conditions
ConditionsYield
palladium(II) acetylacetonate; triethylaluminum; triphenylphosphine In toluene at 100℃; for 5h;98%
(R)-N-(1-(4-methoxyphenyl)ethyl)-4-methyl-benzenesulfonamide
1125576-35-3

(R)-N-(1-(4-methoxyphenyl)ethyl)-4-methyl-benzenesulfonamide

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-(1-Benzenesulfonyl-ethyl)-4-methoxy-benzene
107270-96-2

1-(1-Benzenesulfonyl-ethyl)-4-methoxy-benzene

Conditions
ConditionsYield
In chloroform at 20℃; for 10h; optical yield given as %ee;98%
Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

isopropenylbenzene
98-83-9

isopropenylbenzene

2-hydroxy-2-phenylpropyl phenyl sulfone
77144-79-7

2-hydroxy-2-phenylpropyl phenyl sulfone

Conditions
ConditionsYield
Stage #1: Benzenesulfinic acid; isopropenylbenzene With pyridine; oxygen In chloroform at 45℃; under 760.051 Torr; for 1.33333h; Schlenk technique;
Stage #2: With triphenylphosphine In chloroform at 45℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; Solvent; Temperature; Schlenk technique;
98%
With 1,4-diaza-bicyclo[2.2.2]octane; eosin y In acetonitrile at 25 - 30℃; for 24h; Irradiation;98%
With Graphite; tetrabutylammonium tetrafluoroborate; water; platinum In acetonitrile at 20℃; for 4.5h; Reagent/catalyst; Electrochemical reaction;76%
indole
120-72-9

indole

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

3-phenylthioindole
54491-43-9

3-phenylthioindole

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 80℃; for 12h; Reagent/catalyst; Solvent; regioselective reaction;98%
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid at 70℃; for 0.166667h; Reagent/catalyst; Temperature; Sealed tube; Microwave irradiation; Green chemistry;95%
5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

5-bromo-3-(phenylsulfanyl)-1H-indole

5-bromo-3-(phenylsulfanyl)-1H-indole

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 80℃; for 12h; regioselective reaction;98%
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid at 70℃; for 0.166667h; Sealed tube; Microwave irradiation; Green chemistry;92%
di-isopropyl azodicarboxylate
2446-83-5

di-isopropyl azodicarboxylate

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

diisopropyl 1-(phenylsulfonyl)hydrazine-1,2-dicarboxylate
60226-11-1

diisopropyl 1-(phenylsulfonyl)hydrazine-1,2-dicarboxylate

Conditions
ConditionsYield
In methanol at 20℃; for 12h; Solvent; Temperature; Green chemistry;98%
di-tert-butyl-diazodicarboxylate
870-50-8

di-tert-butyl-diazodicarboxylate

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

di-tert-butyl 1-(phenylsulfonyl)hydrazine-1,2-dicarboxylate

di-tert-butyl 1-(phenylsulfonyl)hydrazine-1,2-dicarboxylate

Conditions
ConditionsYield
In methanol at 20℃; for 12h; Green chemistry;98%
1,1-bis(4-methoxyphenyl)prop-2-en-1-ol
101018-40-0

1,1-bis(4-methoxyphenyl)prop-2-en-1-ol

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

4,4’-[3-(phenylsulfonyl)prop-1-ene-1,1-diyl]bis(methoxybenzene)

4,4’-[3-(phenylsulfonyl)prop-1-ene-1,1-diyl]bis(methoxybenzene)

Conditions
ConditionsYield
With oxygen In 1,2-dichloro-ethane at 120℃; for 0.0833333h; regioselective reaction;98%
C15H11N3
1417819-67-0

C15H11N3

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

5-methyl-2-phenyl-3-(phenylsulfonyl)-1H-indole

5-methyl-2-phenyl-3-(phenylsulfonyl)-1H-indole

Conditions
ConditionsYield
With tert.-butylhydroperoxide In decane; N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; Sealed tube;98%
Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one
14939-05-0

1-phenyl-3-(4-methylphenyl)prop-2-yn-1-one

(Z)-1-phenyl-3-(phenylsulfonyl)-3-(p-tolyl)prop-2-en-1-one

(Z)-1-phenyl-3-(phenylsulfonyl)-3-(p-tolyl)prop-2-en-1-one

Conditions
ConditionsYield
In ethanol at 20℃; for 72h; pH=3.5; stereoselective reaction;98%
3-piperidyl-1,7-octadiene
64579-51-7, 78344-18-0, 78344-19-1

3-piperidyl-1,7-octadiene

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

(Octa-1,7-diene-3-sulfonyl)-benzene

(Octa-1,7-diene-3-sulfonyl)-benzene

Conditions
ConditionsYield
palladium(II) acetylacetonate; triethylaluminum; triphenylphosphine In toluene at 100℃; for 5h;97%

618-41-7Relevant articles and documents

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Kice,Margolis

, p. 3623 (1975)

-

-

Olah et al.

, p. 2546 (1970)

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Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao

supporting information, (2021/11/09)

A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.

Visible-Light-Induced Radical Cascade Cyclizations of 1,7-Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal-Free Conditions

Liu, Qi,Mei, Yousheng,Wang, Lei,Ma, Yongmin,Li, Pinhua

supporting information, p. 5669 - 5680 (2020/10/28)

Visible-light-induced strategy to access sulfonated chromanes and sulfonated 1,2,3,4-tetrahydroquinolines via a radical cascade cyclization of 1-(arylethynyl)-2-(vinyloxy)benzenes and N-allyl-2-(arylethynyl)anilines with aromatic and aliphatic sulfinic acids has been developed. In the presence of TBHP (7.5 mol%) as an oxidant and Eosin Y (3.0 mol%) as a photocatalyst, the reactions undergo smoothly to afford the corresponding products in good yields at room temperature under metal-free conditions. This transformation features low loading of TBHP, mild reaction conditions, simple operation, broad functional-group tolerance, and good yields of products. (Figure presented.).

Insights into the electrochemical degradation of sulfamethoxazole and its metabolite by Ti/SnO2-Sb/Er-PbO2 anode

Wang, Yanping,Zhou, Chengzhi,Wu, Jinhua,Niu, Junfeng

supporting information, p. 2673 - 2677 (2020/06/01)

Electrochemical degradation of sulfamethoxazole (SMX) and its metabolite acetyl-sulfamethoxazole (Ac-SMX) by Ti/SnO2-Sb/Er-PbO2 were investigated. Results indicated that the electrochemical degradation of SMX and Ac-SMX followed pseu

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