Product Name

  • Name

    4-Pyridineethanesulfonic acid

  • EINECS 258-331-3
  • CAS No. 53054-76-5
  • Density 1.397 g/cm3
  • Solubility soluble in acid and alkaline, almost insoluble water, cold methanol and ethanol.
  • Melting Point 297-299 ºC (dec.)
  • Formula C7H9 N O3 S
  • Boiling Point °Cat760mmHg
  • Molecular Weight 187.219
  • Flash Point °C
  • Transport Information UN 2585
  • Appearance Off-White to light yellow Powder
  • Safety S26 S36/37/39 45
  • Risk Codes R36/37/38   
  • Molecular Structure Molecular Structure of 53054-76-5 (4-Pyridineethanesulfonic acid)
  • Hazard Symbols
  • Synonyms 2-(4-Pyridyl)ethanesulfonicacid; 4-(2-Sulfoethyl)pyridine; 4-Pyridylethylsulfonic acid; NSC 87853; g-(2-Sulfoethyl)pyridine
  • PSA 75.64000
  • LogP 1.59270

Synthetic route

4-vinylpyridine
100-43-6

4-vinylpyridine

2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

Conditions
ConditionsYield
With sodium hydrogensulfite In water at 20℃;90%
With water; sodium hydrogensulfite
With ethanol; sulfur dioxide
4-vinylpyridine
100-43-6

4-vinylpyridine

water
7732-18-5

water

sodium hydrogensulfite

sodium hydrogensulfite

2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

water
7732-18-5

water

silver(l) oxide
20667-12-3

silver(l) oxide

[μ3-2-(4-pyridyl)ethanesulfonato-N,O,O']-aqua-silver(I)

[μ3-2-(4-pyridyl)ethanesulfonato-N,O,O']-aqua-silver(I)

Conditions
ConditionsYield
In methanol; water mixt. of 2-(4-pyridyl)ethanesulfonic acid and Ag2O in CH3OH/H2O heated to 40°C for 1 h with vigorously stirring; cooled; filtered; crystals were obtained from mother liquor by slow evapn. at room temp. for several ds; elem. anal.;85%
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

2-(pyridin-4-yl)ethanesulfonyl chloride hydrochloride

2-(pyridin-4-yl)ethanesulfonyl chloride hydrochloride

Conditions
ConditionsYield
With phosphorus pentachloride In trichlorophosphate at 0 - 60℃; for 2h;78%
With trichlorophosphate In tetrachloromethane
2,4,6-triamino-s-triazine
108-78-1

2,4,6-triamino-s-triazine

2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

silver perchlorate

silver perchlorate

melamine-[2-(4-pyridyl)ethanesulfonato-N]-silver(I)
736149-73-8

melamine-[2-(4-pyridyl)ethanesulfonato-N]-silver(I)

Conditions
ConditionsYield
In methanol mixt. of 2-(4-pyridyl)ethanesulfonic acid, melamine and AgClO4 in CH3OH heated to 40°C for 1 h with vigorously stirring; cooled; filtered; ppt. dissolved in DMSO; crystals were obtained by slow evapn. at room temp. for several ds; elem. anal.;62%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

copper(II) nitrate trihydrate

copper(II) nitrate trihydrate

diaqua(1,10-phenanthroline)copper(II) sulfate

diaqua(1,10-phenanthroline)copper(II) sulfate

Conditions
ConditionsYield
In methanol; water at 130℃; for 72h; Autoclave;60%
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

3-(4-Hydroxyphenyl)-2-(4-pyridinio)-2-propenesulfonate
111260-13-0

3-(4-Hydroxyphenyl)-2-(4-pyridinio)-2-propenesulfonate

Conditions
ConditionsYield
With piperidine In dimethyl sulfoxide at 110℃; for 12h;5%
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

3-(4-Methoxyphenyl)-2-(4-pyridinio)-2-propenesulfonate
111260-14-1

3-(4-Methoxyphenyl)-2-(4-pyridinio)-2-propenesulfonate

Conditions
ConditionsYield
With piperidine In dimethyl sulfoxide5%
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

N-3-(4-piperidineethanesulfonyl)-nipecotyl-3-aminopropionic acid.HCl

N-3-(4-piperidineethanesulfonyl)-nipecotyl-3-aminopropionic acid.HCl

Conditions
ConditionsYield
With 4-methyl-morpholine; hydrogenchloride; hydrogen; benzyl chloroformate; platinum(IV) oxide
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

Zn(ClO4)2·2H2O

Zn(ClO4)2·2H2O

water
7732-18-5

water

tetraaquabis[2-(4-pyridyl)ethanesulfonato-N]zinc(II)
292859-25-7

tetraaquabis[2-(4-pyridyl)ethanesulfonato-N]zinc(II)

Conditions
ConditionsYield
With pyridine; water 2-(4-pyridyl)ethanesulfonic acid and Zn(ClO4)2*2H2O added to water and pyridine; soln. was evapd. at room temp. for a few days;
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}ethanesulfonic acid
198959-43-2

2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}ethanesulfonic acid

Conditions
ConditionsYield
Stage #1: 2-(pyridin-4-yl)-ethanesulfonic acid With ammonia; hydrogen; 5% rhodium on activated aluminium oxide In water at 30℃; under 3800.26 Torr;
Stage #2: benzyl chloroformate In water at 0 - 20℃; for 1h;
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

(R)-1-{3-(3,5-difluorophenyl)-3-[4-(methylsulfonyl)phenyl]propyl}-4-[2-(piperidin-1-ylsulfonyl)ethyl]piperidine hydrochloride

(R)-1-{3-(3,5-difluorophenyl)-3-[4-(methylsulfonyl)phenyl]propyl}-4-[2-(piperidin-1-ylsulfonyl)ethyl]piperidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: ammonia; hydrogen / 5% rhodium on activated aluminium oxide / water / 30 °C / 3800.26 Torr
1.2: 1 h / 0 - 20 °C
2.1: thionyl chloride / 4 h / Heating / reflux
3.1: dichloromethane / 2 h / 5 - 20 °C
4.1: hydrogenchloride; hydrogen / 5%-palladium/activated carbon / ethanol; water / 24 h / 20 °C
5.1: potassium carbonate / acetonitrile / 6 h / Heating / reflux
View Scheme
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}ethanesulfonyl chloride
184965-14-8

2-{1-[(benzyloxy)carbonyl]piperidin-4-yl}ethanesulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ammonia; hydrogen / 5% rhodium on activated aluminium oxide / water / 30 °C / 3800.26 Torr
1.2: 1 h / 0 - 20 °C
2.1: thionyl chloride / 4 h / Heating / reflux
View Scheme
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

benzyl 4-[2-(piperidin-1-ylsulfonyl)ethyl]piperidine-1-carboxylate
833491-17-1

benzyl 4-[2-(piperidin-1-ylsulfonyl)ethyl]piperidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonia; hydrogen / 5% rhodium on activated aluminium oxide / water / 30 °C / 3800.26 Torr
1.2: 1 h / 0 - 20 °C
2.1: thionyl chloride / 4 h / Heating / reflux
3.1: dichloromethane / 2 h / 5 - 20 °C
View Scheme
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

1-[(2-piperidin-4-ylethyl)sulfonyl]piperidine hydrochloride
833491-18-2

1-[(2-piperidin-4-ylethyl)sulfonyl]piperidine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ammonia; hydrogen / 5% rhodium on activated aluminium oxide / water / 30 °C / 3800.26 Torr
1.2: 1 h / 0 - 20 °C
2.1: thionyl chloride / 4 h / Heating / reflux
3.1: dichloromethane / 2 h / 5 - 20 °C
4.1: hydrogenchloride; hydrogen / 5%-palladium/activated carbon / ethanol; water / 24 h / 20 °C
View Scheme
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

2-(pyridin-4-yl)ethanesulfonyl chloride

2-(pyridin-4-yl)ethanesulfonyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide for 0.5h; Reflux;
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

2-(pyridin-4-yl)ethanesulfonamide

2-(pyridin-4-yl)ethanesulfonamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride; N,N-dimethyl-formamide / 0.5 h / Reflux
2: ammonium hydroxide / dichloromethane / 12 h / 0 - 20 °C
View Scheme
2-(pyridin-4-yl)-ethanesulfonic acid
53054-76-5

2-(pyridin-4-yl)-ethanesulfonic acid

terephthalic acid
100-21-0

terephthalic acid

chromium(III) chloride hexahydrate

chromium(III) chloride hexahydrate

hydrogen fluoride
7664-39-3

hydrogen fluoride

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Cr6O2F2(12+)*6C8H4O4(2-)*5.6C3H7NO*1.45C7H9NO3S

Cr6O2F2(12+)*6C8H4O4(2-)*5.6C3H7NO*1.45C7H9NO3S

Conditions
ConditionsYield
at 210℃; for 24h; Autoclave;

4-Pyridineethanesulfonic acid Chemical Properties

The molecular structure of 4-Pyridineethanesulfonic acid (CAS NO.53054-76-5) is

IUPAC Name: 2-Pyridin-4-ylethanesulfonic acid 
Canonical SMILES: C1=CN=CC=C1CCS(=O)(=O)O
Molecular Formula: C7H9 NO3S
Molecular Weight: 187.21
EINECS: 258-331-3
Density: 1.397 g/cm3
Melting Point: 297-299 ºC (dec.)
Solubility: soluble in acid and alkaline, almost insoluble water, cold methanol and ethanol.
Appearance: Off-White to light yellow Powder
Freely Rotating Bonds: 3
Polar Surface Area: 64.64 Å2
Index of Refraction: 1.573
Molar Refractivity: 44.16 cm3
Molar Volume: 134 cm3
Polarizability: 17.5 ×10-24 cm3
Surface Tension: 63.2 dyne/cm
The Cas Register Number  of 4-Pyridineethanesulfonic acid is 53054-76-5. The chemical synonyms of 4-Pyridineethanesulfonic acid (CAS NO.53054-76-5) are Pyrid-4-ylethylsulfonic acid ; Pyridin-4-ylethanesulphonic acid ; 4-Pyridyl-2-ethyl sulfonic acid ; 4-Pyridineethenesulfonic acid ; 4-Pyridineethanesulfonic acid .

4-Pyridineethanesulfonic acid Uses

 4-Pyridineethanesulfonic acid (CAS NO.53054-76-5) is used in organic synthesis and as  pharmaceutical intermediates, sickle cell hemoglobin gelation inhibitor .

4-Pyridineethanesulfonic acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2585 8/PG 3
WGK Germany: 2
HazardClass: 8
PackingGroup: III

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