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3-(1-Pyridinio)-1-propanesulfonate

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3-(1-Pyridinio)-1-propanesulfonate Basic information

Product Name:
3-(1-Pyridinio)-1-propanesulfonate
Synonyms:
  • NDSB-201
  • PPS
  • PYRIDINIUM N-PROPYL SULFOBETAINE
  • 3-(1-PYRIDINIO)-1-PROPANESULFONATE
  • 3-(1-PYRIDINIO)-1-PROPANESULFONATE INNER SALT
  • 3-(1-PYRIDINIO)PROPANESULFONATE
  • 3-(1-PYRIDINO)-1-PROPANE SULFONATE
  • 1-(3-SULFOPROPYL)PYRIDINIUM BETAIN
CAS:
15471-17-7
MF:
C8H11NO3S
MW:
201.24
EINECS:
239-491-3
Product Categories:
  • Detergents
  • Pyridinium Compounds
  • Sulfobetaines
  • 15471-17-7
Mol File:
15471-17-7.mol
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3-(1-Pyridinio)-1-propanesulfonate Chemical Properties

Melting point:
275-277 °C
Density 
1.53[at 20℃]
vapor pressure 
0Pa at 25℃
Flash point:
160 °C
storage temp. 
Sealed in dry,Room Temperature
solubility 
Methanol (Slightly), Water (Slightly)
form 
White powder
color 
White
Water Solubility 
240.5g/L at 25℃
BRN 
1621867
InChI
InChI=1S/C8H11NO3S/c10-13(11,12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2
InChIKey
REEBJQTUIJTGAL-UHFFFAOYSA-N
SMILES
C1C=CC=C[N+]=1CCCS([O-])(=O)=O
LogP
-2.78 at 21.5℃
CAS DataBase Reference
15471-17-7
EPA Substance Registry System
Pyridinium, 1-(3-sulfopropyl)-, inner salt (15471-17-7)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-24/25-22
WGK Germany 
3
HS Code 
29333990

MSDS

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3-(1-Pyridinio)-1-propanesulfonate Usage And Synthesis

Uses

Pyridinium propyl sulfobetaine(15471-17-7) can be used:

  • As a Bronsted acid ionic liquid catalyst in combination with H2SO4 and H3PO4 for the dehydration of glycerol to acrolein via semi-batch reaction technique.
  • As a catalyst in the form of sulfonated heteropoly acid salts for the synthesis of isoamyl isovalerate.
  • In the preparation of molybdenum imido alkylidene NHC catalysts, which are used in biphasic olefin metathesis.
  • To prepare water-stable SO3H-functionalized Br?nsted acidic task-specific ionic liquids (TSILs).
  • In was bright nickel plating, it is a start material to make brightener, A high efficiency brightener and leveler. Because of its high purity, Pyridinium propyl sulfobetaine cannot carry other harmful impurity or salts to baths. 

Description

3-(1-Pyridinio)-1-propanesulfonate is a white crystalline powder used to prepare electroplating additives.It has good thermal qualitative and chemical stability, and its mechanical strength is also very good. The low polymer molecular weight is prone to disproportionation and cross-linking reactions.

Chemical Properties

White to Off-White Solid.

Uses

3-(1-Pyridinio)-1-propanesulfonate can be used:

  • As a Bronsted acid ionic liquid catalyst in combination with H2SO4 and H3PO4 for the dehydration of glycerol to acrolein via semi-batch reaction technique.
  • As a catalyst in the form of sulfonated heteropoly acid salts for the synthesis of isoamyl isovalerate.
  • In the preparation of molybdenum imido alkylidene NHC catalysts, which are used in biphasic olefin metathesis.
  • To prepare water-stable SO3H-functionalized Br?nsted acidic task-specific ionic liquids (TSILs).

Uses

3-(1-Pyridinio)-1-propanesulfonate is a non detergent sulfobetaine used as a mild solubilizing and stabilizing agent for halophilic malate dehydrogenase, halophilic elongation factor Tu (hTu), pig heart malate dehydrogenase, chicken egg w hite lysozyme and E. coli beta-galactosidase. Preserves the antigenic conformation of serine protease gp76. Does not interfere with colorimetric assays using p-nitrophenylphosphate and o-nitrophenyl -b-D-galactopyranoside as substrates. Reduces aggregation and significantly improves protein renaturation. Zwitterionic over a wide pH range. Does not absorb significantly in the near-UV range. Ca n be easily removed by dialysis.

Uses

Stronger leveling agent in nickel electroplating

Application

3-(1-Pyridinio)-1-propanesulfonate is used in the preparation of electroplating additives,and it is used in medicine and daily chemicals.

Hazard

3-(1-Pyridinio)-1-propanesulfonate is irritating to the eyes and skin, especially the eyes, and may cause respiratory irritation in a single exposure. It may also cause specific target organ toxicity.

Synthesis

In the equipped with a stirrer, thermometer, Calcium chloride drying tube and dropping funnelNecked flask was charged with 6.10g (0.05 mol)1,3-propanesultone and 150 mL of ethyl acetate was added and stirred until 1,3-propanesultone was dissolved. The flask was heated to 60°C in an oil bath equipped with methyl silicone oil. A solution of 5.14 g (0.065 mol) of pyridine was slowly added dropwise 50 mL of ethyl acetate, after the completion of the dropwise addition (dropwise time: 30 min)Insulation reaction 2h, pressure filtration, the residue was washed with ethyl acetate, vacuum drying, to give 3-(1-Pyridinio)-1-propanesulfonate 8.64 g. The yield was 86.0%.

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