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CAS RN: 24367-66-6 | Product Number: O0533

Sodium Pyridine-2-sulfinate


Purity: >95.0%(T)
Synonyms:
  • Pyridine-2-sulfinic Acid Sodium Salt
Documents:
250MG
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1G
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Product Number O0533
Purity / Analysis Method >95.0%(T)
Molecular Formula / Molecular Weight C__5H__4NNaO__2S = 165.14  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Hygroscopic
CAS RN 24367-66-6
Reaxys Registry Number 5659853
MDL Number

MFCD20483664

Specifications
Appearance White to Light yellow powder to crystal
Purity(HPLC) min. 93.0 area%
Purity(Nonaqueous Titration) min. 95.0 %
Melting point 283.0 to 287.0 °C
Properties (reference)
Melting Point 285 °C
Solubility in water Soluble
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
Related Laws:
Transport Information:
HS Number 2933.39.6190
Application
TCI Practical Example: Palladium-Catalyzed Coupling Reaction of the Heterocyclic Sulfinate

Palladium-Catalyzed Coupling Reaction of the Heterocyclic Sulfinate

Used Chemicals

Procedure

Sodium pyridine-2-sulfinate (0.15 g,0.88 mmol), palladium(II) acetate (6.6 mg, 29 µmol), di-tert-butyl(methyl)phosphonium tetrafluoroborate (15 mg, 58 µmol), 4-bromotoluene (0.10 g, 0.58 mmol), potassium carbonate (0.16 g, 1.2 mmol), 1,4-dioxane (3 mL) were placed in a pressure vessel under nitrogen atmosphere at room temperature. The reaction mixture was stirred for 4 days at 120 °C, then palladium(II) acetate (6.6 mg, 29 µmol) and di-tert-butyl(methyl)phosphonium tetrafluoroborate (15 mg, 58 µmol) was added. The reaction mixture was stirred for another 4 days at 120 °C, then diluted with ethyl acetate and washed with water. The organic layer was dried by sodium sulfate, then concentrated under reduced pressure. The resulting crude product was purified by column chromatography (hexane:ethyl acetate = 5:1 on silica gel) to give 1 as a yellow oil (29 mg, 29% yield).

Experimenter’s Comments

The reaction mixtures were monitored by 1H NMR.

Analytical Data

2-(p-Tolyl)pyridine (1)

1H NMR (400 MHz, CDCl3); δ 8.68 (d, 1H, J = 5.0 Hz), 7.89 (d, 2H, J = 8.3 Hz), 7.78-7.68 (m, 2H), 7.28 (d, 2H, J = 7.8 Hz), 7.23-7.18 (m, 1H), 2.41 (s, 3H).

13C NMR (101 MHz, CDCl3); δ 157.8, 149.7, 139.1, 136.8, 136.7, 129.6, 126.9, 121.9, 120.4, 21.4. (2C are overlapped at aromatic area)

Lead Reference


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