Pyridine hydrochloride, 98%
Pyridine hydrochloride, 98%
Pyridine hydrochloride, 98%
Thermo Scientific Chemicals

Pyridine hydrochloride, 98%

CAS: 628-13-7 | C5H6ClN | 115.56 g/mol
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Catalog number A10871.18
also known as A10871-18
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Chemical Identifiers
CAS628-13-7
IUPAC Namepyridin-1-ium chloride
Molecular FormulaC5H6ClN
InChI KeyAOJFQRQNPXYVLM-UHFFFAOYSA-N
SMILES[Cl-].C1=CC=[NH+]C=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to cream
FormCrystals or powder or crystalline powder or lumps or fused solid
Water Content (Karl Fischer Titration)≤1.5%
Assay (Freebase GC)≥97.5%
Identification (FTIR)Conforms
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Pyridine hydrochloride is a classical reagent for cleavage of aryl methyl ethers at 200-220o. It is also used in the demethylation of 4,5-dimethyl-7-methoxy-1-tetralone.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Pyridine hydrochloride is a classical reagent for cleavage of aryl methyl ethers at 200-220o. It is also used in the demethylation of 4,5-dimethyl-7-methoxy-1-tetralone.

Solubility
Soluble in water (85 g/100 ml) and methanol.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. It is hygroscopic in nature.
RUO – Research Use Only

General References:

  1. William G. Dauben.; Gerhard J. Fonken. Trofimov. Isomerization of Isospirostans to Furostenols with Pyridine Hydrochloride as the Catalyst. J. Am. Chem. Soc. 1954, 76, (18), 4618-4619.
  2. T. S. Hamilton.; Roger Adams. Reduction Of Pyridine Hydrochloride And Pyridonium Salts By Means Of Hydrogen And Platinum-Oxide Platinum Black. XVIII1. J. Am. Chem. Soc. 1928, 50, (8), 2260-2263.
  3. Classical reagent for cleavage of aryl methyl ethers at 200-220 ° : Ber ., 75, 445 (1942), avoiding the strongly acidic or basic conditions of some alternative methods; see, e.g.: J. Org. Chem., 27, 4660 (1962):
  4. Demethylation of methyl aryl ethers can also be carried out under solvent-free conditions with microwave irradiation: J. Chem. Res. (Synop.), 394 (1999).
  5. Epoxides at ambient temperature in chloroform give chlorohydrins: Synth. Commun., 11, 287 (1981).
  6. In DMF, has been used for the conversion of alkyl tosylates to chlorides at room temperature: J. Am. Chem. Soc., 80, 2726 (1958).
  7. Cleaves N-trityl groups from histidine residues in peptide synthesis: Tetrahedron Lett., 28, 6031 (1987).
  8. Mild acid catalyst, e.g. in the formation of acetals with ethylene glycol: J. Org. Chem., 31, 26 (1966), or 1,3-propanediol: Bull. Soc. Chim. Fr., 2287 (1972); and in the Fischer indole synthesis for acid-sensitive substrates: Synthesis, 645 (1977).