Pyridinium chloride

Short description: Chemical compound

Pyridinium chloride[1][2]

The chemical structure of pyridinium chloride

Names
IUPAC name

Pyridinium chloride

Other names

Pyridine hydrochloride

Identifiers

CAS Number

* 628-13-7 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 62609

EC Number |

* 211-027-4

PubChem CID

* 69401

UNII |

* 1U87419851 Y

InChI

* InChI=1S/C5H5N.ClH/c1-2-4-6-5-3-1;/h1-5H;1H

Key: AOJFQRQNPXYVLM-UHFFFAOYSA-N

SMILES

* C1=CC=[NH+]C=C1.[Cl-]

Properties

Chemical formula

| C5H6NCl
Molar mass | 115.56 g/mol
Appearance  | Hygroscopic white crystals
Density | 1.34 g/cm3
Melting point |  144 °C (291 °F; 417 K)
Boiling point | Decomposes

Solubility in water

| 85 g / 100 mL
Solubility | Soluble in chloroform, ethanol, insoluble in diethyl ether
Vapor pressure | 1 (0 °C)
Acidity (pKa)  | 5
Hazards
Main hazards | Irritant
Safety data sheet | [1]
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H302, H312, H315, H319, H332, H335

GHS precautionary statements

| P261, P264, P270, P271, P280, P301+312, P302+352, P304+312, P304+340, P305+351+338, P312, P321, P330, P332+313, P337+313, P362, P403+233, P405, P501
NFPA 704 (fire diamond)  |

Flash point | Non-flammable

Autoignition
temperature

| Non-flammable
Lethal dose or concentration (LD, LC):

LD50 (median dose)

| 1600 mg/kg (oral, rat)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tracking categories (test):

* SizeSet

Pyridinium chloride is an organic chemical compound with a formula of C5H5NHCl.

## Preparation

Pyridinium chloride can be produced by passing hydrogen chloride in pyridine dissolved in diethyl ether. The chemical formula is as follows:

5N + HCl → C

6N+
Cl−

## Acidity

Containing a pyridinium ion, pyridinium chloride has a pKa of approximately 5, slightly more acidic than that of typical amines. This is due to the hybridization of the nitrogen: the nitrogen is sp2 hybridized and more electronegative than those nitrogens in ammonium cations, which are sp3 hybridized. Hence they are stronger acids than amines and can be more easily deprotonated by bases.[3]

## References

1. ↑ "Pyridine hydrochloride(628-13-7) MSDS Melting Point Boiling Point Density Storage Transport". ChemicalBook. https://www.chemicalbook.com/ProductMSDSDetailCB0725473_EN.htm.
2. ↑ Wilson, Michael W. (2001). "Encyclopedia of Reagents for Organic Synthesis" (in en). Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. doi:10.1002/047084289x.rp287m. ISBN 9780470842898.
3. ↑ "Pyridine: synthesis and reactivity | BrainyResort" (in en-GB). 2016-11-08. https://www.brainyresort.com/en/pyridine-synthesis-and-reactivity/.

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Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Pyridinium_chloride&oldid=4028132"
*[CID]: Compound ID
*[H302]: Harmful if swallowed
*[H312]: Harmful in contact with skin
*[H315]: Causes skin irritation
*[H319]: Causes serious eye irritation
*[H332]: Harmful if inhaled
*[H335]: May cause respiratory irritation
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P270]: Do not eat, drink or smoke when using this product
*[P271]: Use only outdoors or in a well-ventilated area
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P301+312]: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P304+312]: IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P330]: Rinse mouth
*[P332+313]: If skin irritation occurs: Get medical advice/attention
*[P337+313]: Get medical advice/attention
*[P362]: Take off contaminated clothing and wash before reuse
*[P403+233]: Store in a well ventilated place. Keep container tightly closed
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …