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Key Documents

243086

Sigma-Aldrich

Pyridine hydrochloride

98%

Synonym(s):

Pyridinium chloride

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About This Item

Empirical Formula (Hill Notation):
C5H5N · HCl
CAS Number:
Molecular Weight:
115.56
Beilstein:
3615340
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39151701
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

bp

222-224 °C (lit.)

mp

145-147 °C (lit.)

solubility

ethanol: soluble 50 mg/mL, clear, colorless to light yellow

SMILES string

Cl[H].c1ccncc1

InChI

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

InChI key

AOJFQRQNPXYVLM-UHFFFAOYSA-N

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General description

Pyridine hydrochloride is an acidic type demethylating agent used as a catalyst in deprotection of aromatic methyl ethers.

Application

Pyridine hydrochloride (pyridine hydrochloride) was used in the demethylation of 4,5-dimethyl-7-methoxy-1-tetralone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Demethylation of methyl aryl ethers using pyridine hydrochloride in solvent-free conditions under microwave irradiation.
Kulkarni PP, et al.
J. Chem. Res. Synop., 6, 394-395 (1999)
Tatyana N Sevastyanova et al.
Molecular pharmacology, 86(5), 492-504 (2014-08-13)
Metabotropic glutamate receptors (mGluRs) function as dimers. Recent work suggests that mGluR1 and mGluR5 may physically interact, but the nature and functional consequences of this relationship have not been addressed. In this study, the functional and pharmacological consequences of this
Nathalie Ségaud et al.
Inorganic chemistry, 52(2), 691-700 (2013-01-11)
We report the synthesis, characterization, and solution chemistry of a series of new Fe(II) complexes based on the tetradentate ligand N-methyl-N,N'-bis(2-pyridyl-methyl)-1,2-diaminoethane or the pentadentate ones N,N',N'-tris(2-pyridyl-methyl)-1,2-diaminoethane and N,N',N'-tris(2-pyridyl-methyl)-1,3-diaminopropane, modified by propynyl or methoxyphenyltriazolyl groups on the amino functions. Six of
Jipan Yu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(13), 4271-4277 (2013-02-13)
Efficient copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(arylamino)aryl]ethanones leading to acridones has been developed. The procedure involves cleavage of aromatic C-H and acetyl C-C bonds with intramolecular formation of a diarylketone bond. The protocol uses inexpensive Cu(O2CCF3)2 as
Ye Wei et al.
Journal of the American Chemical Society, 135(10), 3756-3759 (2013-02-27)
We describe here a [3+3]-type condensation reaction of O-acetyl ketoximes and α,β-unsaturated aldehydes that is synergistically catalyzed by a copper(I) salt and a secondary ammonium salt (or amine). This redox-neutral reaction allows modular synthesis of a variety of substituted pyridines

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