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162701

Sigma-Aldrich

2-(Chloromethyl)pyridine hydrochloride

98%

Synonym(s):
2-Picolyl chloride hydrochloride
Empirical Formula (Hill Notation):
C6H6ClN · HCl
CAS Number:
Molecular Weight:
164.03
Beilstein:
3689155
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

120-124 °C (lit.)

SMILES string

Cl[H].ClCc1ccccn1

InChI

1S/C6H6ClN.ClH/c7-5-6-3-1-2-4-8-6;/h1-4H,5H2;1H

InChI key

JPMRGPPMXHGKRO-UHFFFAOYSA-N

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1 of 4

This Item
P43807P43602C42807
form

solid

form

powder

form

solid

form

crystals

mp

120-124 °C (lit.)

mp

166-173 °C (lit.)

mp

137-143 °C (lit.)

mp

167-170 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

100

Application

2-(Chloromethyl)pyridine hydrochloride was used as reagent in base catalyzed alkylation of p-tert-butylcalix[6]arene and p-tert-butylcalix[5]arene in DMF. It was used in the synthesis of Gd3+ diethylenetriaminepentaacetic acid bisamide complex, a Zn2+-sensitive magnetic resonance imaging contrast agent.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Functionalization of p-tert-Butylcalix [5] arene by Alkylation with 2-(Chloromethyl) pyridine Hydrochloride.
Pappalardo S and Ferguson G.
The Journal of Organic Chemistry, 61(7), 2407-2412 (1996)
Selective sensing of zinc ions with a novel magnetic resonance imaging contrast agent.
Hanaoka K, et al.
J. Chem. Soc. Perkin Trans. II, 9, 1840-1843 (2001)
Functionalization of p-tert-butylcalix [6] arene by alkylation with 2-(chloromethyl) pyridine hydrochloride.
Neri P and Pappalardo S.
The Journal of Organic Chemistry, 58(5), 1048-1053 (1993)
M Batiste-Alentorn et al.
Mutation research, 341(3), 161-167 (1995-01-01)
To provide further background data for the somatic mutation and/or recombination tests in Drosophila melanogaster, we have evaluated the response in 3 assays (zeste-white, white-ivory and wing spot) of 5 chemicals classified by the U.S. National Toxicology Program (NTP) as
Alexander R Parent et al.
Dalton transactions (Cambridge, England : 2003), 43(33), 12501-12513 (2014-07-09)
Iron tris(2-methylpyridyl)amine (TPA) and iron 1-(bis(2-methylpyridyl)amino)-2-methyl-2-propanoate (BPyA) salts are characterized as water oxidation catalysts (WOCs) using sodium periodate. Under the conditions used, these complexes serve as homogeneous WOCs as demonstrated via kinetic analysis and dynamic light scattering (DLS). The Fe(BPyA)

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