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162701

Sigma-Aldrich

2-(Chloromethyl)pyridine hydrochloride

98%

Synonym(s):

2-Picolyl chloride hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H6ClN · HCl
CAS Number:
6959-47-3
Molecular Weight:
164.03
Beilstein:
3689155
EC Number:
230-149-9
MDL number:
MFCD00012811
UNSPSC Code:
12352100
PubChem Substance ID:
24850002
NACRES:
NA.22

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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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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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 [5] arene by Alkylation with 2-(Chloromethyl) pyridine Hydrochloride.
Pappalardo S and Ferguson G.
The Journal of Organic Chemistry, 61(7), 2407-2412 (1996)
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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