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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
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Assay

98%

form

solid

mp

120-124 °C (lit.)

functional group

chloro

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[1] and p-tert-butylcalix[5]arene[2] in DMF. It was used in the synthesis of Gd3+ diethylenetriaminepentaacetic acid bisamide complex, a Zn2+-sensitive magnetic resonance imaging contrast agent[3].

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD0176V
WXBC9774V
WXBC9556V
WXBC9353V
WXBC5713V

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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)
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)

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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