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128643

Sigma-Aldrich

2-Pyridineethanol

98%

Synonym(s):

2-(2-Hydroxyethyl)pyridine, 2-(2-Pyridyl)ethanol

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About This Item

Empirical Formula (Hill Notation):
C7H9NO
CAS Number:
103-74-2
Molecular Weight:
123.15
Beilstein/REAXYS Number:
111205
EC Number:
203-140-2
MDL number:
MFCD00006364
UNSPSC Code:
12352100
PubChem Substance ID:
24847871
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.537 (lit.)

bp

114-116 °C/9 mmHg (lit.)

density

1.093 g/mL at 25 °C (lit.)

SMILES string

OCCc1ccccn1

InChI

1S/C7H9NO/c9-6-4-7-3-1-2-5-8-7/h1-3,5,9H,4,6H2

InChI key

BXGYBSJAZFGIPX-UHFFFAOYSA-N

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General description

2-(2-pyridyl)ethanol derivatives react with the aryl and alkenyl chlorides (palladium-catalyzed reactions) that result in the substitution of the chloro moieties with a 2-pyridylmethyl group.

Application

2-Pyridineethanol was used to prepare mononuclear nickel(II) acetate.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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Magdalena Malik et al.
Journal of inorganic biochemistry, 215, 111311-111311 (2020-11-29)
Gold(III) complex containing 2-pyridineethanol has been synthesized and characterized structurally by single crystal X-ray diffraction, vibrational spectroscopy, 1H NMR spectroscopy, electrochemical study, and DFT calculations. The Au(III) ion is four coordinated with one N-donor ligand (L) and three Cl anions.
Miha Trdin et al.
Acta chimica Slovenica, 59(3), 478-483 (2013-09-26)
A new mononuclear nickel(II) acetate with 2-pyridineethanol, Ni(ac)2(2-PyEtOH)2 has been prepared. The reaction product is a mixture of two polymorphic forms that crystallize concomitantly: triclinic (PĪ) and monoclinic (P21/c). Their structures have been determined at 150 K. The molecular structure
Palladium-catalyzed 2-pyridylmethyl transfer from 2-(2-pyridyl)ethanol derivatives to organic halides by chelation-assisted cleavage of unstrained C(sp3 )--C(sp3) bonds.
Takashi Niwa et al.
Angewandte Chemie (International ed. in English), 46(15), 2643-2645 (2007-03-03)
Sara Ranjbar et al.
Toxicology and applied pharmacology, 362, 136-149 (2018-11-06)
Multidrug resistance (MDR) in cancer cells is often associated with overexpression of ATP-binding cassette (ABC) transporters, including P-glycoprotein (P-gp/ABCB1), multidrug resistance-associated protein 1 (MRP1/ABCC1) and breast cancer resistance protein (BCRP/ABCG2). Modulators of these transporters might be helpful in overcoming MDR.

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