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P62003

Sigma-Aldrich

2-Pyridinecarboxaldehyde

99%

Synonym(s):

Picolinaldehyde, Pyridine-2-aldehyde

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About This Item

Empirical Formula (Hill Notation):
C6H5NO
CAS Number:
1121-60-4
Molecular Weight:
107.11
Beilstein/REAXYS Number:
105341
EC Number:
214-333-6
MDL number:
MFCD00006290
UNSPSC Code:
12352100
PubChem Substance ID:
24898654
NACRES:
NA.22

Quality Level

200

assay

99%

refractive index

n20/D 1.536 (lit.)

bp

181 °C (lit.)

density

1.126 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccccn1

InChI

1S/C6H5NO/c8-5-6-3-1-2-4-7-6/h1-5H

InChI key

CSDSSGBPEUDDEE-UHFFFAOYSA-N

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Application

2-Pyridinecarboxaldehyde has been used:
  • To synthesize chitosan based bifunctionalized adsorbent.
  • In the aldol addition reaction with pyruvate in the presence of 2-keto-3-deoxy-6-phosphogluconate aldolase (KDPG) catalyst to form (S)-4-hydroxy-2-keto-4-(2′-pyridyl)butyrate.
  • In the condensation reaction with (S)-(−)-α-methylbenzylamine and (R)-(+)-α-methylbenzylamine to synthesize two chiral (S)-(−)- and (R)-(+)Schiff base compounds.

It can also be combined with thiosemicarbazide to form 2-pyridinecarboxaldehyde thiosemicarbazone ligand (L) which can further complex with Ni(II) and Cu(II) salts (MX) to form [M(L)2X2] complexes.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 2

flash_point_f

170.6 °F

flash_point_c

77 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Olga Yu Vassilyeva et al.
Dalton transactions (Cambridge, England : 2003), 48(30), 11278-11284 (2019-07-04)
The novel organic-inorganic hybrid salt [L]2[CoCl4] (1) and molecular complex [CoLCl3] (2), where L+ is 2-methyl-3-(pyridin-2-yl)imidazo[1,5-a]pyridinium cation, feature simple {CoCl4} and {CoCl3N} tetrahedral environments of negligible (1) and a slightly higher distortion (2) that are responsible for rather low positive
Spectroscopic and biological approach of Ni (II) and Cu (II) complexes of 2-pyridinecarboxaldehyde thiosemicarbazone
Chandra S, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 69(3), 816-821 (2008)
Elena A Buvaylo et al.
Dalton transactions (Cambridge, England : 2003), 44(30), 13735-13744 (2015-07-08)
Two novel compounds, the organic-inorganic hybrid [L](2)[ZnCl(4)] (1) and the coordination complex LZnCl(3) (2), where L is the 2-methyl-3-(pyridin-2-yl)imidazo[1,5-a]pyridinium cation, were prepared using the oxidative condensation-cyclization of 2-pyridinecarbaldehyde and CH(3)NH(2)·HCl in methanol in the presence of Zn(2+) cations. The metal-free
Pooja Devi et al.
ACS applied materials & interfaces, 9(15), 13448-13456 (2017-04-01)
This work reports a label-free, ultrasensitive, and selective optical chemosensory system for trace level detection of selenite (SeO
Bacterial biodegradability of inhibitors of chiral imine type corrosion and catabolic prediction
Bautista Garcia JE, et al.
REVISTA INTERNACIONAL DE CONTAMINACION AMBIENTAL, 31(4), 415-426 (2015)
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