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P62003

Sigma-Aldrich

2-Pyridinecarboxaldehyde

99%

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Synonym(s):
Picolinaldehyde, Pyridine-2-aldehyde
Empirical Formula (Hill Notation):
C6H5NO
CAS Number:
1121-60-4
Molecular Weight:
107.11
Beilstein:
105341
EC Number:
214-333-6
MDL number:
MFCD00006290
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

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H302 - H314 - H317 - H330

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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)
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
Lukas K Filak et al.
Organometallics, 32(3), 903-914 (2013-02-23)
Six novel ruthenium(II)- and osmium(II)-arene complexes with three modified indolo[3,2-c]quinolines have been synthesized in situ starting from 2-aminoindoloquinolines and 2-pyridinecarboxaldehyde in the presence of [M(p-cymene)Cl(2)](2) (M = Ru, Os) in ethanol. All complexes have been characterized by elemental analysis, spectroscopic
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)
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