2-Pyridinecarboxaldehyde Chemical Properties

Melting point:

-21--22°C

Boiling point:

181 °C(lit.)

Density 

1.126 g/mL at 25 °C(lit.)

vapor pressure 

73Pa at 20℃

refractive index 

n20/D 1.536(lit.)

Flash point:

130 °F

storage temp. 

2-8°C

form 

liquid (strong colored)

pka

3.8(at 20℃)

color 

Clear yellow to yellow-brown

PH

6.5 (111g/l, H2O, 20℃)

Water Solubility 

miscible

Sensitive 

Air Sensitive

BRN 

105341

InChIKey

CSDSSGBPEUDDEE-UHFFFAOYSA-N

LogP

0.714 at 20.5℃

CAS DataBase Reference

1121-60-4(CAS DataBase Reference)

NIST Chemistry Reference

2-Pyridinecarboxaldehyde(1121-60-4)

EPA Substance Registry System

2-Pyridinecarboxaldehyde (1121-60-4)

Safety Information

Hazard Codes 

Xn,Xi,N,T,F

Risk Statements 

10-22-36/37/38-51/53-46-43-34-23-52

Safety Statements 

7-26-36-61-53-45-36/37/39-29-16-36/37

RIDADR 

UN 1989 3/PG 3

WGK Germany 

3

F 

8-10-23

Hazard Note 

Irritant/Keep Cold/Air Sensitive

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29333999

MSDS

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2-Pyridinecarboxaldehyde Usage And Synthesis

Chemical Properties

Yellow liquid

Uses

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.

Definition

ChEBI: 2-Pyridinecarboxaldehyde is a pyridinecarbaldehyde that is pyridine in which the hydrogen at position 2 is replaced by a formyl group.

Synthesis Reference(s)

Synthetic Communications, 23, p. 1775, 1993 DOI: 10.1080/00397919308011276

Purification Methods

Purification is achieved by bubbling sulfur dioxide into a solution of 50g of the aldehyde in 250mL of boiled water, under nitrogen, at 0o, until precipitation is complete. The bisulfite addition compound is filtered off rapidly and, after washing with a little water, is refluxed in 17% HCl (200mL) under nitrogen until a clear solution is obtained. Neutralisation with NaHCO3 and extraction with ether separated the aldehyde which is recovered by drying the extract, then distilling twice, under nitrogen. [Kyte et al. J Chem Soc 4454 1960, Beilstein 21 I 287, 21 III/IV 3495, 21/7 V 293.]

2-Pyridinecarboxaldehyde(1121-60-4)Related Product Information

• 3-PYRIDINECARBOXALDEHYDE
• Pyridine hydrochloride
• 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
• Pyridine
• Pyridine sulfur trioxide
• Pyridine-2-carbonyl chloride hydrochloride
• Pyridine-4-boronic acid
• 3-Pyridylboronic acid
• 2-(Hydroxymethyl)pyridine
• 2-Picolinic acid
• 4-Cyanopyridine
• 2,6-Pyridinedicarbonitrile
• 3,4-Pyridinedicarboxylic acid
• 2-Cyanopyridine
• Quinaldic acid
• PICOLINIC ACID N-OXIDE
• Pyridine-2,6-dicarboxylic acid
• 2-Acetylpyridine