4-Pyridinecarboxaldehyde Chemical Properties

Melting point:

-4--2°C

Boiling point:

71-73 °C/10 mmHg (lit.)

Density 

1.137 g/mL at 20 °C (lit.)

vapor pressure 

0.02 hPa (20 °C)

refractive index 

n20/D 1.544(lit.)

Flash point:

130 °F

storage temp. 

Store at +2°C to +8°C.

solubility 

20g/l

pka

12.05(at 30℃)

form 

liquid (clear)

color 

clear brown-yellow

PH

7-8 (H2O, 20℃)(saturated aqueous solution)

Water Solubility 

20 g/L (20 ºC)

Sensitive 

Air Sensitive

BRN 

105342

InChIKey

BGUWFUQJCDRPTL-UHFFFAOYSA-N

LogP

0.12 at 30℃ and pH7

CAS DataBase Reference

872-85-5(CAS DataBase Reference)

NIST Chemistry Reference

4-Pyridinecarboxaldehyde(872-85-5)

EPA Substance Registry System

4-Pyridinecarboxaldehyde (872-85-5)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

36/37/38-10

Safety Statements 

26-36-36/37/39-16

RIDADR 

UN 1989

WGK Germany 

1

RTECS 

NR9400000

F 

8-10-23

Hazard Note 

Irritant/Keep Cold/Air Sensitive

TSCA 

Yes

HazardClass 

3.2

PackingGroup 

III

HS Code 

29333999

Toxicity

LD50 orally in Rabbit: 2355 mg/kg LD50 dermal Rat > 2000 mg/kg

MSDS

• Language:English Provider:Isonicotinaldehyde
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Pyridinecarboxaldehyde Usage And Synthesis

Flavor Type

Flavor Type: fruity

Chemical Properties

4-Pyridinecarboxaldehyde(4PCA) is a slightly yellow oily liquid. Its relative density is 1.122, and its refractive index is 1.5352 (25°C). Flash point is 54 ° C. 4-Pyridinecarboxaldehyde is soluble in water and ether.4-Pyridinecarboxaldehyde, also commonly called pyridine-2-carboxaldehyde, is an organic compound with the formula NC5H4CHO. 4-Pyridinecarboxaldehyde is a colorless oily liquid with a distinctive odor. Older samples are often brown-colored owing to impurities.

Uses

4-Pyridinecarboxaldehyde is an heterocyclic building block used for the synthesis of various pharmaceutical compounds, such as new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones, having anticonvulsant and anti-inflammatory properties.4-Pyridinecarboxaldehyde and some of its derivatives have also been reported as useful transamination reagents to introduce ketone or aldehyde groups onto the N-termini of antibodies for subsequent site-specifically conjugate aminooxy-functionalized molecules (including fluorescent dyes, polyethylene glycol, or porphyrins) to these entities.
4-Pyridinecarboxaldehyde can be used for the synthesis of: β-Unsaturated amides by coupling with N,N-disubstituted formamides; meso-Substituted A3-corroles; N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs); 4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents; 4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel.

Chemical Properties

clear yellow-brown liquid. soluble in water and ether.

Uses

4-Pyridinecarboxaldehyde, is an heterocyclic building block used for the synthesis of various pharmaceutical compounds, such as new 1,4-dihydropyridin-4-yl-phenoxyacetohydrazones, having anticonvulsant and anti-inflammatory properties.

Uses

4-Pyridinecarboxaldehyde can be used for the synthesis of:

• ?,β-Unsaturated amides by coupling with N,N-disubstituted formamides.
• meso-Substituted A3-corroles.
• N-(4-pyridylmethyl)-L-valine as a ligand to construct zinc metal–organic frameworks (Zn-MOFs).
• 4′-Pyridyl terpyridines, with potential application as anticancer and antimicrobial agents.
• 4-pyridinecarboxaldehyde thiosemicarbazone, as a corrosion inhibitor for mild steel.

Preparation

4-Pyridinecarbaldehyde is synthesized by oxidation of 4-picoline. The mixed gas of 4-picoline and air is passed through the vanadium-molybdenum catalyst layer heated to 400°C, and oxidized to generate 4-pyridinecarbaldehyde.

Synthesis Reference(s)

Synthetic Communications, 20, p. 3385, 1990 DOI: 10.1080/00397919008051576

Purification Methods

Purified as for pyridine-2-aldehyde. [Beilstein 21 III/IV 2529, 21/7 V 351.]

4-Pyridinecarboxaldehyde(872-85-5)Related Product Information

• Donepezil Hydrochloride
• METHYL ISONICOTINATE
• Pyridine
• Chromium picolinate
• Sulfasalazine
• 4-Dimethylaminopyridine
• 4-Methylpyridine
• Ethyl isonicotinate
• Isonicotinic acid
• 4-Pyridoxic acid
• Isoniazid
• Pyridine-4-carboxylic acid N-oxide
• 4-(4-CHLOROBENZOYL)PYRIDINE
• Pyridoxal 5'-phosphate monohydrate
• QUINOLINE-4-CARBOXYLIC ACID
• Isonicotinamide
• CINCHOPHEN
• 2-Pyridinecarboxaldehyde