3-Pyridinecarboxaldehyde Chemical Properties

Melting point:

8°C

Boiling point:

78-81 °C/10 mmHg (lit.)

Density 

1.141 g/mL at 20 °C (lit.)

vapor pressure 

0.3 hPa (20 °C)

refractive index 

n20/D 1.549(lit.)

Flash point:

140 °F

storage temp. 

2-8°C

solubility 

Chloroform (Sparingly), Methanol (Slightly)

form 

liquid (clear)

pka

3.43±0.10(Predicted)

Specific Gravity

1.145 (20/4℃)

color 

clear brown-yellow

PH

5.4 (111g/l, H2O, 20℃)

Water Solubility 

miscible

Sensitive 

Air Sensitive

BRN 

105343

InChIKey

QJZUKDFHGGYHMC-UHFFFAOYSA-N

LogP

0.290

CAS DataBase Reference

500-22-1(CAS DataBase Reference)

NIST Chemistry Reference

3-Pyridinecarboxaldehyde(500-22-1)

EPA Substance Registry System

3-Pyridinecarboxaldehyde (500-22-1)

Safety Information

Hazard Codes 

Xi,C,Xn

Risk Statements 

10-37/38-42/43-41-34-43-22-36/37/38

Safety Statements 

26-39-45-36/37/39-23

RIDADR 

UN 1989 3/PG 3

WGK Germany 

3

RTECS 

QS2980000

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

MSDS

• Language:English Provider:3-Pyridinecarboxaldehyde
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Pyridinecarboxaldehyde Usage And Synthesis

Description

Pyridine-3-carbaldehyde, also known as nicotinaldehyde or 3-Pyridinecarboxaldehyde, belongs to the class of organic compounds known as pyridine carboxaldehydes. These are aromatic compounds containing a pyridine ring which bears a carboxaldehyde group. 3-pyridinecarboxaldehyde is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Pyridine-3-carbaldehyde, an aldehyde containing a nitrogen atom, reacts faster than benzaldehyde with diethylzinc to afford enantioenriched 3-pyridyl alkanol in a reaction in which the same chiral catalyst, i.e., (1S,2R)-N, N-dibutylnorephedrine, is used.

Chemical Properties

clear yellow to light brown liquid

Uses

3-Pyridinecarboxaldehyde is a substituted pyridine with niacin activity. 3-Pyridinecarboxaldehyde is a component of tobacco smoke.

Definition

ChEBI: A pyridinecarbaldehyde that is pyridine substituted by a formyl group at position 3.

Synthesis Reference(s)

Synthetic Communications, 21, p. 1777, 1991 DOI: 10.1080/00397919108021576
Tetrahedron, 32, p. 2549, 1976 DOI: 10.1016/0040-4020(76)88025-8
Tetrahedron Letters, 35, p. 8019, 1994 DOI: 10.1016/0040-4039(94)80038-3

Purification Methods

Purified as for pyridine-2-aldehyde. [Beilstein 21 I 288, 21 III/IV 3517, 21/7 V 334.]

3-Pyridinecarboxaldehyde (500-22-1)Related Product Information

• Formaldehyde
• 3-Aminopyridine
• 2-Chloro-3-cyanopyridine
• Pyridine
• 2-Pyridinecarboxaldehyde
• Chromium picolinate
• 3-PYRIDYLAMIDOXIME
• 4-Cyanopyridine
• 2,6-Pyridinedicarbonitrile
• 3,4-Pyridinedicarboxylic acid
• 2-Cyanopyridine
• nicotinaldehyde
• 2-AMINO-3-PYRIDINECARBOXALDEHYDE 2-AMINONICOTINALDEHYDE,2-AMINO-3-PYRIDINECARBOXALDEHYDE
• 4-Pyridinecarboxaldehyde
• 2-Bromopyridine-5-carbaldehyde
• 6-Methylpyridine-3-carboxylic acid
• 6-Aminonicotinic acid
• 2-Chloronicotinamide