3-Pyridinecarboxaldehyde Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H335May cause respiratory irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

3-Pyridinecarboxaldehyde Chemical Properties,Usage,Production

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.]