2,3-Lutidine Chemical Properties

Melting point:

-15 °C (lit.)

Boiling point:

162-163 °C (lit.)

Density 

0.945 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.508(lit.)

Flash point:

122 °F

storage temp. 

Inert atmosphere,Room Temperature

pka

6.57(at 25℃)

form 

Liquid

color 

Clear colorless to slightly yellow

Water Solubility 

95 g/L (26 ºC)

BRN 

106418

InChIKey

HPYNZHMRTTWQTB-UHFFFAOYSA-N

SMILES

CC1=C(N=CC=C1)C

LogP

1.638 (est)

CAS DataBase Reference

583-61-9(CAS DataBase Reference)

NIST Chemistry Reference

Pyridine, 2,3-dimethyl-(583-61-9)

EPA Substance Registry System

2,3-Dimethylpyridine (583-61-9)

Safety Information

Hazard Codes 

Xn,F,Xi

Risk Statements 

10-22-37/38-41-20/21/22-36/37/38

Safety Statements 

16-26-39-36/37-36/37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29333990

MSDS

• Language:English Provider:2,3-Dimethylpyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,3-Lutidine Usage And Synthesis

Description

2,3-Lutidine belongs to the pyridine group of derivatives and is a commercially available organic reagent used as an intermediate in organic synthesis and as an acid-binding agent. It is also used as a food additive for flavouring purposes.

Chemical Properties

clear colorless to slightly yellow liquid

Uses

2,3-Lutidine is a lansoprazole intermediates. It is used as pharmaceutical intermediate.

Definition

LOTUS: 2,3-Lutidine is a natural product found in Nicotiana tabacum with data available.

Synthesis Reference(s)

The Journal of Organic Chemistry, 66, p. 53, 2001 DOI: 10.1021/jo000724t

Purification Methods

Steam distil it from a solution containing about 1.2 equivalents of 20% H2SO4, until ca 10% of the base has been carried over with the non-basic impurities. The acidic solution is then made alkaline, and the base is separated, dried over NaOH or BaO, and fractionally distilled. The distilled lutidine is converted to its urea complex by stirring 100g with 40g of urea in 75mL of H2O, cooling to 5o, filtering at the pump, and washing with 75mL of H2O. The complex, dissolved in 300mL of H2O, is steam distilled until the distillate gives no turbidity with a little solid NaOH. The distillate is then treated with excess solid NaOH, and the upper layer is removed: the aqueous layer is then extracted with diethyl ether. The upper layer and the ether extract are combined, dried (K2CO3), and distilled through a short column. Final purification is by fractional crystallisation using partial freezing. The picrate crystallises from EtOH with m 187-188o. [Kyte et al. J Chem Soc 4454 1960, Beilstein 20 H 243, 20 II 159, 20 III/IV 2765, 20/6 V 15.]

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