2,3-Lutidine

2,3-Lutidine

Product Introduction

2,3-Lutidine Basic information
Product Name: 2,3-Lutidine
Synonyms: 2,3-DIMETHYLPYRIDINE(2,3-LUTIDINE);a,b-Dimethylpyridine;2,3-Lutidine (8CI);Pyridine, 2,3-dimethyl- (9CI);2,3-Lutidine, 98+% 100ML;2,3- twoMethylpyridine;2,3-Lutidine 99%;LUT
CAS: 583-61-9
MF: C7H9N
MW: 107.15
EINECS: 209-514-1
Product Categories: Biochemistry;Reagents for Oligosaccharide Synthesis;Pyridines derivates;Heterocyclic Compounds;bc0001
Mol File: 583-61-9.mol
2,3-Lutidine Structure
 
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.)
Fp 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 Information
Provider Language
2,3-Dimethylpyridine English
SigmaAldrich English
ACROS English
ALFA English
 
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.]
 
2,3-Lutidine Preparation Products And Raw materials
Raw materials 2,3,4-trimethylpyridine-->Pyridine, 1,2,3,4-tetrahydro-5,6-dimethyl--->(2-Methylpyridin-3-yl)methyl acetate-->Ethanone, 1-(1-methyl-3-piperidinyl)- (9CI)-->2,3,6-TRIMETHYLPYRIDINE-->(2-METHYL-PYRIDIN-3-YL)-METHANOL-->3-Ethylpyridine-->Ethyl 2-methylnicotinate
Preparation Products 2-Chloromethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride-->3-METHYL-2-PYRIDINECARBOXALDEHYDE-->2-HYDROXYMETHYL-3-METHYLPYRIDINE-->2,3-DIMETHYL-PYRIDIN-4-YLAMINE-->2-Chloromethyl-3-methyl-4-(3-methoxypropoxy)pyridine hydrochloride-->4-Chloro-2,3-dimethylpyridine 1-oxide-->Lansoprazole-->2-HYDROXYMETHYL-4-METHOXYPROPOXY-3-METHYLPYRIDINE-->4-Nitro-2,3-lutidine-N-oxide-->2,3-Dimethylpyridine-N-oxide-->2,6-Lutidine-->Pyridine

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