583-58-4

Basic information

• Product Name: 3,4-Lutidine
• Synonyms: 3,4-dimethyl-pyridin;3,4-Lutidene;pyridine,3,4-dimethyl-;34L;3,4-LUTIDINE;3,4-DIMETHYLPYRIDINE;AKOS BBS-00004391;3,4-LUTIDINE 98%
• CAS NO: 583-58-4
• Molecular Formula: C₇H₉N
• Molecular Weight: 107.15
• EINECS: 209-511-5
• Product Categories: Heterocyclic Compounds;Biochemistry;Reagents for Oligosaccharide Synthesis
• Mol File: 583-58-4.mol
• Article Data: 30

Chemical Properties

• Melting Point: -12 °C
• Boiling Point: 163-164 °C(lit.)
• Flash Point: 129 °F
• Appearance: yellow/
• Density: 0.954 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.69mmHg at 25°C
• Refractive Index: n20/D 1.511(lit.)
• Storage Temp.: Flammables area
• PKA: 6.46(at 25℃)
• Water Solubility: 52 g/L (20 ºC)
• Sensitive: Hygroscopic
• BRN: 106583
• CAS DataBase Reference: 3,4-Lutidine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Lutidine(583-58-4)
• EPA Substance Registry System: 3,4-Lutidine(583-58-4)

Safety Data

• Hazard Codes: T,F,Xi
• Statements: 10-23/24/25-36/37/38-24-20/22-23/24-22
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 2929 6.1/PG 2
• WGK Germany: 3
• RTECS: OK9800000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 583-58-4(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow to brownish liquid

Uses

3,4-Lutidine is used as an intermediate in the preparation of active pharmaceutical ingredient. It is used to prepare tetrhydropyridine derivatives by reduction.

Safety Profile

Poison by skin contact. Moderately toxic by ingestion and inhalation. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C7H9N/c1-6-3-4-8-5-7(6)2/h3-5H,1-2H3

Upstream product

• 118113-24-9 3,4-dimethyl-1,2-dihydro-pyridine 
• 72605-55-1 2,6-dichloro-3,4-dimethylpyridine 
• 462-95-3 formaldehyde diethyl acetal 
• 123-38-6 propionaldehyde 
• 110-86-1 pyridine 
• 779285-57-3 3,4-dimethyl-N-(methoxycarbonyl)pyridinium ion 
• 86260-31-3 3,4-lutidine-N-sulfonate 
• 92670-28-5 (3,4-dimethylpyridinio)-N-phosphonate 
• 108-89-4 picoline 
• 67-56-1 methanol 
• 591-22-0 3,5-Lutidine 
• 119-65-3 isoquinoline 
• 108-99-6 3-Methylpyridine 
• 74-85-1 ethene 

Downstream Products

• 6283-41-6 1,3,4-trimethylpyridinium iodide 
• 490-11-9 3,4-pyridinecarboxylic acid 
• 96938-75-9 2-(ethoxycarbonyl)-3-endo-4,8-trimethyl-2-azabicyclo<2.2.2>oct-7-ene-5,6-endo-dicarboxylic acid N-phenylimide 
• 96938-76-0 2-(ethoxycarbonyl)-3-endo-7,8-trimethyl-2-azabicyclo<2.2.2>oct-7-ene-5,6-endo-dicarboxylic acid N-phenylimide 
• 108-99-6 3-Methylpyridine 
• 86260-31-3 3,4-lutidine-N-sulfonate 
• 116037-23-1 3,4-Dimethyl-1-[2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-pyridinium; bromide 
• 55314-29-9 4-methylnicotinic acid ethyl ester 
• 94129-26-7 C₉H₁₃NO₃S 
• 36316-69-5 3,4-dimethylpyridinium chloride 
• 20350-26-9 2,4-dinitrophenolate 
• 779285-57-3 3,4-dimethyl-N-(methoxycarbonyl)pyridinium ion 
• 108-89-4 picoline 
• 92670-28-5 (3,4-dimethylpyridinio)-N-phosphonate 

Relevant articles and documents

NOVEL METHODS FOR PREPARATION OF SUBSTITUTED PYRIDINES AND RELATED NOVEL COMPOUNDS

The present invention relates to novel methods of preparation of substituted pyridines and the compounds produced therefrom. In particular, the present invention provides efficient methods for the construction of diversely substituted pyridines, with varying substitution patterns under simple and metal-free conditions with high atom- and pot-economy and excellent functional group tolerance, and which are useful for the synthesis of natural products.

A simple, tandem approach to the construction of pyridine derivatives under metal-free conditions: A one-step synthesis of the monoterpene natural product, (-)-actinidine

A simple and modular one-step synthesis of diversely substituted pyridines from readily available α,β-unsaturated carbonyl compounds and propargylic amines has been developed. The present protocol has a broad substrate scope and allows access to multi-substituted pyridines with select control of the substitution pattern under mild and metal-free conditions. The reaction involves imine formation followed by concomitant cyclization through an allenyl intermediate to afford pyridines in excellent yields, with water as the sole by-product. This mild strategy is also suitable for functionalization of natural products or other advanced intermediates having α,β-unsaturated carbonyl functionality. The utility of the present protocol was showcased with the synthesis of the monoterpene alkaloid, (-)-actinidine, an ant-associated iridoid.

Synthesis of two potential heterocyclic amine food mutagens

(Chemical Equation Presented) The syntheses of two potential food mutagens formed during cooking, 2-amino-3,6,7-trimethyl-3H-imidazo[4,5-b]pyridine (1) and 2-amino-3,6,7-trimethyl-3H-imidazo[4,5-c]pyridine (2), are described.