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2-Methyl Quinoline is an organic compound with the formula CH3C9H6N.
2-Methyl Quinoline is one of the methyl derivatives of the heterocyclic compound quinoline.
2-Methyl Quinoline is bioactive and is used in the preparation of various dyes.
CAS: 91-63-4
MF: C10H9N
MW: 143.19
EINECS: 202-085-1
Synonyms
2-Methylchinolin;2-Methylpuinoiline;QUINALDINE MINIMUM 90% (GC);QUINALDINE 98+%;QUINALDINE MIN 96%;Quinaldine,~91%;Quinaldine97%;2- Methyl Quinoline (Quinaldine)
2-Methyl Quinoline is a colorless oil but commercial samples can appear colored.
2-Methyl Quinoline in which the quinoline skeleton is substituted at C-2 with a methyl group.
A colorless oily liquid darkening to red-brown on exposure to air.
Flash point 175°F.
Denser than water and slightly soluble in water.
Vapors heavier than air.
Produces toxic oxides of nitrogen during combustion.
Used to make dyes, pharmaceuticals and other chemicals.
2-Methyl Quinoline is a versatile heterocyclic compound known for its unique properties and applications in various fields.
This aromatic nitrogen-containing compound is characterized by its ability to act as a building block in the synthesis of more complex molecules, making it invaluable in organic chemistry and pharmaceuticals.
2-Methyl Quinoline's structure allows it to participate in a range of chemical reactions, including alkylation and oxidation, which are essential for developing new drugs and agrochemicals.
In the pharmaceutical industry, 2-Methyl Quinoline is utilized in the synthesis of various bioactive compounds, including potential anti-cancer agents and anti-inflammatory drugs.
Additionally, 2-Methyl Quinoline's derivatives are explored for their antimicrobial properties, showcasing its relevance in developing new therapeutic agents.
Researchers appreciate its stability and reactivity, which facilitate innovative approaches in drug discovery and development.
With its broad applicability and potential for creating novel compounds, 2-Methylquinoline stands out as a key player in advancing chemical research and industrial applications.
2-Methyl Quinoline is an organic compound with the formula CH₃C₉H₆N.
2-Methyl Quinoline is one of the methyl derivative of a heterocyclic compound quinoline.
2-Methyl Quinoline is bioactive and is used in the preparation of various dyes.
2-Methyl Quinoline is an aromatic nitrogen compound characterized by a solid-ring structure contains a benzene fused to pyridine at two adjacent carbon atoms.
(Pyridine is a ring structure compound of five carbon atoms with a nitrogen atom). Quinoline itself is the simplest member of the quinoline.
2-Methyl Quinoline is a hygroscopic, yellowish oily liquid; slightly soluble in water, soluble alcohol, ether, carbon disulfide and readily in many organic solvents.
2-Methyl Quinoline can be obtained by the distillation of coal tar.
2-Methyl Quinoline can be prepared from aniline with acrolein under heated sulfuric acid (Skraup synthesis).
Various quinoline compounds can be prepared by Skraup synthesis series of different oxidizing agents.
2-Methyl Quinoline differs from quinoline in nitrogen position (at 2).
2-Methyl Quinoline family compounds are widely used as a parent compound to make drugs (especially anti-malarial medicines), fungicides, biocides, alkaloids, dyes, rubber chemicals and flavoring agents.
They have antiseptic, antipyretic, and antiperiodic properties.
They are also used as catalyst, corrosion inhibitor, preservative, and as solvent for resins and terpenes.
They are used in transition-metal complex catalyst chemistry for uniform polymerization and luminescence chemistry.
They are used as antifoaming agent in refinery field.
2-Methyl Quinoline, is used as an anti-malaria and preparing other anti-malaria drugs.
2-Methyl Quinoline is used in manufacturing oil soluble dyes, food colorants, pharmaceuticals, pH indicators and other organic compounds.
2-Methyl Quinoline is a carboxylic acid substituted quinoline at 2 position, a catabolite of tryptophan (aromatic side chain amino acid).
2-Methyl Quinoline, diazanaphthalene at 1,3 positions, is used as a chemical intermediate for making medicines and other organic compounds.
2-Methyl Quinoline is a fundamental structure in some antihypertensive agents such as prazosin and doxazosin which are peripheral vasodilator.
2-Methyl Quinoline, diazanaphthalene at 1,4 positions, is used as a chemical intermediate for making fungicides and other organic compounds.
2-Methyl Quinoline Chemical Properties
Melting point: -2 °C
Boiling point: 248 °C
Density: 1.058 g/mL at 25 °C(lit.)
Vapor pressure: <0.1 hPa (20 °C)
Refractive index: n20/D 1.612(lit.)
Fp: 175 °F
Storage temp.: Store below +30°C.
Solubility: chloroform: soluble(lit.)
Form: Crystalline Powder
pka: 5.83(at 20℃)
Color: White to slightly yellow
PH: 6.9 (H2O, 20℃)(saturated aqueous solution)
Water Solubility: PRACTICALLY INSOLUBLE
Sensitive: Light Sensitive
Merck: 14,8047
BRN: 110309
Stability: Stable, but may be light sensitive. Combustible. Incompatible with strong oxidizing agents.
LogP: 2.59
CAS DataBase Reference: 91-63-4(CAS DataBase Reference)
NIST Chemistry Reference: 2-Methyl Quinoline(91-63-4)
EPA Substance Registry System: 2-Methyl Quinoline (91-63-4)
2-Methyl Quinoline is an organic compound with the formula CH3C9H6N.
2-Methyl Quinoline is one of the methyl derivative of a heterocyclic compound quinoline.
2-Methyl Quinoline is bioactive and is used in the preparation of various dyes.
2-Methyl Quinoline is a colorless oil but commercial samples can appear colored.
2-Methyl Quinoline has critical point at 787 K and 4.9 MPa and its refractive index is 1.8116.
Uses
2-Methyl Quinoline is an anaesthetic used in fish transportation.
Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators.
2-Methyl Quinoline is an anaesthetic used in fish transportation.
Used in preparation of oil-soluble dyes.
Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators.
2-Methyl Quinoline is used in manufacturing anti-malaria drugs, dyes and food colorants (e.g., Quinoline Yellows, pinacyanol).
2-Methyl Quinoline is the precursor to the pH indicator Quinaldine Red.
2-Methyl Quinolinesulfate is an anaesthetic used in fish transportation.
In some Caribbean islands 2-Methyl Quinoline is used to facilitate the collection of tropical fish from reefs.
Production Methods
High-temperature coal tar contains an average of 0.2% quinaldine.
2-Methyl Quinoline is recovered from the quinoline base mixture by rectification and hydration.
2-Methyl Quinoline can be synthesized by the Skraup method from aniline and crotonaldehyde with sulfuric acid in the presence of a dehydrogenating agent.
Reactivity Profile
2-Methyl Quinoline neutralizes acids in exothermic reactions to form salts plus water.
May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.
Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Keep tightly closed and protected from light.
Production and reactions
2-Methyl Quinoline is recovered from coal tar.
2-Methyl Quinoline can be prepared from aniline and paraldehyde via Skraup synthesis or from aniline and crotonaldehyde via Doebner-von Miller variation of the Skraup reaction.
Hydrogenation of quinaldine gives 2-methyltetrahydroquinoline.
This reduction can be conducted enantioselectively.
