62763-89-7

Basic information

• Product Name: 2-methylquinolinium chloride
• Synonyms: 2-methylquinolinium chloride
• CAS NO: 62763-89-7
• Molecular Formula: C₁₀H₁₀N*Cl
• Molecular Weight: 179.6461
• EINECS: 263-722-7
• Mol File: 62763-89-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 246.5°C at 760 mmHg
• Flash Point: 79.4°C
• Appearance: /
• Vapor Pressure: 0.0425mmHg at 25°C
• CAS DataBase Reference: 2-methylquinolinium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylquinolinium chloride(62763-89-7)
• EPA Substance Registry System: 2-methylquinolinium chloride(62763-89-7)

Safety Data

• Hazardous Substances Data: 62763-89-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H9N.ClH/c1-8-6-7-9-4-2-3-5-10(9)11-8;/h2-7H,1H3;1H

Upstream product

• 83260-82-6 2,2-dimethyl-5-(quinolin-2-yl)-1,3-dioxane-4,6-dione 
• 123-73-9 trans-Crotonaldehyde 
• 62-53-3 aniline 
• 2155-78-4 dichloro(chloromethyl)phosphine 
• 65094-35-1 2-[(trimethylsilyl)methyl]quinoline 

Downstream Products

• 200125-70-8 (S)-2-methyl-1,2,3,4-tetrahydroquinoline 
• 1780-19-4 (R)-1,2,3,4-tetrahydroquinaldine 
• 6974-55-6 2-(2-methoxystyryl)quinoline 

Relevant articles and documents

Synthesis of 2-Phosphaindolizine and [1,3]Azaphospholo[1,5-a]quinoline

The reaction of (chloromethyl)dichlorophosphine (1) with 2-[(trimethylsilyl)methyl]pyridine (6) and 2-[(trimethylsilyl)methyl]quinoline (12) in THF affords unsubstituted parent 2-phosphaindolizine (5) and [1,3]azaphospholo[1,5-a]quinoline (7). Multinuclear low-temperature NMR spectroscopy was used to investigate the reaction mechanism; a cascade of substitution and cyclization steps involving transient picolylphosphines and phosphorus heterocycles was identified. The molecular and crystal structures of two heterocyclic intermediates and of 7 were determined by single-crystal X-ray diffraction. Moreover, all intermediates and products were characterized by multinuclear 1H, 13C and 31P NMR spectroscopy.

Studies on Tertiary Amine Oxides. LXXV. Reactions of Aromatic N-oxides with Meldrum's Acid in the Presence of Acetic Anhydride

Reactions of quinoline, lepidine, 4-chloro-, 4-methoxy- and 4-morpholino-quinoline 1-oxides (1a-e) with Meldrum's acid (2) in acetic anhydride smoothly occurred at room temperature to afford the corresponding 5-(2-quinolyl)-Meldrum's acids (3a-e) in good yields.On the other hand, when the reactions were carried out in dimethylformamide containing 1.2 eq acetic anhydride the N-ylides (4a-e) were produced; while the reactions of 1a, d, e yielded only N-ylides 4a, d, e, 4b, c were formed along with smaller amounts of 3b, c in the reactions of 1b, c. 3-Bromoquinoline 1-oxide (1f) gave only the N-ylide (4f) and isoquinoline 2-oxide (6) gave the 1-substituted isoquinoline (7) independently of the reaction conditions.Further, 5-alkyl-Meldrum's acids (8a-c) also reacted readily with 1a in acetic anhydride to give the corresponding 2-substituted quinolines (9a-c) in good yields.Heating of 3a, b with conc. hydrochloric acid, 10percent hydrochloric acid or methanol containing 10percent hydrogen chloride gave 2-methylquinolines (10a, b), 2-quinolineacetic acids (11a, b) or their methyl esters (12a, b), respectively.Similarly, 9a-c afforded 2-alkylquinolines (14a-c) in good yields upon being refluxed with conc. hydrochloric acid.Keywords--aromatic N-oxide; Meldrum's acid; 5-(2-quinolyl)-Meldrum's acid; quinolinium-5-Meldrum's acid ylide; 5-(1-isoquinolyl)-Meldrum's acid; 2-alkylquinoline; 2-quinolineacetic acid; nucleophilic reaction; regioselectivity