24667-94-5

Basic information

• Product Name: 2-(4-METHYLPHENYL)QUINOLINE
• Synonyms: 2-(4-METHYLPHENYL)QUINOLINE;2-(P-TOLYL)QUINOLINE
• CAS NO: 24667-94-5
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.28
• Mol File: 24667-94-5.mol
• Article Data: 168

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-METHYLPHENYL)QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHYLPHENYL)QUINOLINE(24667-94-5)
• EPA Substance Registry System: 2-(4-METHYLPHENYL)QUINOLINE(24667-94-5)

Safety Data

• Hazardous Substances Data: 24667-94-5(Hazardous Substances Data)

Usage

Class

Quinoline

Occurrence

Found in various plant and animal species

Appearance

Yellowish to brown crystalline solid at room temperature

Odor

Distinct and strong

Solubility

Soluble in various organic solvents such as ethanol and chloroform

Uses

Synthesis of pharmaceuticals, building block for organic synthesis, potential applications in the development of new drugs and research in the field of organic chemistry.

Upstream product

• 91-22-5 quinoline 
• 2417-95-0 p-tolyllithium 
• 20389-05-3 2-p-tolyl-Cinchoninic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 62-53-3 aniline 
• 74-86-2 acetylene 
• 106-38-7 para-bromotoluene 
• 148564-91-4 2-[3-hydroxy-3-(p-methylphenyl)prop-1-ynyl]trifluoroacetanilide 
• 64-17-5 ethanol 
• 612-62-4 2-Chloroquinoline 
• 5720-05-8 4-methylphenylboronic acid 
• 62322-75-2 (E)-3-(2-nitrophenyl)-1-(4-methylphenyl)-2-propen-1-one 
• 5344-90-1 2-Aminobenzyl alcohol 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 857002-63-2 2-(4-diacetoxymethyl-phenyl)-quinoline 
• 263256-86-6 4-(quinolin-2-yl)benzaldehyde 
• 123612-59-9 1,2,3,4-tetrahydro-2-(4-methylphenyl)quinoline 
• 132318-11-7 4-[2]quinolyl-benzoic acid 
• 1198359-39-5 2-(4-methylphenyl)quinoline hydrochloride 
• 1198359-64-6 2-(4-methylphenyl)quinoline hydrobromide 
• 1016275-45-8 (S)-2-(4’-methylphenyl)-1,2,3,4-tetrahydroquinoline 
• 1354658-25-5 C₂₃H₁₇ClN₂O₃ 
• 1198359-49-7 (R)-2-(4-methylphenyl)-1,2,3,4-tetrahydroquinoline 
• 1571082-13-7 C₁₈H₁₇N₂O⁽¹⁺⁾ 

Relevant articles and documents

An open metal site metal-organic framework Cu(BDC) as a promising heterogeneous catalyst for the modified Friedl?nder reaction

A crystalline porous metal-organic framework Cu(BDC) was synthesized, and characterized by several techniques, including X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), atomic absorption spectrophotometry (AAS), hydrogen temperature-programmed reduction (H2-TPR), and nitrogen physisorption measurements. The Cu(BDC) exhibited high catalytic activity for the modified Friedl?nder transformation using 2-aminobenzyl alcohol as the starting material, thus offering advantages over the conventional Friedl?nder reaction in terms of avoiding the problems associated with the storage of the highly unstable 2-aminobenzaldehyde. Moreover, the Cu(BDC) could offer significantly higher catalytic activity than that of other Cu-MOFs such as Cu3(BTC) 2, Cu(BPDC), and Cu2(BDC)2(DABCO). The catalyst could be recovered and reused several times without a significant degradation in catalytic activity. The modified Friedl?nder reaction could only occur in the presence of the solid Cu(BDC) with no contribution from leached active species.

Mild and efficient copper-catalyzed oxidative cyclization of oximes with 2-aminobenzyl alcohols at room temperature: synthesis of polysubstituted quinolines

A simple and efficient ligand-free Cu-catalyzed protocol for the synthesis of polysubstituted quinolinesviaoxidative cyclization of oxime acetates with 2-aminobenzyl alcohols at room temperature has been developed. The presented approach provides a new synthetic pathway leading to polysubstituted quinolines with good functional group tolerance under mild conditions. Moreover, this transformation can be applied for the preparation of quinolines on a gram scale. Oxime acetates serve as the internal oxidants in the reactions, thus making this method very attractive.

Kinetic Resolution of 2,2-Disubstituted Dihydroquinolines through Chiral Phosphoric Acid-Catalyzed C6-Selective Asymmetric Halogenations

A novel kinetic resolution of 2,2-disubstituted dihydroquinolines was achieved by regioselective asymmetric halogenations enabled by chiral phosphoric acid catalysis. A series of dihydroquinolines bearing 2,2-disubstitutions were well-tolerated in these reactions, generating both the recovered dihydroquinolines and C-6-brominated products with high enantioselectivities, with s-factors up to 149. In addition, this kinetic resolution protocol is also applicable for 2,2-disubstituted tetrahydroquinoline and asymmetric iodonation reaction.