19343-78-3

Basic information

• Product Name: 1,2,3,4-TETRAHYDRO-4-METHYLQUINOLINE
• Synonyms: AKOS BB-9864;1,2,3,4-TETRAHYDRO-4-METHYLQUINOLINE;1,2,3,4-tetrahydro-4-methyl-quinolin
• CAS NO: 19343-78-3
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• EINECS: 242-977-8
• Mol File: 19343-78-3.mol
• Article Data: 83

Chemical Properties

• Boiling Point: 232.6 °C at 760 mmHg
• Flash Point: 94.9 °C
• Appearance: /
• Density: 0.966 g/cm³
• Vapor Pressure: 0.0585mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.12±0.40(Predicted)
• CAS DataBase Reference: 1,2,3,4-TETRAHYDRO-4-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDRO-4-METHYLQUINOLINE(19343-78-3)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDRO-4-METHYLQUINOLINE(19343-78-3)

Safety Data

• Hazardous Substances Data: 19343-78-3(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydro-4-methylquinoline is a chemical compound with the molecular formula C10H13N. It is a heterocyclic compound that is part of the quinoline family, and it is commonly used in the synthesis of pharmaceuticals. This chemical is a colorless liquid with a faint odor, and it is insoluble in water but soluble in organic solvents. 1,2,3,4-Tetrahydro-4-methylquinoline has potential applications in the pharmaceutical industry as a building block for the production of various drugs. It is also used as a flavor and fragrance ingredient, and it may have other industrial uses as well. However, it is important to handle this compound with care, as it may pose health and environmental hazards.

InChI:InChI=1/C10H13N/c1-8-6-7-11-10-5-3-2-4-9(8)10/h2-5,8,11H,6-7H2,1H3/t8-/m1/s1

Upstream product

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 64-19-7 acetic acid 
• 201230-82-2 carbon monoxide 
• 52562-19-3 2-isopropenylaniline 
• 5652-38-0 N-phenyl-β-alanine 
• 615-43-0 2-iodophenylamine 
• 118670-86-3 N-(but-3-en-1-yl)-2-iodoaniline 
• 39977-74-7 4-quinolinecarboxaldehyde oxime 
• 4363-93-3 quinoline-4-carboxaldehyde 
• 2973-27-5 quinoline-4-carbonitrile 
• 71-36-3 butan-1-ol 
• 78-83-1 2-methyl-propan-1-ol 
• 67-56-1 methanol 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 946837-99-6 6-bromo-4-methyl-1,2,3,4-tetrahydro-quinoline 
• 2859-55-4 4-(4-methoxy-styryl)-quinoline 
• 4594-89-2 C₁₇H₁₂ClN 
• 6285-79-6 4-(4-methoxyphenethyl)quinoline 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 43033-48-3 4,4'-dimethyl-2,3'-biquinoline 
• 5465-86-1 ML 204 
• 1445981-04-3 (S)-(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)(3,4-dihydroquinolin-1(2H)-yl)methanone trifluoroacetate 
• 99293-92-2 4-methyl-1-(p-hydroxymethylbenzoyl)-1,2,3,4-tetrahydroquinoline 
• 99293-91-1 4-methyl-1-(p-toluoyl)-1,2,3,4-tetrahydroquinolin-4-ol 
• 105847-59-4 1-hydroxy-1-methyl-1,2,6,7-tetrahydropyrido<3,2,1-i,j>quinolin-5(3H)-one 

Relevant articles and documents

Selective catalytic hydrogenations and hydrogenolyses, II: Convenient preparation of 4-methyl-5,6,7,8-tetrahydroquinoline

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Explaining the Size Dependence in Platinum-Nanoparticle-Catalyzed Hydrogenation Reactions

Hydrogenation reactions are industrially important reactions that typically require unfavorably high H2pressure and temperature for many functional groups. Herein we reveal surprisingly strong size-dependent activity of Pt nanoparticles (PtNPs) in catalyzing this reaction. Based on unambiguous spectral analyses, the size effect has been rationalized by the size-dependent d-band electron structure of the PtNPs. This understanding enables production of a catalyst with size of 1.2 nm, which shows a sixfold increase in turnover frequency and 28-fold increase in mass activity in the regioselective hydrogenation of quinoline, compared with PtNPs of 5.3 nm, allowing the reaction to proceed under ambient conditions with unprecedentedly high reaction rates. The size effect and the synthesis strategy developed herein may provide a general methodology in the design of metal-nanoparticle-based catalysts for a broad range of organic syntheses.

Method for preparing tetrahydroquinoline compounds by catalytic hydrogenation of ruthenium catalyst

The invention relates to a method for preparing tetrahydroquinoline compounds by catalytic hydrogenation of a ruthenium catalyst, which comprises the following steps: by using p-cymene ruthenium chloride dimer as a catalyst and hydrogen as a reducing agent, mixing the p-cymene ruthenium chloride dimer, phosphine ligand and quinoline compounds, and dissolving the mixture in an organic solvent to react, and carrying out post-treatment to obtain the tetrahydroquinoline derivative. Compared with the prior art, the method has the advantages of easily available raw materials, mild conditions, simpleoperation, atom economy, simple and green synthesis process, mild reaction conditions, excellent selectivity, high yield and good reaction universality, and has a wide application value in fine chemical intermediate synthesis.

Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation

Lignocellulosic biomass is one of the most abundant renewable sources in nature. Herein, we have developed the utilization of renewable formic acid from lignocellulosic biomass as a hydrogen source and a carbon source for the selective hydrogenation and further N-methylation of various quinolines and the derivatives, various indoles under mild conditions in high efficiencies. N-methylation of various anilines is also developed. Mechanistic studies indicate that the hydrogenation occurs via a transfer hydrogenation pathway.