92-46-6

Basic information

• Product Name: 6-CHLORO-2-METHYLQUINOLINE
• Synonyms: Quinoline, 6-chloro-2-methyl-;6-CHLORO-2-METHYLQUINOLINE;6-CHLOROQUINALDINE;6-Chloro-2-methylquinoline,98+%;2-Methyl-6-chloroquinoline;6-Chloro-2-methylquinoline 97%;6-Chloroquildine, 99%
• CAS NO: 92-46-6
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.63
• EINECS: -0
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks;Building Blocks;C8 to C10;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 92-46-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 94-98 °C(lit.)
• Boiling Point: 278.2 °C at 760 mmHg
• Flash Point: 148.7 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 0.00732mmHg at 25°C
• Refractive Index: 1.634
• Solubility: soluble in Methanol
• PKA: 5.02±0.43(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 6-CHLORO-2-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2-METHYLQUINOLINE(92-46-6)
• EPA Substance Registry System: 6-CHLORO-2-METHYLQUINOLINE(92-46-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 92-46-6(Hazardous Substances Data)

Usage

General Description

6-Chloro-2-methylquinoline is a complex chemical compound belonging to the class of compounds known as quinolines and derivatives. These are compounds containing a quinoline moiety, a structurally unsaturated tricyclic compound that consists of a benzene ring fused to a pyridine ring. 6-Chloro-2-methylquinoline is characterized by the presence of a chlorine atom and a methyl group attached to its quinoline core. It is used in various chemical reactions due to its unique structure and properties. Despite its wide usage in chemistry, it does not have natural occurrence and is typically synthesized artificially in the lab. Its potential risks or hazards to human health and the environment are not well studied and are dependent on its usage and exposure levels.

InChI:InChI=1/C10H8ClN/c1-7-2-3-8-6-9(11)4-5-10(8)12-7/h2-6H,1H3

Upstream product

• 64-17-5 ethanol 
• 100-00-5 4-chlorobenzonitrile 
• 28328-97-4 6-chloro-2-methyl- 1,2,3,4-tetrahydroquinoline 
• 18826-95-4 1.3-butanediol 
• 106-47-8 4-chloro-aniline 
• 15644-86-7 6-chloro-2-methyl-quinolin-4-ol 
• 109-92-2 ethyl vinyl ether 
• 74-85-1 ethene 
• 7647-01-0 hydrogenchloride 
• 732247-99-3 6-chloro-2-methyl-1,2,3,4-tetrahydro-quinolin-4-ol 
• 7732-18-5 water 
• 98-88-4 benzoyl chloride 

Downstream Products

• 83719-97-5 1-Phenyl-2-(6-chloro-2-quinolyl)ethanone 
• 91-63-4 2-methylquinoline 
• 78509-31-6 7-(1-Adamantyl)-2-methylchinolin 
• 77492-65-0 7-(1-adamantyl)-7,8-dihydro-2-methylquinoline 
• 1027053-07-1 Acetic acid 3-[(E)-2-(6-chloro-quinolin-2-yl)-vinyl]-phenyl ester 
• 59394-30-8 6-chloro-2-quinolinecarboxylic acid 

Relevant articles and documents

Method for preparing quinoline compound through oxidation and reduction integration (by machine translation)

The method takes the aromatic nitro compound and the fatty alcohol as. the raw material and uses the aromatic nitro compound and the fatty, alcohol as the catalyst to, react under an inert atmosphere or under the, 150-200 °C atmosphere containing oxygen 2-12h, at the atmosphere, of oxygen containing, oxygen, to obtain the substituted, quinoline compound, and. the synthesis method can have important application in the aspect of quinoline compound. synthesis. (by machine translation)

Deracemization of Phenyl-Substituted 2-Methyl-1,2,3,4-Tetrahydroquinolines by a Recombinant Monoamine Oxidase from Pseudomonas monteilii ZMU-T01

A monoamine oxidase (MAO5) from Pseudomonas monteilii ZMU-T01 was first heterologously expressed in Escherichia coli BL21(DE3) and then used as a biocatalyst for the deracemization of racemic 2-methyl-1,2,3,4-tetrahdroquinoline derivatives to yield the unreacted R enantiomer with up to >99 % ee. Sequence alignment revealed that MAO5 shared 14.7 % identity toward the well-studied monoamine oxidase (MAO-N).

Platinum-catalyzed assembly of quinaldine from aniline and ethylene

The selectivity of the catalytic reaction between aniline and ethylene in the presence of the Brunet catalyst (PtBr2/Br-) shifts from the hydroamination product N-ethylaniline to the heterocyclization product 2-methylquinoline (quinaldine) when conducted in the presence of PPh3 (1 equiv per Pt atom). Condition optimization revealed that this process works best in the absence of any halide salt additive, that it is essentially insensitive to the nature of the halide in PtX2, that the best promoter in the PMexPh3-x series is PPh3 when used in strictly stoichiometric amounts, and that the 4-RC6H 5NH2 (R = nBu, Cl, OMe, NMe2) substrates are equally converted albeit less efficiently. Slight dilution of the system with THF or toluene slightly improves the activity, and a kinetic profile shows the presence of an induction phase and a deactivating step, which however does not involve reduction to metallic platinum contrary to the PPh3-free Brunet catalyst. Mechanistic considerations are presented.