97041-62-8

Basic information

• Product Name: 6-Chloro-3-Methylquinoline
• Synonyms: 6-Chloro-3-Methylquinoline
• CAS NO: 97041-62-8
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.63022
• Mol File: 97041-62-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 81-82 °C
• Boiling Point: 292.3±20.0 °C(Predicted)
• Appearance: /
• Density: 1.225±0.06 g/cm3(Predicted)
• PKA: 4.36±0.14(Predicted)
• CAS DataBase Reference: 6-Chloro-3-Methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-3-Methylquinoline(97041-62-8)
• EPA Substance Registry System: 6-Chloro-3-Methylquinoline(97041-62-8)

Safety Data

• Hazardous Substances Data: 97041-62-8(Hazardous Substances Data)

Usage

General Description

6-Chloro-3-Methylquinoline is a chemical compound with the molecular formula C10H8ClN. It is a quinoline derivative with a chloro substituent at the 6 position and a methyl group at the 3 position. 6-Chloro-3-Methylquinoline is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is also used in the production of dyes, pigments, and other specialty chemicals. 6-Chloro-3-Methylquinoline is known for its versatile reactivity and can participate in various chemical reactions such as halogenation, alkylation, and condensation. It is important to handle this compound with care, as it may pose health and environmental hazards if not properly managed.

Upstream product

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Relevant articles and documents

Ruthenium-catalysed synthesis of 2- and 3-substituted quinolines from anilines and 1,3-diols

A straightforward synthesis of substituted quinolines is described by cyclocondensation of anilines with 1,3-diols. The reaction proceeds in mesitylene solution with catalytic amounts of RuCl3·xH 2O, PBu3 and MgBr2·OEt2. The transformation does not require any stoichiometric additives and only produces water and dihydrogen as byproducts. Anilines containing methyl, methoxy and chloro substituents as well as naphthylamines were shown to participate in the heterocyclisation. In the 1,3-diol a substituent was allowed in the 1- or the 2-position giving rise to 2- and 3-substituted quinolines, respectively. The best results were obtained with 2-alkyl substituted 1,3-diols to afford 3-alkylquinolines. The mechanism is believed to involve dehydrogenation of the 1,3-diol to the 3-hydroxyaldehyde which eliminates water to the corresponding α,β-unsaturated aldehyde. The latter then reacts with anilines in a similar fashion as observed in the Doebner-von Miller quinoline synthesis.

PREPARATION OF 3-SUBSTITUTED QUINOLINES. II. PREPARATION AND CYCLODEHYDRATION OF α-ALKYL- AND α-PHENYL-β-ARYLAMINOACROLEIN DERIVATIVES

α-Methyl-β-arylaminoacroleins were prepared by the hydrolysis of 2-methyl-1-arylamino-3-arylimino-1-propene derivatives. α-Ethyl- and α-phenyl-β-arylaminoacroleins were prepared by the reaction of arylamine and 2-substituted 1,1,3,3-tetraethoxypropane derivatives. 3-Methyl, 3-ethyl- and 3-phenylquinolines were obtained from α-methyl-, α-ethyl and α-phenyl-β-arylaminoacroleins on heating with aluminum bromide in good yields. α-Bromo-β-anilinoacrolein (9b) was prepared by the reaction of β-anilinoacrolein (6b) and N-bromosuccinimide.Reaction of 9b and aluminum bromide did not afford 3-bromoquinoline.