877-42-9

Basic information

• Product Name: 6-Bromo-2-methylquinoline
• Synonyms: 6-BROMO-2-METHYLQUINOLINE;6-BROMOQUINALDINE;6-BROMOQUINAIDINE;6-Bromoquinaldine, 6-Bromo-2-methyl-1-azanaphthalene;6-BroMo-2-Methylquinoline, 97+%;Quinoline, 6-bromo-2-methyl-;6-Bromoquildine, 98%
• CAS NO: 877-42-9
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.08
• EINECS: -0
• Product Categories: Quinoline&Isoquinoline;Alkylquinolines;Haloquinolines;Quinolines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;QuinolinesHeterocyclic Building Blocks
• Mol File: 877-42-9.mol
• Article Data: 47

Chemical Properties

• Melting Point: 101-105 °C(lit.)
• Boiling Point: 299.7 °C at 760 mmHg
• Flash Point: 135 °C
• Appearance: white to light yellow crystal powder
• Density: 1.488 g/cm³
• Vapor Pressure: 0.00209mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 5.02±0.43(Predicted)
• CAS DataBase Reference: 6-Bromo-2-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-2-methylquinoline(877-42-9)
• EPA Substance Registry System: 6-Bromo-2-methylquinoline(877-42-9)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-42-36/37/38-20/21/22
• Safety Statements: 26-39-36/37/39-24/25-22
• WGK Germany: 3
• Hazardous Substances Data: 877-42-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C10H8BrN/c1-7-2-3-8-6-9(11)4-5-10(8)12-7/h2-6H,1H3

Upstream product

• 75-07-0 acetaldehyde 
• 106-40-1 4-bromo-aniline 
• 123-73-9 crotonaldehyde 
• 1253423-96-9 C₁₁H₁₁BrN₂O₅ 
• 109-92-2 ethyl vinyl ether 
• 872-36-6 vinylene carbonate 
• 5332-25-2 6-bromoquinoline 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 6563-11-7 6-bromoquinoline-N-oxide 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 29124-57-0 2-amino-5-bromobenzaldehyde 

Downstream Products

• 98948-91-5 6-bromoquinoline-2-carboxaldehyde 
• 83719-99-7 1-Phenyl-2-(6-bromo-2-quinolyl)ethanone 
• 1078-28-0 6-methoxyquinaldine 
• 35135-37-6 C₂₀H₂₀Br₂N₂ 
• 1020567-35-4 6-bromo-2-(tribromomethyl)quinoline 
• 91-63-4 2-methylquinoline 
• 73013-69-1 2-methylquinoline-6-carbonitrile 
• 59105-86-1 6-bromo-N-methyl-2-quinaldinium iodide 
• 65148-10-9 6-bromo-quinoline-2-carboxylic acid 
• 219959-35-0 N-tert.butyl-decahydro-2-[2-(R)-hydroxy-4-phenyl-3(S)-[{N-(2-[6-bromo]-quinolylcarbonyl)-L-asparaginyl}amino]butyl]-(4aS,8aS)-isoquinoline-3-carboxamide 
• 928036-16-2 diethyl-2-(2-methyl-6-quinolinyl)-2-butenedioate 
• 690265-24-8 6-bromo-2-(bromomethyl)quinoline 
• 116632-52-1 1-(2-methylquinolin-6-yl)ethan-1-one 
• 1190876-63-1 (S)-6-bromo-2-methyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Imaging of formaldehyde fluxes in epileptic brains with a two-photon fluorescence probe

A two-photon (TP) fluorescence probe has been developed for imaging endogenous FA fluxes during metabolic and epigenetic processes in animal models, especially in live brains.

Rhodium-Catalyzed C-H Annulation of Free Anilines with Vinylene Carbonate as a Bifunctional Synthon

Chemical transformation with vinylene carbonate as an emerging synthetic unit has recently attracted considerable attention. This report is a novel conversion pattern with vinylene carbonate, in which such a vibrant reagent unprecedentedly acts as a difunctional coupling partner to complete the C-H annulation of free anilines. From commercially available substrates, this protocol leads to the rapid construction of synthetically versatile 2-methylquinoline derivatives (43 examples) with excellent functionality tolerance.

ZnMe2-Mediated, Direct Alkylation of Electron-Deficient N-Heteroarenes with 1,1-Diborylalkanes: Scope and Mechanism

The regioselective, direct alkylation of electron-deficient N-heteroarenes is, in principle, a powerful and efficient way of accessing alkylated N-heteroarenes that are important core structures of many biologically active compounds and pharmaceutical agents. Herein, we report a ZnMe2-promoted, direct C2- or C4-selective primary and secondary alkylation of pyridines and quinolines using 1,1-diborylalkanes as alkylation sources. While substituted pyridines and quinolines exclusively afford C2-alkylated products, simple pyridine delivers C4-alkylated pyridine with excellent regioselectivity. The reaction scope is remarkably broad, and a range of C2- or C4-alkylated electron-deficient N-heteroarenes are obtained in good yields. Experimental and computational mechanistic studies imply that ZnMe2 serves not only as an activator of 1,1-diborylalkanes to generate (α-borylalkyl)methylalkoxy zincate, which acts as a Lewis acid to bind to the nitrogen atom of the heterocycles and controls the regioselectivity, but also as an oxidant for rearomatizing the dihydro-N-heteroarene intermediates to release the product.