52986-70-6

Basic information

• Product Name: 6-Methoxyisoquinoline
• Synonyms: 6-METHOXY-ISOQUINOLINE;6-Methoxyisoquinoline 90%;6-methoxylisoquinoline;6-Methoxy-2-azanaphthalene;Isoquinoline, 6-methoxy-
• CAS NO: 52986-70-6
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• EINECS: -0
• Product Categories: blocks;Heterocycles;Quinolines;Heterocyclic Series;Quinoline&Isoquinoline;API intermediates;Aromatics
• Mol File: 52986-70-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 88-95?C/0.8 Torr
• Flash Point: 108.428 °C
• Appearance: clear oil
• Density: 1.131 g/cm³
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane
• PKA: 6.11±0.10(Predicted)
• CAS DataBase Reference: 6-Methoxyisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxyisoquinoline(52986-70-6)
• EPA Substance Registry System: 6-Methoxyisoquinoline(52986-70-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 52986-70-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear Oil

Uses

6-Methoxy Isoquinoline (cas# 52986-70-6) is a compound useful in organic synthesis.

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 1939, 1947 DOI: 10.1021/ja01200a028

Upstream product

• 42923-77-3 6-methoxy-1,2,3,4-tetrahydro-isoquinoline 
• 112435-06-0 [[(2,2-Dimethoxy-ethyl)-ethoxycarbonyl-amino]-(4-methoxy-phenyl)-methyl]-phosphonic acid dimethyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 22246-12-4 6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline 
• 541-41-3 chloroformic acid ethyl ester 
• 22483-09-6 2,2-dimethoxyethylamine 
• 54879-77-5 N-(4-methoxybenzyl)aminoacetaldehyde dimethyl acetal 

Downstream Products

• 591767-62-3 6-methoxyisoquinoline 2-oxide 
• 7651-82-3 isoquinolin-6-ol 
• 72677-92-0 6-methoxy-5-nitroisoquinoline 
• 42923-77-3 6-methoxy-1,2,3,4-tetrahydro-isoquinoline 
• 366445-82-1 5-bromo-6-methoxyisoquinoline 
• 76180-96-6 2-amino-3-methyl-3H-imidazo<4,5-f>isoquinoline 
• 147293-17-2 6-(methylamino)-5-nitroisoquinoline 
• 52986-69-3 N-benzyl-6-methoxyisoquinolin-2-ium bromide 
• 26829-43-6 6-methoxy-2H-isoquinolin-1-one 
• 1269630-47-8 C₂₁H₂₂N₂O 
• 1269630-46-7 C₂₁H₂₂N₂O 
• 132997-77-4 1-chloro-6-methoxyisoquinoline 
• 923278-23-3 4-bromo-6-methoxyisoquinolin-1(2H)-one 

Relevant articles and documents

Cu(II)-Catalyzed Construction of Heterobiaryls using 1-Diazonaphthoquinones: A General Strategy for the Synthesis of QUINOX and Related P,N Ligands

An efficient and straightforward method was developed for the synthesis of heterobiaryls using easily available N-oxides and diazonaphthoquinones under cheap Cu(II) catalysis. The developed method offered QUINOX and related congeners in a simple manner. A wide scope of important heterobiaryls was achieved with high site selectivity. The synthesized naphthols were transformed into the privileged related P,N ligands. Suitable resolution methods can directly afford the corresponding axially chiral heterobiaryls.

Potassium tert-Butoxide-Promoted Acceptorless Dehydrogenation of N-Heterocycles

Potassium tert-butoxide-promoted acceptorless dehydrogenation of N-heterocycles was efficiently realized for the generation of N-heteroarenes and hydrogen gas under transition-metal-free conditions. In the presence of KOtBu base, a variety of six- and five-membered N-heterocyclic compounds efficiently underwent acceptorless dehydrogenation to afford the corresponding N-heteroarenes and H2 gas in o-xylene at 140 °C. The present protocol provides a convenient route to aromatic nitrogen-containing compounds and H2 gas. (Figure presented.).

Acceptorless Dehydrogenation of N-Heterocycles and Secondary Alcohols by Ru(II)-NNC Complexes Bearing a Pyrazoyl-indolyl-pyridine Ligand

Ruthenium(II) hydride complexes bearing a pyrazolyl-(2-indol-1-yl)-pyridine ligand were synthesized and structurally characterized by NMR analysis and X-ray single crystal crystallographic determinations. These complexes efficiently catalyzed acceptorless dehydrogenation of N-heterocycles and secondary alcohols, respectively, exhibiting highly catalytic activity with a broad substrate scope. The present work has established a strategy to construct highly active transition metal complex catalysts and provides an atom-economical and environmentally benign protocol for the synthesis of aromatic N-heterocyclic compounds and ketones.