14548-00-6

Basic information

• Product Name: 3-METHYLISOQUINOLINE 2-OXIDE
• Synonyms: 3-METHYLISOQUINOLINE 2-OXIDE;3-methyl-2-oxidoisoquinolin-2-ium
• CAS NO: 14548-00-6
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• Mol File: 14548-00-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 3-METHYLISOQUINOLINE 2-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLISOQUINOLINE 2-OXIDE(14548-00-6)
• EPA Substance Registry System: 3-METHYLISOQUINOLINE 2-OXIDE(14548-00-6)

Safety Data

• Hazardous Substances Data: 14548-00-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10NO/c1-8-6-9-4-2-3-5-10(9)7-11(8)12/h2-8H,1H3/q+1

Upstream product

• 1125-80-0 3-methylisoquinoline 
• 64741-01-1 m-chloroperoxybenzoic acid 

Downstream Products

• 7114-80-9 3-methylisoquinolin-1-ol 
• 3336-53-6 4-hydroxy-3-methyl-isoquinoline 
• 7114-80-9 3-methylisoquinolone 
• 22381-52-8 3-methylisoquinoline-1-carbonitrile 
• 1015758-87-8 3-methyl-1-p-tolylisoquinoline 2-oxide 
• 7115-16-4 1-chloro-3-methyl-isoquinoline 
• 30201-98-0 (3-methylisoquinolin-1-yl)(phenyl)methanone 

Relevant articles and documents

Electrochemical-Oxidation-Promoted Direct N-ortho-Selective Difluoromethylation of Heterocyclic N-Oxides

An efficient and green electrochemical N-ortho-selective difluoromethylation method of various quinoline and isoquinoline N-oxides has been developed. In this method, sodium difluoromethanesulfinate (HCF2SO2Na) was used as the source of the difluoromethyl moiety, and various N-ortho-selective difluoromethylation quinoline and isoquinoline N-oxides were obtained in good to excellent yields under a constant current. In addition, the reaction was easy to scale up and maintained a good yield. Preliminary mechanism studies suggested that the reaction undergoes a free-radical addition and hydrogen elimination pathway.

An organocatalytic enantioselective direct α-heteroarylation of aldehydes with isoquinoline: N -oxides

A new protocol for the enantioselective direct α-heteroarylation of aldehydes with isoquinoline N-oxides, via chiral enamine catalysis, has been successfully developed. High enantiomeric excesses and moderate to good yields were achieved for a variety of α-heteroarylated aldehydes.

Palladium(II)-catalyzed C-C and C-O bond formation for the synthesis of C1-benzoyl isoquinolines from isoquinoline: N -oxides and nitroalkenes

C1-Benzoyl isoquinolines can be generated via a palladium(ii)-catalyzed C-C and C-O coupling of isoquinoline N-oxides with aromatic nitroalkenes. The reaction proceeds through remote C-H bond activation and subsequent intramolecular oxygen atom transfer (OAT). In this reaction, the N-O bond was designed as a directing group in the C-H bond activation as well as the source of an oxygen atom.