1128-62-7

Basic information

• Product Name: 6-Iodo-2-Methyl Quinoline
• Synonyms: 6-Iodo-2-Methyl Quinoline;6-Iodo-2-Methyl-Quinoline(WX638050)
• CAS NO: 1128-62-7
• Molecular Formula: C₁₀H₈IN
• Molecular Weight: 269.08169
• Mol File: 1128-62-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Iodo-2-Methyl Quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Iodo-2-Methyl Quinoline(1128-62-7)
• EPA Substance Registry System: 6-Iodo-2-Methyl Quinoline(1128-62-7)

Safety Data

• Hazardous Substances Data: 1128-62-7(Hazardous Substances Data)

Upstream product

• 109-92-2 ethyl vinyl ether 
• 540-37-4 p-aminoiodobenzene 
• 5326-47-6 2-amino-5-iodobenzoic acid 
• 53279-83-7 (2-amino-5-iodophenyl)methanol 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 99471-71-3 2-amino-5-iodobenzaldehyde 
• 877-42-9 6-Bromo-2-methyl-quinoline 
• 123-73-9 crotonaldehyde 
• 123-63-7 paracetaldehyde 

Downstream Products

• 1372118-47-2 6-((4-methoxyphenyl)ethynyl)quinoline-2-carbaldehyde 
• 108166-03-6 2-methylquinoline-6-carbaldehyde 
• 1608092-52-9 C₂₅H₂₁IN₂ 
• 156138-94-2 2-methyl-5-nitro-6-phenylaminoquinoline 

Relevant articles and documents

Cooperative Lewis Acid Catalysis for the Enantioselective C(sp3)-H Bond Functionalizations of 2-Alkyl Azaarenes

Herein, we describe the enantioselective C(sp3)-H bond functionalizations of 2-alkyl azaarenes using a cooperative dual Lewis acid catalysis. An achiral Lewis acid activates the unactivated azaarene partner without the need for a strong base. Orthogonally, a chiral-at-metal Lewis acid catalyst enables LUMO lowering and induces chirality. This method tolerates a range of complex molecular scaffolds and exhibits good to excellent yields and selectivity while accepting a wide variety of functional groups.

Synthesis of quinolines and naphthyridines: Via catalytic retro-aldol reaction of β-hydroxyketones with ortho -aminobenzaldehydes or nicotinaldehydes

A Cu(i)-catalyzed retro-aldol reaction of β-hydroxyketones with ortho-aminobenzaldehydes and nicotinaldehydes is reported that produces a range of quinolines and naphthyridines with high efficiency and selectivity. This reaction uses β-hydroxyketones as a regiospecific ketone-protected enolate source via copper-catalyzed retro-aldol Cα-Cβ bond cleavage. The in situ generated copper enolate undergoes kinetically favorable cyclization with ortho-amino aryl aldehydes to produce quinolines and naphthyridines in a chemo- and regioselective manner. The mild and weakly basic reaction conditions also suppress possible side reactions of benzaldehydes under strongly basic conditions, resulting in improved reaction yields.

Storable arylpalladium(II) reagents for alkene labeling in aqueous media

We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.