7661-38-3

Basic information

• Product Name: 1-Butylisoquinoline
• Synonyms: 1-Butylisoquinoline
• CAS NO: 7661-38-3
• Molecular Weight: 0
• Mol File: 7661-38-3.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Butylisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butylisoquinoline(7661-38-3)
• EPA Substance Registry System: 1-Butylisoquinoline(7661-38-3)

Safety Data

• Hazardous Substances Data: 7661-38-3(Hazardous Substances Data)

Upstream product

• 33351-43-8 1-butyl-3,4-dihydro-isoquinoline 
• 119-65-3 isoquinoline 
• 142-96-1 dibutyl ether 
• 19658-77-6 1-iodoisoquiniline 
• 56050-29-4 dibutyl-cyclooctane-1,5-diyl-borate^(1-); lithium salt 
• 23532-74-3 9-butyl-9-borabicyclo<3.3.1>nonane 
• 19493-44-8 1-chloroisoquinoline 
• 1116-70-7 tri(n-butyl)aluminium 
• 108-05-4 vinyl acetate 
• 1313539-79-5 C₁₃H₁₇NO₂ 
• 109-72-8 n-butyllithium 
• 75476-83-4 7-Iodoisoquinoline 
• 109-52-4 valeric acid 
• 64-04-0 phenethylamine 

Relevant articles and documents

The Alkylation and Reduction of Heteroarenes with Alcohols Using Photoredox Catalyzed Hydrogen Atom Transfer via Chlorine Atom Generation

Radical additions to heteroaromatic bases are frequently employed for the rapid synthesis of complex products using C–H functionalization strategies. The conditions that are commonly employed are typically harsh, routinely requiring stoichiometric oxidants and other additives. In search for milder reaction environments allowing late-stage functionalization, we present the alkylation of N-heteroarenes using primary alcohols and ethers as radical precursors, where the corresponding alkyl radical is formed via hydrogen atom transfer process with a photoredox catalyzed chlorine atom generation as HAT agent. Furthermore, we explore the reduction of the heteroarenes in moderate to high yields when using secondary alcohols.

General copper-catalyzed coupling of alkyl-, aryl-, and alkynylaluminum reagents with organohalides

We report the first example of a very general Cu-catalyzed cross-coupling of organoaluminum reagents with organohalides. The reactions proceed for the couplings of alkyl-, aryl-, and alkynylaluminum reagents with aryl and heteroaryl halides and vinyl bromides, affording the cross-coupled products in good to excellent yields. Both primary and secondary alkylaluminum reagents can be utilized as organometallic coupling partners. These reactions are not complicated by β-hydride elimination, and as a result rearranged products are not observed with secondary alkylaluminum reagents even for couplings with heteroaryl halides under "ligand-free" conditions. Radical clock experiment with a radical probe and relative reactivity study of Ph3Al with two haloarenes, 1-bromonaphthalene and 4-chlorobenzonitrile, having two different redox potentials indicates that the reaction does not involve free aryl radicals and radical anions as intermediates. These results combined with the result of the Hammett plot obtained by reacting Ph3Al with iodoarenes containing p-H, p-Me, p-F, and p-CF3 substituents, which shows a linear curve (R2 = 0.99) with a ρ value of +1.06, suggest that the current transformation follows an oxidative addition-reductive elimination pathway.

Trimethyl borate/magnesium halide complex-induced one-pot homologation reactions of isoquinoline with dialkyl-TMP-zincate

Novel one-pot homologation reactions of isoquinoline with lithium dialkyl-TMP-zincate?2MgBrCl/trimethyl borate are described. 1-Alkylisoquinolines (2, 3A, 4A, 5A, 6, and 7) and 1-alkyl-3,4- dihydroisoquinolines (3B, 4B, and 5B) are easily prepared under t