5632-14-4

Basic information

• Product Name: 4-Benzylisoquinoline
• Synonyms: 4-Benzylisoquinoline;4-Benzylquinoline
• CAS NO: 5632-14-4
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.28112
• Mol File: 5632-14-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 52-52.5 °C
• Boiling Point: 222-223 °C(Press: 19 Torr)
• Appearance: /
• Density: 1.117±0.06 g/cm3(Predicted)
• PKA: 5.45±0.13(Predicted)
• CAS DataBase Reference: 4-Benzylisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzylisoquinoline(5632-14-4)
• EPA Substance Registry System: 4-Benzylisoquinoline(5632-14-4)

Safety Data

• Hazardous Substances Data: 5632-14-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 2653, 1988 DOI: 10.1021/jo00246a056

Upstream product

• 91-22-5 quinoline 
• 100-44-7 benzyl chloride 
• 1589-82-8 phenylmagnesium bromide 
• 611-35-8 4-chloroquinoline 
• 27049-45-2 benzyl 2-pyridyl ketone 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 100-68-5 methyl-phenyl-thioether 
• 108-86-1 bromobenzene 
• 82700-07-0 1-(ethoxycarbonyl)quinolinium chloride 
• 82700-08-1 ethyl 2-(diethoxyphosphinyl) 1(2H)-quinoline carboxylate 
• 82700-15-0 4-Benzyl-2-(diethoxy-phosphoryl)-2H-quinoline-1-carboxylic acid ethyl ester 
• 103-82-2 phenylacetic acid 
• 93326-48-8 phenyl-quinolin-4-yl-acetonitrile 
• 101444-31-9 [4]quinolyl-phenyl-acetic acid amide 

Downstream Products

• 54885-00-6 phenyl(quinolin-4-yl)methanone 
• 108771-06-8 α-phenyl-4-quinolinemethanol 
• 102661-91-6 4-(4-bromo-benzyl)-quinoline 
• 101291-12-7 4-(4-nitro-benzyl)-quinoline 
• 111385-47-8 4-benzyl-1-methyl-quinolinium; iodide 

Relevant articles and documents

Method for synthesizing substituted quinoline derivative 4- through palladium catalysis (by machine translation)

The invention belongs to the technical field of 4 - synthetic chemistry, and particularly. relates to a method for synthesizing a substituted quinoline derivative with palladium through palladium catalysis, Cs. 2 CO3 The method disclosed by, the 60-80 °C invention is 5-8 simple, and green, in 4 - synthetic process,has excellent selectivity and high yield, and has a wide substrate range, and the method has a wide, application value in the fields of pharmaceutical chemistry, biochemistry and the like. (by machine translation)

Palladium-Catalyzed Arylation of Benzylic C-H Bonds of Azaarylmethanes with Aryl Sulfides

Benzylic C-H arylation of azaarylmethanes with aryl sulfides has been developed by using a Pd-NHC catalyst and an amide base. Various azaarylmethanes and aryl sulfides were involved in the reaction to afford the corresponding diarylmethanes in good to excellent yields. Moreover, triarylmethane synthesis was accomplished through iterative arylations of 2- or 4-methylpyridine with two different aryl sulfides.

Base metal-catalyzed benzylic oxidation of (aryl)(heteroaryl)methanes with molecular oxygen

The methylene group of various substituted 2- and 4-benzylpyridines, benzyldiazines and benzyl(iso)quinolines was successfully oxidized to the corresponding benzylic ketones using a copper or iron catalyst and molecular oxygen as the stoichiometric oxidant. Application of the protocol in API synthesis is exemplified by the alternative synthesis of a precursor to the antimalarial drug Mefloquine. The oxidation method can also be used to prepare metabolites of APIs which is illustrated for the natural product papaverine. ICP-MS analysis of the purified reaction products revealed that the base metal impurity was well below the regulatory limit.