3340-78-1

Basic information

• Product Name: 2-phenyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: 2-phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 3340-78-1
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.2863
• Mol File: 3340-78-1.mol
• Article Data: 113

Chemical Properties

• Melting Point: 45-46 °C
• Boiling Point: 198 °C(Press: 16 Torr)
• Appearance: /
• Density: 1.092±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 4.94±0.40(Predicted)
• CAS DataBase Reference: 2-phenyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-1,2,3,4-tetrahydroisoquinoline(3340-78-1)
• EPA Substance Registry System: 2-phenyl-1,2,3,4-tetrahydroisoquinoline(3340-78-1)

Safety Data

• Hazardous Substances Data: 3340-78-1(Hazardous Substances Data)

Usage

Description

2-Phenyl-1,2,3,4-tetrahydroisoquinoline is an organic compound characterized by its unique molecular structure, which features a phenyl group attached to a tetrahydroisoquinoline ring. 2-phenyl-1,2,3,4-tetrahydroisoquinoline is known for its potential applications in various chemical and pharmaceutical processes due to its reactive nature and structural properties.

Uses

Used in Chemical Synthesis:
2-Phenyl-1,2,3,4-tetrahydroisoquinoline is used as a reactant in acetic acid promoted metal-free aerobic carbon-carbon bond forming reactions at the α-position of tertiary amines. This application is significant as it allows for the creation of new carbon-carbon bonds without the need for metal catalysts, which can be advantageous in terms of cost, environmental impact, and reaction conditions.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2-Phenyl-1,2,3,4-tetrahydroisoquinoline, due to its structural similarity to various bioactive compounds, could potentially be used in the pharmaceutical industry as a starting material or intermediate for the synthesis of drugs targeting specific receptors or enzymes. Its reactivity and structural features make it a promising candidate for the development of novel therapeutic agents.

Upstream product

• 493-05-0 isochromane 
• 62-53-3 aniline 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 3076-54-8 phenyllead(IV) triacetate 
• 603-33-8 triphenylbismuthane 
• 78317-77-8 N-Methyl-N-phenyl-1,2,3,4-tetrahydroisochinoliniumiodid 
• 122-52-1 triethyl phosphite 
• 38256-56-3 1-(2-bromo-ethyl)-2-bromomethyl-benzene 
• 325723-04-4 Phenylbiphenyl-2,2'-ylenebismuth diacetate 
• 108-86-1 bromobenzene 
• 98-80-6 phenylboronic acid 
• 591-50-4 iodobenzene 
• 78317-75-6 1-(2-chloroethyl)-2-chloromethylbenzene 
• 102-96-5 (2-nitroethenyl)benzene 

Downstream Products

• 55662-89-0 2-phenyl-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 

Relevant articles and documents

The Photocatalyzed Aza-Henry Reaction of N-Aryltetrahydroisoquinolines: Comprehensive Mechanism, H?- versus H+-Abstraction, and Background Reactions

The cross-dehydrogenative coupling (CDC) reaction of N-aryltetrahydroisoquinolines (THIQ) is one of the most exploited photocatalytic transformation and a test reaction for an exceptional variety of catalysts. However, its mechanism remained unclear conce

Direct Near Infrared Light–Activatable Phthalocyanine Catalysts

The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activa

Effect of Precatalyst Oxidation State in C-N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes

We report the catalytic activity of two phosphinoimidazole-derived bimetallic palladium complexes in Pd-catalyzed amination reactions. Our studies demonstrate that the starting oxidation state (Pd(I) or Pd(II)) of the dimeric complex has a significant effect on the efficiency of the catalytic reaction. The corresponding Pd(I) complex shows higher reactivity in Buchwald-Hartwig aminations, while the Pd(II) complex is much more reactive in carbonylative amination reactions. These new dimeric palladium complexes provide good to excellent reactivity and yields in the amination reactions tested.

Photoredox/cobaloxime co-catalyzed allylation of amines and sulfonyl hydrazines with olefins to access α-allylic amines and allylic sulfones

Herein, we reported a dual-catalytic platform for the allylation of amines and sulfonyl hydrazines with olefins to selectively access α-allylic amines and allylic sulfones in good yields by combining photoredox catalysis and cobaloxime catalysis. This strategy avoided the use of a stoichiometric amount of terminal oxidant and the use of pre-functionalized allylic precursors, representing a green and ideal atom- & step-economical process. Good substrate scope and gram-scale synthesis demonstrated the utility of this protocol. Mechanistic studies revealed that a radical process is probably involved in this reaction.