1-(4-Methylphenyl)isoquinoline

Base Information

• Chemical Name: 1-(4-Methylphenyl)isoquinoline
• CAS No.: 101273-46-5
• Molecular Formula: C16H13N
• Molecular Weight: 219.286
• European Community (EC) Number: 660-111-0
• DSSTox Substance ID: DTXSID80401177
• Nikkaji Number: J928.713B
• Wikidata: Q82204228
• Mol file: 101273-46-5.mol

Synonyms:1-(p-Tolyl)isoquinoline;1-(4-methylphenyl)isoquinoline;101273-46-5;1-(p-tolyl)-isoquinoline;SCHEMBL3142955;DTXSID80401177;QJAZVTOBOGKESU-UHFFFAOYSA-N;AKOS024324654

Chemical Property of 1-(4-Methylphenyl)isoquinoline

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 219.104799419
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC=CC3=CC=CC=C32

Technology Process of 1-(4-Methylphenyl)isoquinoline

There total 23 articles about 1-(4-Methylphenyl)isoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1-ethyl-4-ethynylbenzene (40307-11-7) + m-tolyl aldehyde (620-23-5) → 1-(4′-methylphenyl)isoquinoline (101273-46-5)

Guidance literature:

With palladium diacetate; sodium carbonate; triphenylphosphine; In toluene; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1246/cl.180429

Reference yield: 96.0%

4-methylphenylboronic acid (5720-05-8) + 1-chloroisoquinoline (19493-44-8) → 1-(4′-methylphenyl)isoquinoline (101273-46-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate monohydrate; 2-(2-methoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201000723

Reference yield: 95.0%

sodium isoquinoline-1-sulfinate + para-methylphenylmagnesium bromide (4294-57-9) → 1-(4′-methylphenyl)isoquinoline (101273-46-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03918

upstream raw materials:

isoquinoline

p-tolyllithium

n-butyllithium

diethyl ether

Downstream raw materials:

1-(p-tolyl)isoquinoline N-oxide

(R)-1-(4'-methylphenyl)-1,2,3,4-tetrahydroisoquinoline

C₂₇H₂₆NO₂⁽¹⁺⁾*Br^(1-)

1-(4-methyl-3-tosylphenyl)isoquinoline

Refernces

• 1、 Gilman,Gainer. "-". . p. 1946. Retrieved 1947.
• 2、 Kato, Shota,Saga, Yutaka,Kojima, Masahiro,Fuse, Hiromu,Matsunaga, Shigeki,Fukatsu, Arisa,Kondo, Mio,Masaoka, Shigeyuki,Kanai, Motomu. "Hybrid Catalysis Enabling Room-Temperature Hydrogen Gas Release from N-Heterocycles and Tetrahydronaphthalenes". . p. 2204 - 2207. Retrieved 2017.
• 3、 Bak, Sora,Lee, Sae Mi,Hwang, Hee Min,Lee, Hyoyoung. "Phase-selective modulation of TiO2 for visible light-driven C–H arylation: Tuning of absorption and adsorptivity". . p. 71 - 76. Retrieved 2019/05/08.
• 4、 -. "Red light metal complex, preparation method and application thereof". Paragraph 0091-0093. . Retrieved 2019/01/15.