1H-2-Benzopyran-1-one, 3-(4-methylphenyl)-

Base Information

• Chemical Name: 1H-2-Benzopyran-1-one, 3-(4-methylphenyl)-
• CAS No.: 62827-73-0
• Molecular Formula: C16H12O2
• Molecular Weight: 236.27
• Mol file: 62827-73-0.mol

Synonyms:

Chemical Property of 1H-2-Benzopyran-1-one, 3-(4-methylphenyl)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 1H-2-Benzopyran-1-one, 3-(4-methylphenyl)-, also known as 4-Methylcoumarin, is a chemical compound with various applications in different fields. In the field of perfumery and fragrance production, it is used as a key ingredient in the formulation of scents and fragrances, contributing to the creation of pleasant and distinctive aromas. Its role is pivotal in enhancing the olfactory appeal of perfumes, colognes, and other scented products. Additionally, in the pharmaceutical industry, 4-Methylcoumarin can be utilized as a starting material for the synthesis of pharmaceutical intermediates and compounds, potentially serving as a key component in the development of medications for various medical conditions. Furthermore, in academic and industrial research, it can be employed as a reference compound for the study of coumarins and their reactivity, aiding in the advancement of synthetic methodologies and chemical understanding. Its multifaceted utility underscores its significance in promoting olfactory experiences, drug development, and chemical research, where it plays a crucial role in fragrance creation, drug synthesis, and scientific investigation.

Technology Process of 1H-2-Benzopyran-1-one, 3-(4-methylphenyl)-

There total 59 articles about 1H-2-Benzopyran-1-one, 3-(4-methylphenyl)- 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: 95.0%

2-[(E)-2-(4-methylphenyl)ethenyl]carboxylic acid → 3-(4-methylphenyl)-1H-isochromen-1-one (62827-73-0)

Guidance literature:

With diphenyl diselenide; bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201000308

Reference yield: 93.0%

methyl 2-[(4-methylphenyl)ethynyl]benzoate (118520-72-2) → 3-(4-methylphenyl)-1H-isochromen-1-one (62827-73-0)

Guidance literature:

With trimethylbenzylammonium methanesulfonate; toluene-4-sulfonic acid; at 90 ℃; for 1h; Reagent/catalyst; Temperature; Time; regioselective reaction; Catalytic behavior; Microwave irradiation; Green chemistry;

DOI:10.1002/ejoc.201801884

Reference yield: 92.0%

2-[2-(4-methylphenyl)ethynyl]benzaldehyde (189008-33-1) → 3-(4-methylphenyl)-1H-isochromen-1-one (62827-73-0)

Guidance literature:

With silver tetrafluoroborate; In N,N-dimethyl-formamide; at 80 ℃; regioselective reaction; Schlenk technique;

DOI:10.1039/d1ob01065d

upstream raw materials:

methyl 2-[(4-methylphenyl)ethynyl]benzoate

2-p-tolylethynyl-benzoic acid ethyl ester

hydrogen iodide

(4-methyl-α-nitro-benzylidene)-phthalide

Downstream raw materials:

C₁₆H₁₈O₂

2-(2-benzoylphenyl)-1-(p-tolyl)ethanone

3-p-tolylthioisocoumarin

2-(4-Methyl-phenacyl)-benzoesaeure-methylester

Refernces

• 1、 -. "Method for synthesizing isocoumarin derivative under catalysis of silver and application of isocoumarin derivative". Paragraph 0081-0086. . Retrieved 2021/05/12.
• 2、 Yata, Tetsuji,Nishimoto, Yoshihiro,Chiba, Kouji,Yasuda, Makoto. "Indium-Catalyzed C?F Bond Transformation through Oxymetalation/β-Fluorine Elimination to Access Fluorinated Isocoumarins". . p. 8288 - 8294. Retrieved 2021/05/21.